Episodi
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There’s often a gap between what school teaches and what real life demands. Jason Weiss found that to be true for becoming a lawyer. Now, after 25 years in the legal world, he shares the practical, hard-earned lessons that apply to anyone trying to succeed in a high-pressure, people-driven profession.
Whether you’re a lawyer, leader, or someone simply figuring out how to show up fully in your work, this episode is a masterclass in resilience, communication, and redefining success on your own terms.
In this episode, you’ll learn:
Why “the practice of law” never really ends How to recover from losses and develop thicker skin What not to do when giving or receiving professional advice How to pick clients (and when to walk away) Why communication and follow-up might be your most valuable assets The surprising ways AI and legal tech can (and can’t) help When to rethink your entire career and how to do it responsiblyTimestamps:
00:16 – Jason’s post-law school “welcome to reality” moment
01:38 – First win in court and the difference real-world law makes
02:57 – Why law is a “practice” (and not an exact science)
03:58 – How a judge’s mood can influence your case
04:20 – Jason’s book: The Sht They Never Taught You in Law School*
05:54 – Universal skills: follow-up, integrity, and knowing your values
08:52 – Law school theory vs. real-world advocacy
11:25 – What happens when you lose and have to face the client
13:46 – Learning who not to work with as a lawyer (and business owner)
15:59 – The $60K mistake Jason made with a client—and what he learned
19:06 – Common misconceptions non-lawyers have about lawyers
21:25 – The power of saying “I don’t know”—and circling back
24:43 – Clients today expect instant clarity: managing modern expectations
25:55 – Thick skin, self-care, and knowing when not to take it personally
28:06 – Continuous learning, CLEs, and the role of AI in law
30:49 – Batman’s utility belt: how Jason views AI as a legal tool
33:43 – Worst professional advice Jason ever received
36:29 – Honesty, mistakes, and always having a plan of action
37:07 – Advice for those considering law school
38:35 – Why some lawyers are miserable—and how coaching can help
42:26 – What coaching is (and isn’t) supposed to do
44:23 – Finding motivation 25 years into the legal grind
45:35 – Why showing up is more powerful than talent
47:02 – You don’t have to respond instantly—just communicate well
47:46 – What Jason has doubled down on since writing his book
49:24 – Final advice for aspiring or struggling lawyers
50:14 – Where to find Jason online
About Jason:
Jason S. Weiss is a litigator who handles all aspects of business and commercial litigation. He has dealt with matters involving breach of contract, tortious interference with business relationships, title, property, non-compete clauses, commercial and residential landlord tenant matters, elder abuse, partnership disputes, trade secrets, RICO claims, fraud, real estate litigation, consumer protection, American’s with Disabilities litigation, tenant/landlord matters, medical marijuana litigation, personal injury and other various business related lawsuits.
He was recently appointed as a Board Member of Benefits Specialist Inc. and voted President of Leadership Coral Springs Class of 2011. Jason is also a former adjunct professor of Sports Law at Nova Southeastern School of Law, a former adjunct professor of the graduate level course Sports Law at St. Thomas University and a former judge for the Broward County Teen Court Program.
Jason has extensive sports and entertainment law experience, including representing...
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Have you ever stayed too long at a job, on a project, or even a relationship just because you already put so much into it?
That’s the “Sunk Cost” fallacy at work. And it can quietly sabotage smart leaders, strong companies, and promising futures.
In this solo episode, Damon unpacks how this psychological trap nearly cost his company half a million dollars and what finally gave him the clarity and courage to walk away.
In this episode, you’ll learn:
What the sunk cost fallacy really is (and how it shows up at work and in life) The project that taught Damon a $500K lesson Why walking away from the project freed Learnit to build something better How to overcome ego, pride, and emotional attachment A 5-step framework to help you know when to pull the plug The surprising office building decision that proved Damon had learned the lessonTimestamps:
00:00 – What is the sunk cost fallacy (and how it traps us)
01:00 – The $500K LMS mistake: why Damon didn’t walk away—until he had to
02:30 – Making the call: pulling the plug and letting the COO go
03:00 – Why it freed up time, money, and momentum to rebuild smarter
03:30 – Step 1: Name it—call the project or decision what it really is
03:45 – Step 2: Stop throwing good after bad
04:00 – Step 3: Put your pride in check and ditch the ego
04:20 – Step 4: Create a “go or no-go” line for any project
04:40 – Step 5: Pressure test with your team—would you start over again?
05:00 – Reframe your thinking: what do you gain by pivoting?
05:30 – Real estate edition: the office building they never moved into
06:15 – Final takeaway: tough decisions are the sign of a wise leader
About Damon Lembi:
Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every time.
Resources & Mentions:
Uplevel yourself and your team with our trainings: www.learnit.com
Email us: [email protected]
Follow Damon on LinkedIn: https://www.linkedin.com/in/damonlembi/
Follow Damon on Instagram: https://www.instagram.com/damonlembi/
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Episodi mancanti?
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70% of college seniors with student debt say looming repayments will impact their career plans.
The average graduate and oftentimes, their parents will endure 17 to 20 years of loan payments in efforts to become free from student debt.
Our emerging workforce will comprise 75% of the workforce by 2025 making student debt a majority issue. Student debt isn’t just a financial burden, but it’s one of the biggest barriers to wealth creation in the modern workforce.
In this episode, we’re joined by Laurel Taylor, founder and CEO of Candidly, to explore how addressing student debt is no longer optional. Laurel shares how her personal journey with debt led to a mission that’s already wiped out nearly $2 billion in liability and opened new pathways to first-time wealth.
In This Episode You’ll Learn:Why student debt is now a business issue, not just a personal oneHow shame around debt stops employees from engaging in benefitsThe ROI companies are seeing when they address financial stressHow Candidly helps employers reduce turnover by up to 76%Laurel’s philosophy on risk, resilience, and the real cost of prideWhat it means to lead during wartime—and how her team stays agileHow AI is powering the next phase of financial wellness
Timestamps:00:00 – Laurel’s personal student debt story
01:28 – Why she founded Candidly
03:24 – The shame around student debt—and how it affects families
05:33 – Why debt is a workplace issue and not just a personal one
06:54 – What employers are missing in their benefits stack
07:46 – The staggering ROI of Candidly’s solution for employers
09:44 – Tax-free employer contributions and new retirement match rules
11:57 – How the sales cycle for Candidly evolved from 2016 to today
13:32 – Distribution through major financial services firms
15:01 – Laurel’s story of quitting Dell after one day
17:53 – “I have nothing to lose but my pride”: Laurel’s mindset shift
19:52 – How loss shaped Laurel’s perspective and mission
23:07 – Her framework for overcoming fear and taking risks
27:16 – Leading through chaos: student loan reform and AI adoption
29:40 – The real-time complexity of student loan programs
31:10 – Wartime CEO: how her team thrives through rapid change
32:36 – A three-week offsite to prototype AI-powered personalization
34:41 – Candidly’s next wave: AI + wealth creation at scale
36:47 – How to run a purposeful, high-impact team retreat
39:04 – Why ignoring student debt is no longer an option for CEOs
41:51 – Student debt and the retirement gap
42:56 – Candidly’s mission for the next decade: from debt to wealth
About Laurel:Laurel Taylor is the CEO and Founder of Candidly. Laurel previously led a global business unit at Google and holds her MBA from the Massachusetts Institute of Technology with an undergraduate degree from Texas State University.
Laurel has experienced, first hand, the impact of missing out on two decades of compounding interest on wealth while paying down debt, between she and her highly educated mother. Thus, her path and purpose to solve the student debt, savings, and retirement savings crisis was born.
As the market-leader, Candidly has generated over $1.2B of student debt impact as a workplace benefit, serving thousands of employers with an average population of 22,500 employees, distributed by the largest financial services companies in the world.
Resources & Mentions:Learn more about Candidly: https://getcandidly.comConnect with Laurel on LinkedIn: -
What happens when your lifelong career ends overnight? Most people panic. Steve Delsohn got to work.
After 16 years at ESPN, multiple journalism awards, and a career-defining body of investigative work, Steve found himself laid off, just one day after winning two prestigious honors. In this episode, Steve opens up about the emotional and professional toll of being let go, how he transitioned into the world of PR without sacrificing his values, and why saying “no” to big opportunities is sometimes the most powerful move you can make.
Whether you're facing a layoff, rethinking your next move, or trying to lead with more integrity, this conversation is a masterclass in reinvention, resilience, and doing meaningful work.
In this episode, you’ll learn:
How Steve went from journalism to building a purpose-driven PR firm The secret to pitching powerful stories that get noticed How to ask better questions (for interviews or leadership) What sports journalism taught him about truth, ethics, and standing firm Why networking is your greatest career asset His best advice for anyone transitioning careersTimestamps:
00:20 – Winning two awards… then getting laid off the next day
03:40 – The identity crisis after leaving ESPN
05:04 – Grieving the loss of a career you loved
07:45 – Ageism, niche jobs, and what really blocked new opportunities
09:39 – The almost-job at a PR firm repping Harvey Weinstein
11:42 – Launching Delsohn Strategies
12:19 – The ethical line Steve refuses to cross in business
14:22 – Why he turned down work with Daniel Snyder
16:01 – Where Steve’s values came from—and why he won’t compromise
18:06 – The biggest transferable skill from journalism to PR
20:55 – How Steve builds trust with high-profile clients
22:43 – The art of asking the right question
24:11 – What interviewers and leaders can learn from Joe Paterno
27:42 – Steve’s first book deal with John Matuszak
28:50 – The wild inside stories of Emmitt Smith and Jerry Jones
31:15 – Co-authoring a book about Sam Kinison
32:34 – How Steve prepared for investigative stories on giants like Penn State and UNC
36:18 – Stories of institutional betrayal and survivor justice
39:18 – Social media, journalism, and the danger of speed over truth
41:07 – Did he ever regret a published story?
42:05 – The Joe Paterno text message Steve caught on camera
47:14 – Advice for having difficult conversations
48:51 – Who Steve will and won’t work with at his PR firm
50:43 – Purpose, values, and building a client roster you’re proud of
51:02 – The underestimated power of networking
54:02 – Is he happier now than at ESPN?
About Steve:
During his 30-plus years in journalism and communications, Steve Delsohn has built a national reputation as a network television reporter, nonfiction author, documentary producer, and strategic communications consultant.
Steve worked 16 years as an investigative reporter for ESPN TV’s Outside the Lines, the news magazine show which examines substantial issues in the sports world. In 2013 he won a Peabody Award for a story on the concussion crisis in the NFL. In 2009 he earned an EMMY nomination for a story on Joe Paterno’s morally-decaying Penn State football program.
He did other high-profile investigations of improper medical care in high school football; the dangers of 15-seat passenger vans which transport small-college athletes;
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When host Damon Lembi quit drinking, it had nothing to do with hitting rock bottom. Instead, it had everything to do with the future he wanted to create.
In this episode, you’ll learn:
Why Damon gave up alcohol (without hitting a dramatic low)The moment he realized he wasn’t showing up as the person he wanted to beA 5-step framework for making lasting change in your lifeHow to handle discomfort in social situations after a big changeWhat life felt like two weeks, two months, and nine years after quittingHow letting go of one habit helped Damon become a sharper leader, father, and authorTimestamps:
00:00 – Damon’s personal story: why he quit drinking without a rock-bottom moment
01:00 – The role alcohol played in his personal, professional, and social life
02:00 – The turning point: noticing the impact on his health, energy, and finances
03:00 – Reflecting on family: longevity, legacy, and leadership
04:00 – Step 1: Get curious—books, conversations, and quiet exploration
04:50 – Step 2: Journal—getting fears and hopes onto the page
05:30 – Step 3: Tell someone—why accountability changed everything
06:00 – Step 4: Commit—picking a date and making it real
06:45 – Early challenges: awkward parties, AA meetings, and finding his own path
07:50 – Step 5: Lean into discomfort—navigating social pressure and anxiety
08:45 – What changed: sleep, clarity, confidence, and sharper decision-making
09:30 – Why alcohol used to be a coping mechanism—and how Damon replaced it
10:00 – The long-term impact on his career, health, and creativity
10:45 – A final challenge for listeners: what’s holding you back?
Connect With Us:
Uplevel yourself and your team with our trainings: www.learnit.com Email us: [email protected] Follow Damon on LinkedIn and Instagram
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Business-to-business commerce is broken. Today’s customers find themselves overwhelmed by too many options, too much information, and too many obstacles. The result is often an inability to execute any but the safest of purchase decisions, frequently resulting in no decision at all.
Today’s guest is Brent Adamson, he’s a world-renowned researcher, author, presenter, trainer, and advisor to B2B commercial executives around the world.
He’s here to argue that the real key to B2B sales success is to focus on boosting customers’ confidence in themselves and their ability to make large-scale, collective decisions on behalf of their company rather than sticking with how traditional sales have worked.
In this episode, you will learn:
Why sales success hinges on buyer self-confidence, not seller expertise How “frame making” helps reduce decision friction in complex buying groups What to do when content marketing becomes part of the customer’s confusion How emotional calibration can humanize your pitch and build trust faster How to coach customers through their own internal process using a simple auditTimestamps:
00:16 – The surprising origins of The Challenger Sale
01:30 – Why segmentation research gave way to selling insights
02:51 – The seller crushing quota in the middle of a recession
05:07 – How Neil Rackham predicted Challenger’s longevity
06:21 – Pushback: “Relationships still matter!”
08:12 – From product to solution to insight as the competitive edge
10:18 – Why leading with “you’re selling wrong” fails
11:20 – Framing the shift: Selling must evolve because buying has
12:46 – The rise of buyer indecision in a world drowning in content
15:06 – “Smartness arms race” and the downfall of content overload
16:05 – 20-person buying groups that don’t know how to decide
17:38 – Why decision fatigue is killing commerce
20:30 – The real opportunity: Making buyers confident in themselves
21:55 – Coach vs. expert: The power of preserving buyer agency
24:35 – How younger or newer sellers can still bring massive value
25:58 – Use this phrase to add instant credibility as a new seller
26:09 – Playing the role of connector, not expert
29:08 – Personalizing outreach through social proof and curation
30:05 – Adding subtle emotional language to increase engagement
33:41 – The Frame Making model: Establish, Engage, Execute
36:11 – “It turns out that…” audit: Avoiding surprise buyer stalls
38:26 – Build a customer-facing “sequence of events” map
40:15 – Expedient’s frame making mindset: Win by helping customers decide faster
42:26 – “If we’re going to lose, let’s lose early”
44:00 – The most powerful thing a customer can feel after a sales call
45:56 – Teaching empathy through language and emotional calibration
49:45 – Hypothesis-led empathy: How to learn what customers feel
51:18 – The overlooked ROI of solving for what customers feel
Resources Mentioned:
Buy The Frame Making Sale: https://www.amazon.com/Framemaking-Sale-Boosting-Customer-Confidence/dp/1541705823/
HBR article on the Sense Making for Sales: https://hbr.org/2022/01/sensemaking-for-sales
Follow Brent on LinkedIn:
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“73% of customers say experience is a key factor in their purchasing decisions just behind price and product quality,” according to a report from PwC.
Customer experience is no longer just a support function of your business... it’s a leadership strategy.
In this episode, we’re joined by Van Battle, a seasoned customer experience leader who has first hand experience on how it can improve a company’s success based on his career working with brands like Jamba Juice, Urban Remedy, and The Sharper Image.
In this episode you will learn:
The real difference between customer service and customer experience How to turn your support team into your company’s most strategic asset Why empathy is a leadership skill How “minor league” development programs can retain top talent What most companies get wrong when using AI in customer experience How to empower reps to resolve issues without escalating every time What leaders must do to instill a culture of ownershipTimestamps:
00:16 – Leading through stewardship: what it looks like
01:09 – Lessons from the restaurant world: empathy starts on the frontlines
03:26 – The invisible value of busboys and call center reps
05:18 – Why Van sends reps into stores and orders their own products
06:58 – Customer service vs. customer experience
08:46 – Anticipating issues before they happen
10:23 – Turning reps into “insight engines”
12:32 – Avoiding burnout: how to distribute workload fairly
13:40 – Baseball, development, and team balance
14:57 – The “minor league program” for career growth
17:11 – Upskilling with Learnit: real examples that worked
19:03 – Creating a culture of learning and mobility
20:04 – Training teams to own the resolution
22:45 – Building confidence through empowerment
23:39 – When the customer isn’t right—and how to respond
25:22 – Tracking patterns to prevent abuse
26:52 – Balancing trust between customer and employee
29:36 – How to turn customer data into internal action
32:01 – Getting specific: “friendly” means what exactly?
33:18 – How customer expectations have evolved
35:52 – Humanizing digital experiences in a tech-first world
37:49 – What Southwest’s shift says about customer loyalty
39:14 – What AI should never replace
41:04 – Will AI replace frontline workers?
42:47 – Van’s biggest leadership lesson about customer experience
Resources & Mentions:
Follow Van on LinkedIn: https://www.linkedin.com/in/vancbattlejr/ Urban Remedy: https://urbanremedy.com/ Jamba Juice: https://www.jamba.com/Connect With Us:
Website: www.learnit.com
Email: [email protected]
Follow us on LinkedIn and Instagram for show updates
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We’ve all paid the price of believing in someone who let us down. But what if that “cost” isn’t a failure, but it’s a necessary for greater connection, creativity, and leadership?
It's a mindset shift for leaders who want to build stronger teams, healthier relationships, and resilient organizations.
If you’ve ever been burned by someone at work or in life, this one’s for you.
In this episode, you’ll learn:
What the “Trust Tax” is and why you should choose to pay it The four-part framework to lead with trust (without getting walked on) How trust impacts culture, growth, and emotional energy Simple mindset shifts to reframe betrayal into progress Real-world ways to lead with belief in work, parenting, and friendshipTimestamps:
00:00 – Why trust gets broken—and why Damon still believes in it
01:10 – The story of betrayal that inspired the Trust Tax concept
02:40 – “I just paid for my own betrayal” — the personal and professional fallout
03:20 – What is the Trust Tax?
03:56 – Why leading from control doesn’t work
04:30 – Trust builds stronger teams, belonging, and creativity
05:05 – The 4-step Trust Tax Playbook begins
05:10 – Step 1: Trust First – Why Damon chooses to lead with trust by default
05:48 – Step 2: Trust Smart – Awareness without cynicism
06:28 – Step 3: Reframe the Cost – Learning from letdowns without shutting down
07:10 – Step 4: Lead by Identity – Becoming someone who trusts and grows
08:00 – Real-life ways to apply this in parenting, leadership, and friendship
08:50 – Emotional regulation: labeling feelings to reduce their intensity
09:30 – Reframing betrayal as a leadership learning moment
10:15 – Final Challenge: Choose to trust someone this week, even if it’s risky
About Damon Lembi:
Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every time.
Connect With Us:
Upskill yourself or your team: www.learnit.com Email us: [email protected] Follow Damon on LinkedIn for more leadership insights
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Sales is not just about closing deals. Leadership and sales are, at their core, both about helping people achieve what they didn’t think was possible. But in order to effectively help people, you need to master the skill of sales.
In this episode, we’re joined by Mark Hunter, renowned sales strategist, speaker and author known as The Sales Hunter, to explore the timeless overlap between selling and leading.
In this episode you will learn:
Why trust is the foundation of every sale (and how to build it) How discovery calls are being misused (and what to do instead) The connection between value, risk, and decision-making Tips for prospecting in the AI era The three most important assets every sales professional should protect How great leaders show up for their peopleTimestamps:
00:16 – Sales and leadership: Eisenhower's D-Day message
01:50 – The real purpose of the discovery call
03:57 – Authenticity over slide decks
04:52 – Will AI replace salespeople?
06:28 – Risk, value, and the importance of trust
07:38 – How trust combats indecision
09:15 – Mapping customer problems upstream and downstream
10:41 – Selling with insight into your customer’s customer
11:33 – Using AI to personalize sales outreach
13:41 – Tips for expanding access to stakeholders
16:10 – Happy talkers vs. true decision makers
18:04 – The role of social media and personal brand equity in sales
19:24 – Why every rep needs a personal brand
21:24 – How to build content discipline in B2B sales
22:24 – Great leadership traits in sales managers
24:44 – Leading with integrity and taking ownership
28:06 – The leadership lesson that shaped Mark’s career
31:56 – Supporting reps during tough quarters
33:00 – Time: your most valuable asset
33:46 – Mark’s 3 most important career assets: time, mind, and network
35:16 – Diversifying your network like an investment portfolio
37:29 – Can virtual onboarding work for sales reps?
39:44 – Simple KPIs: Mark’s “5 conversations” rule
41:10 – Why sales is a lifestyle, not a job
42:47 – The importance of continuous learning
44:25 – Charlie Munger’s mindset on lifelong learning
44:37 – Final takeaway: why you owe it to prospects to reach out
Resources & Mentions:
The Sales Hunter Website: https://www.thesaleshunter.com/ The Sales Hunter Podcast: https://thesaleshunter.com/podcast/ Sales Logic Podcast: https://www.saleslogicpodcast.com/ Follow Mark on LinkedIn: https://www.linkedin.com/in/markhunterConnect With Us:
Uplevel yourself and your team with our trainings: www.learnit.com Email us: [email protected] Follow Damon on LinkedIn and -
Success is an extremely misunderstood word. If you lack the self-awareness of why you do what you do, it won’t matter how much money you are making on paper. This lack of awareness can prevent you from performing at your best, but that’s what we’re here to solve today.
Today’s guest is JM Ryerson. He’s a serial entrepreneur, performance coach, author and the founder of Let’s Go Win, a company dedicated to helping high performers live their best lives both personally and professionally.
In This Episode, You’ll Learn:
How to reshape your view on success and failure When to let go of a goal without seeing it as quitting What every first-time leader needs to hear about imposter syndrome How to define and embed powerful core values at work and at home And so much moreTimestamps:
00:26 – JM’s limiting belief around money and how he rewrote it
03:16 – Costly mistakes and the power of self-awareness
05:05 – Learning from failures and helping others avoid “dummy tax”
06:06 – Letting go of expectations and five-year plans
07:34 – When it’s okay to pivot or quit a goal
09:16 – Losing sports identity and discovering personal growth
11:18 – JM’s journey from Enterprise to entrepreneurship
12:58 – Writing Let’s Go Win inspired by his kids
14:25 – The true philosophy behind “winning”
16:32 – Sports, parenting, and teaching kids resilience
20:51 – Parallels between parenting and leading teams
22:56 – Defining and living your company’s core values
27:18 – The three essential leadership traits JM lives by
29:15 – Radical transparency and where JM draws the line
31:09 – Vulnerability vs. weakness in leadership
33:26 – Advice for first-time leaders on being authentic
35:20 – Overcoming imposter syndrome by shifting focus
37:16 – Why putting people first drives business growth
38:45 – JM’s “Perfect Morning Routine” (33 minutes to change your day)
40:17 – How to build consistency with daily habits
42:13 – Creating your own luck through mindset and awareness
44:37 – JM’s legacy: presence, love, and showing up for his family
46:17 – Final advice: “Take care of YOU first”
Resources Mentioned:
JM’s book “Let’s Go Win” JM’s Website: https://www.letsgowin.com JM on Instagram: https://www.instagram.com/letsgowin365 JM on LinkedIn: https://www.linkedin.com/in/jm-ryerson/ Let’s Go Win Podcast - https://podcasts.apple.com/us/podcast/lets-go-win-podcast/id1517669567 Wim Hof (Breathwork Guide) - https://www.wimhofmethod.com/ https://www.youtube.com/watch?v=tybOi4hjZFQ Atomic Habits by James Clear - -
The secret to making your team more engaged, more productive and far less likely to leave? Intentional and focused 1 on 1 meetings. Today’s guest learned this lesson the hard way.
Brendan Rogers is a leadership coach who used to believe that great teams were built through occasional team meetings and annual performance reviews. But when the world went remote during the pandemic? He was surprised to realize that without consistent, structured one-on-one conversations, leaders lose control, performance drops, and teams fall apart.
If you’re a leader who wants to elevate your team’s performance without micromanaging, this episode is packed with actionable insights.
In This Episode, You’ll Learn:Why one-on-one meetings are the foundation of high-performing teamsThe three essential questions every leader should ask in weekly check-insHow canceling one-on-ones destroys trust and moraleThe right way to give and receive feedback to foster growthHow to run effective team meetings that drive action instead of wasting time
Timestamps:00:01 – Introduction to Brendan Rogers
00:25 – Why leaders must invest deliberate time in their employees
02:40 – The moment Brendan realized one-on-one meetings change everything
05:48 – How COVID forced leaders to rethink employee engagement
06:22 – The myth that structure kills creativity (it actually fuels it)
09:06 – Brendan’s three-step framework for effective one-on-ones
12:30 – Should feedback happen in one-on-one meetings or separately?
16:13 – The damaging effect of constantly canceling one-on-one meetings
19:21 – How leaders can get better at giving and receiving feedback
22:14 – Why modeling how you receive feedback matters as a leader
26:44 – The simple act of following up on feedback to build trust
31:33 – A small but powerful piece of feedback that changed Brendan’s career
34:05 – The number one roadblock stopping leaders from scaling their teams
36:39 – How to get better at saying no as a leader
39:51 – How to increase performance in a team setting beyond one-on-ones
43:45 – Why great leaders aren’t born—they’re designed
46:57 – Final advice: There’s always a better way to lead
Resources Mentioned in This Episode:Brendan Rogers’ website: LeaderByDesign.auLeader by Design Podcast: https://podcast.leaderbydesign.au/ Follow Brendan on LinkedIn: https://www.linkedin.com/in/bjrogers01/ Cultural Leadership Podcast: https://podcast.thecultureofleadership.com/ Gallup Study on One-on-One Meetings: https://news.gallup.com/businessjournal/174197/managers-focus-performance-engagement.aspxThe Five Dysfunctions of a Team by Patrick Lencioni: https://a.co/d/5a5Q8UGPodcast Contact Information:
Uplevel yourself and your team with our trainings: www.learnit.com Email us: [email protected] Follow Damon on -
In a world that’s accelerating towards AI & automation, what sets us apart isn’t speed or scale, it’s creativity. The biggest myth we’re here to dispel is that creativity is only for artists. That’s a lie.
In today’s episode, we’re joined by MaryLou Kayser, who has spent the last 30 years as a coach, speaker and thought leader around the power of creativity.
What You’ll Learn in This Episode
Why creativity is not just “artists” How to build up your creativity through daily practices How to practically step out of your comfort zone How to use AI ethically and powerfully as a creative partner The “playing your position” framework that helps you improve your lifeTimestamps & Topics
00:01 – Introduction to MaryLou Kayser
00:24 – Debunking the myth “I’m not creative”
02:03 – Why creativity is what makes us human
05:24 – MaryLou’s “Holy Hour” morning practice
07:47 – Building trust in yourself through routine
09:09 – The evolution of self-trust over time
11:03 – Owning your mistakes as a form of authenticity
12:26 – Comfort zones, courage, and small experiments
14:56 – 30-day writing exercise to rewire your brain
19:06 – AI as fire: dangerous if misused, transformative if harnessed
22:55 – Addressing writer fear around AI
25:09 – How to compare AI-generated work to your own
27:16 – Using AI as a co-writer, not a ghostwriter
30:18 – Story: Helping her nephew write with his own voice using AI
32:13 – Learning to ask AI better questions
33:43 – Is AI a tool or a thought partner?
36:18 – What is personal agency and why it’s eroding
38:50 – A personal story: what MaryLou gave away
41:15 – The meaning behind “Play Your Position”
44:23 – 11 years of podcasting: how it shaped her growth
47:44 – Defining legacy and what truly matters
50:45 – Final thoughts: Believe in yourself, you matter
Resources Mentioned
Website: maryloukayser.com Play Your Position Podcast – Listen Here MaryLou on LinkedIn: https://www.linkedin.com/in/mlkayser/ ChatGPT by OpenAI – https://chat.openai.com Claude by Anthropic – https://claude.ai Gemini by Google – https://deepmind.google/technologies/geminiPodcast Contact Information:
Website: www.learnit.com
Email: [email protected]
Follow Damon on LinkedIn and Instagram for more updates.
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Research shows that high-performing sales teams drive up to 80% of a company’s revenue (Harvard Business Review). Yet most teams are flying blind and relying on outdated sales plans, inconsistent outreach, and a lack of new leads for their business. pipelines.
In this episode, we’re joined by author and leading expert in B2B sales coaching, Mark Cox. Whether you're new to sales or a seasoned sales leader, Mark offers invaluable insights and practical tools to help you master the art of selling in today's world.
In this episode, you’ll learn:
Why great salespeople are made, not born The four (plus one) elements of a high-impact sales playbook Why discovery is the most underrated stage in sales How to avoid the “cycle of doom” in demand gen When to reassess your value prop and how to find your competitive edge Why promoting your top seller might kill your team if you’re not carefulTimestamps:
00:01 – Intro to Mark Cox
00:15 – Are salespeople born or made? (Hint: It’s a skill)
01:21 – Reigniting a love for learning through an Executive MBA
03:35 – Why senior leaders often stop learning
05:29 – What inspired Learn to Love Selling
06:58 – Who the book is for
07:34 – Why most sales plans gather dust
08:55 – The 4 Core Elements of a Sales Playbook
12:23 – The “fifth” element: Awareness campaigns
13:44 – What makes a value prop terrible (and how to fix it)
15:29 – How often should you reassess your value prop?
18:09 – What makes In the Funnel different?
20:02 – Ask your clients for your differentiation
22:48 – Client interviews as a learning tool
24:58 – Demand Gen: The “X-Factor” skill in B2B sales
27:58 – Ranking modern demand gen tools: phone, email, LinkedIn
31:54 – The “hat trick” approach to outreach
34:12 – Working conferences like a pro
38:26 – Discovery meetings: the most important sales phase
43:36 – Why discovery never ends
45:44 – Helping sales reps kill zombie deals
49:23 – The 3 key stakeholders of a sales leader
51:49 – Coaching vs. Telling: What great leaders do differently
54:54 – Avoiding the “hero” trap as a new manager
58:49 – Should you promote your top rep to sales manager?
01:01:59 – What makes a great sales leader
01:04:20 – Closing thoughts & where to find Mark
Resources Mentioned:
Book: Learn to Love Selling by Mark Cox Website: In the Funnel LinkedIn: Connect with Mark Cox Book: Mindset by Carol Dweck Book: Social Selling by Tim Hughes Book: Multipliers by Liz Wiseman Book: -
Most leaders follow the rules. Hitting their targets, meeting expectations, and settling into a rhythm. But uncommon leaders refuse to stay comfortable. Leadership has very little to do with your title or authority. Instead it’s about creating influence, discipline, and the willingness to step outside of your comfort zone if you truly want to be a better leader.
In today’s episode, we’re joined by John Gallagher, an executive coach, performance consultant, and trusted advisor to some of the world’s most prestigious organizations.
In this episode, you’ll learn:
Why intentional leadership is the key to long-term impactThe three-step framework to inspire real change in yourself and othersHow to raise the average of the people you surround yourself withWhy discipline matters more than motivationThe 47-minute rule for peak productivity and focusHow to balance faith and leadership without preaching
Timestamps:00:01 – Introduction to John Gallagher and his leadership philosophy
01:01 – The greatest story ever told: How leaders make an impact
03:13 – What makes leadership uncommon?
05:07 – The dangers of thinking you have it all figured out
06:27 – Raising the average: Why your environment dictates your success
08:14 – Getting out of your comfort zone to level up as a leader
11:16 – How to hold yourself accountable and maintain discipline
14:18 – Why some leaders struggle to change—and how to overcome it
19:51 – The three-step framework for inspiring lasting change
22:40 – Why most people struggle with consistency
24:53 – The power of discipline and daily habits
26:39 – How to improve your sleep for better performance
30:51 – Practical advice for avoiding distractions and time-wasting
33:16 – The myth of multitasking and how to reclaim your time
37:27 – The 47-minute rule: A game-changer for productivity
40:19 – Why treating every team member the same way is a mistake
42:01 – The role of AI in leadership (and why soft skills matter more than ever)
44:20 – How faith influences John’s leadership approach
48:57 – How to ensure your name gets written on the list
Resources Mentioned:John Gallagher’s website: CoachJohnGallagher.comThe Uncommon Leader Podcast – Listen hereBook Recommendation: The 5 Dysfunctions of a Team – Amazon LinkJohn Gallagher on LinkedIn – Follow HereContact John for Coaching – Schedule a CallPodcast Contact Information:
Website: www.learnit.com
Email: [email protected]
Follow Damon on LinkedIn and...
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11 Skills AI Will Never Replace: Skill #11 Learning Agility
Welcome to The Learn-It-All Podcast’s 11 Skills AI Will Never Replace-- our 11-part special series exploring the essential human skills that AI cannot replicate. With the start of the new year, we’re all facing unprecedented technological disruption and workplace transformation. To help you thrive in this new landscape, we’ve leveraged a study from MuchSkills that analyzed data from 28,000 professionals to identify the capabilities that will make you irreplaceable in an AI-enhanced workplace.
Each week, we’ll take a deep dive into one critical skill, providing you with actionable strategies, expert insights, and Learnit’s proprietary frameworks to future-proof your career. This series isn't just about adapting to change – it's about mastering the unique human abilities that will define leadership success in the age of AI.
Learning Agility Makes Your Career Future-Proof
Are you and your team ready to thrive in a world where AI accelerates everything but can't replace the most essential human skills?
In today's rapidly evolving business landscape, the ability to continuously adapt, learn, and grow has never been more crucial for success. But how can you cultivate this skill in yourself and your organization?
In this final episode of the 11 Skills AI Will Never Replace series, host Damon Lembi is joined again by Dr. Mickey Fitch-Collins, Learnit's top-ranked facilitator and leadership expert, to explore learning agility - potentially the most important skill for today's professionals. They share personal experiences, practical strategies, and insights on how individuals and organizations can develop a culture that prioritizes continuous learning. From scheduling dedicated learning time to embracing failure as a growth opportunity, this conversation offers actionable advice for leaders looking to create resilient, adaptable teams ready to navigate constant change.
This Episode Covers:
Why cutting learning and development budgets during tough economic times puts organizations at severe risk. How to identify candidates with learning agility during interviews Why scheduling dedicated learning time is non-negotiable The importance of "the power of yet" in developing a growth mindsetEpisode Highlights:
00:01 – What Is Learning Agility and Why It Matters – How adapting quickly and continuously learning helps individuals and businesses stay relevant.
06:25 – The Personal Payoff of Lifelong Learning – Mickey shares how embracing learning agility shaped her career path.
12:18 – The Risks of the “Know-It-All” Mindset – Why fixed thinking and resisting change are career-limiting behaviors.
19:45 – Three Action Steps to Build Learning Agility – Sponge up knowledge, adopt a growth mindset, and learn with and from others.
28:30 – Creating a Learning Culture at Work – How leaders can build organizations that support curiosity, experimentation, and collaboration.
33:50 – Interview Tips to Identify Learn-It-Alls – The best questions leaders can ask to hire growth-minded, coachable people.
46:06 – Final Thoughts and a Gift for Listeners – Damon and Mickey offer listeners a chance to...
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Being a successful leader for your company in a world full of disruption means building more than your technical skills.
Yes, you must deliver results, but to run a successful business, you need people. And people today want leaders who can and will work to see beyond themselves and only the bottom line.
In today's episode, we’re joined by Joe Davis. He’s the former Managing Director and Senior Partner at Boston Consulting Group, which is one of the pioneers in business strategy, and he’s now a speaker and the author of the book The Generous Leader: 7 Ways to Give of Yourself for Everyone’s Gain.
In this conversation, you will learn:
What it means to be a generous leader Why being vulnerable with your staff is crucial to growing your team The difference between command-and-control to people-centered leadership And everything else that Joe considers crucial for effective leadership based on his many years in leadershipEpisode Highlights:
00:07 – Leadership Today: Not Complicated, Just Different – How technology, social media, and blurred work-life boundaries have changed leadership expectations.
02:04 – Generous Leadership Defined – Giving of oneself to help others grow and thrive, beyond just being nice.
03:22 – From Command-and-Control to People-Centered Leadership – Moving from authority to inspiring and unlocking human potential.
07:54 – The Power of Vulnerability in Leadership – How admitting uncertainty strengthens trust and collaboration.
12:08 – Transparency vs. Full Transparency – Knowing when full transparency may not be wise.
21:23 – The Importance of Listening – A pivotal moment on the value of letting others fully express their thoughts.
23:42 – CEO Whisperers: How Top Consultants Win Trust – Gaining trust by understanding what CEOs don’t yet know.
36:13 – Small Acts, Big Impact: United Airlines Captain’s Story – Scott Kirby’s personal check-in with Black pilots after George Floyd’s murder.
19:44 – Humanizing Leadership – Recognizing employees as people first to create loyalty and engagement.
41:58 – The Power of Recognition – How a simple thank-you note transforms workplace culture.
Resources Referenced:
Joe Davis’ book - https://www.amazon.com/Generous-Leader-Ways-Yourself-Everyones/dp/1523006617
Joe Davis’ website - https://www.joedavis.com/
Boston Consulting Group (BCG) - https://www.bcg.com/
Arne Sorenson's COVID-19 Message - https://www.youtube.com/watch?v=LgAMdCV9fxc
Podcast Contact:
Website: www.learnit.com
Email: [email protected]
Follow us on LinkedIn and Instagram for more updates.
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According to Gallup's State of the Global Workplace Report… Only 30% of employees feel truly engaged in their work, and the consequences are massive with higher turnover, lower productivity, and a workforce that feels disconnected from purpose. The reality? Disengagement is a leadership crisis. It’s time to fix it.
Today we’re joined by Jean Accius, CEO of Creating Healthier Communities and thought leader in workplace well-being and leadership innovation.
In This Episode, You’ll Learn:Why psychological safety is critical for workplace successThe connection between trust, engagement, and productivityHow to align personal purpose with an organization’s missionThe role of mentorship across different generations in the workplaceHow workplaces impact mental and physical well-beingThe life expectancy gap by zip code and its implications for societyWhy leaders need to challenge assumptions and embrace diversity of thought
Timestamps:00:01 – Introduction to Jean Accius
00:08 – The importance of psychological safety in the workplace
02:37 – The alarming decline in employee engagement and why it matters
05:19 – Why purpose-driven organizations outperform their competitors
06:33 – The power of a listening tour and how it transformed CHC
08:33 – Implementing Shadow Days to build cross-functional collaboration
10:32 – The impact of The Million Dollar Idea Fund
12:02 – How Jean overcame a risk-averse culture to drive innovation
15:25 – Why diversity of thought is essential for leadership teams
19:37 – Mentorship across generations & the importance of community
24:37 – How to attract and retain older workers in a changing workforce
27:13 – The hidden impact of workplace policies on mental health
30:19 – The business case for corporate well-being initiatives
33:06 – Life expectancy gaps and how zip codes determine health outcomes
38:49 – Why interdependence, not independence, is the key to progress
42:31 – Final thoughts: The importance of challenging assumptions & lifelong learning
Resources Mentioned:The Speed of Trust by Stephen Covey – https://a.co/d/1rfRJon The 7 Habits of Highly Effective People by Franklin Covey – https://a.co/d/70e71A5 Gallup Employee Engagement Study – https://www.gallup.com/workplace/654911/employee-engagement-sinks-year-low.aspx CHC Impact Website – www.chcimpact.orgBreak With a Purpose Initiative – -
11 Skills AI Will Never Replace: Skill #10 Delegation
Welcome to The Learn-It-All Podcast’s 11 Skills AI Will Never Replace-- our 11-part special series exploring the essential human skills that AI cannot replicate. With the start of the new year, we’re all facing unprecedented technological disruption and workplace transformation. To help you thrive in this new landscape, we’ve leveraged a study from MuchSkills that analyzed data from 28,000 professionals to identify the capabilities that will make you irreplaceable in an AI-enhanced workplace.
Each week, we’ll take a deep dive into one critical skill, providing you with actionable strategies, expert insights, and Learnit’s proprietary frameworks to future-proof your career. This series isn't just about adapting to change – it's about mastering the unique human abilities that will define leadership success in the age of AI.
Delegation Future-Proofs Your Leadership
Are you sabotaging your team's growth and creating organizational bottlenecks by failing to delegate effectively?
Many leaders struggle with delegation, either hoarding work or micromanaging their teams. This episode of The Learn-It-All Podcast tackles one of leadership's most challenging skills.
In this episode, host Damon Lembi and leadership expert Mickey Fitch-Collins explore the critical skill of delegation for modern leaders framing it not merely as offloading work but as a strategic development tool. The conversation unpacks common delegation pitfalls, introduces a practical three-part framework, and shares personal stories of delegation failures and lessons learned.
This Episode Covers:
Why reframing delegation as "development" transforms it from a burden into a strategic growth opportunity The Learnit "Delegation Greenlights" framework Why micromanagement creates bottlenecks that prevent organizations from scaling How to be crystal clear about expectations, timelines, and the "why" behind delegated tasks Strategies to avoid overloading your high performers with too many delegated tasksEpisode Highlights:
00:01 – Why Delegation is Critical for Leadership Success – How leaders who fail to delegate create bottlenecks and limit team growth.
06:25 – The Delegation Greenlights Framework – A step-by-step approach to deciding what, when, and how to delegate.
12:18 – How to Avoid Micromanaging – Why hovering over delegated tasks destroys trust and slows down teams.
19:45 – Overloading High Performers – How over-delegation to top performers leads to burnout and disengagement.
28:30 – How to Communicate Delegation Clearly – Why being crystal clear on expectations, goals, and deadlines prevents confusion.
33:50 – Saying No Professionally – How employees can push back on delegation while maintaining credibility and collaboration.
46:06 – Key Takeaways for Effective Delegation – Actionable strategies to delegate with confidence and improve leadership impact.
About Damon Lembi:
Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every
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Giving and receiving feedback is one of the most critical yet difficult skills in leadership. Many leaders avoid giving honest feedback, and even more struggle to receive it without defensiveness. But what if feedback didn’t have to feel so uncomfortable?
In today’s episode, we’re joined by Joe Hirsch, a communication expert, speaker, and author of The Feedback Fix. Joe introduces his Feed Forward approach—transforming feedback from a dreaded conversation into a tool for growth. He shares strategies on how to foster a feedback culture, filter out bad feedback, and turn tough conversations into learning moments.
In this episode, you will learn:
Why leaders struggle with giving and receiving feedbackHow to shift feedback conversations from blame to partnership The science behind why feedback triggers defensivenessHow to ask for better feedback and become a feedback magnetThe Feed Forward approach to make feedback feel empowering, not punishing
Timestamps:00:01 – Introduction to Joe Hirsch
01:07 – Why Feedback is Hard (But Necessary)
03:56 – Becoming a Feedback Magnet
05:39 – Joe’s Personal Story: Why Feedback Became His Life’s Work
09:25 – What is Feed Forward?
11:44 – How to Deliver Feedback Without Causing Defensiveness
16:13 – What to Do When People Resist Feedback
18:12 – Creating a Feedback Culture in Teams
20:07 – How to Normalize Feedback in the Workplace
24:12 – The Neuroscience of Learning from Mistakes
28:24 – How to Filter Good vs. Bad Feedback
32:21 – The Danger of Asking Too Many People for Feedback
35:31 – What to Do When Feedback Hurts
39:48 – How to Apply Feedback Effectively
41:25 – The Role of AI in Feedback
Resources Mentioned in This Episode:The Feedback Fix by Joe Hirsch – Amazon Link Joe Hirsch’s Website – https://www.joehirsch.me Marshall Goldsmith (Author of What Got You Here Won’t Get You There) – Website Amy Edmondson on Intelligent Failure – Harvard Business ReviewThe Fearless Organization by Amy Edmondson – Amazon LinkPodcast Contact Information:
Website: www.learnit.com
Email: [email protected]
Follow us on LinkedIn and Instagram for more updates.
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Power Games: How Leaders Navigate the Workplace Dynamics of Power
Are power games undermining your leadership and sabotaging your team's performance?
In this thought-provoking episode of The Learn-It-All Podcast, host Damon Lembi interviews leadership expert Zoë Routh about her forthcoming book Power Games and the complex dynamics of power in the workplace. According to Zoë 's research, power games exist in 100% of workplaces, and even well-intentioned leaders can fall prey to their destructive behaviors. Throughout their conversation, Damon and Zoë explore how leaders can recognize the warning signs of unhealthy power dynamics, implement strategies to foster healthy team environments, and shift from "hero leadership" to collaborative approaches that distribute power more effectively.
This Episode Covers:
Why people are uncomfortable with the word "power" but eagerly seek "influence," How power can be "a torch to light the way, not a sword to cut people down" The four spheres of power that leaders must understand to master their own power usage The five shadow archetypes of leadership (tyrant, manipulator, bully, fanatic, gambler) and how these destructive patterns emerge Why transparency is one of the most powerful tools for preventing tyranny and manipulation in organizations The five components of high-performing teams (purpose, performance, structure, strength, and safety) that can minimize power games Practical strategies for approaching leaders who are beginning to display tyrant-like behaviorsEpisode Highlights:
00:01 – Why Leaders Struggle with Power – How power is often seen as negative, but when used correctly, it fosters trust and collaboration.
06:25 – What Are Power Games? – Zoe defines toxic workplace behaviors like manipulation, credit-stealing, and backstabbing.
12:18 – The Five Shadow Archetypes of Leadership – Why even great leaders can unintentionally fall into toxic behaviors.
19:45 – How to Identify and Disrupt Power Games – The subtle signs of dysfunction and how leaders can audit their teams.
28:30 – Why Transparency Prevents Power Struggles – How openness in decision-making discourages manipulation and abuse of power.
33:50 – Avoiding the ‘Yes-Person’ Problem – Why leaders must create a culture where people feel safe challenging authority.
42:06 – The Future of Leadership is Collaboration – How shifting from ‘hero leadership’ to collective leadership minimizes power struggles.
About Zoë Routh
Zoë Routh is a leadership futurist and award-winning author who helps executives navigate uncertain horizons with clarity and confidence. Her book People Stuff won Australian Business Book of the Year in 2020, and her forthcoming Power Games explores workplace power dynamics based on her 30+ years of leadership expertise. As host of "The Future of Leadership Podcast," she shares big ideas on the future of leadership with global audiences. Zoë's approach combines strategic foresight with practical frameworks for CEOs and leadership teams in multiple industries. Her unique background includes wilderness expedition leadership and corporate advisory, giving her distinctive insights into high-performing teams. A cancer survivor and adventurist, Zoë brings both wisdom and real-world experience to her work helping leaders create collaborative, transparent organizational cultures.
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