Episodes

  • In this episode, Adam O'Donnell sits down with Driss Benamour, co-founder and CEO of Exponential.fi, to explore the journey of building a decentralized finance platform amidst the challenges of the crypto winter. Driss shares his insights on achieving product-market fit by focusing on user needs and simplifying access to DeFi investments. He discusses the importance of maintaining conviction during tough times and the pivotal moment that led to the creation of their innovative risk assessment tool, "Rate My Wallet." Tune in to learn how Exponential.fi is transforming the investment landscape for crypto holders.

    00:00 - Introduction to Exponential.fi and its mission to simplify DeFi access01:17 - Driss shares a low moment during the crypto winter and how they pivoted05:57 - The development and impact of the "Rate My Wallet" feature15:25 - Insights on achieving product-market fit and the importance of user feedback

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In the latest episode of Sit Down Startup, Adam O'Donnell sits down with Jensen Harris, co-founder and CEO of Textio, to explore his remarkable journey in the world of AI-driven management solutions. Jensen shares how Textio has evolved over the past decade, transforming the way managers deliver feedback and recruit talent in an increasingly competitive landscape.

    Discover the challenges Jensen faced during the early days of Textio, including navigating the uncertainties of the COVID-19 pandemic, and learn how he and his team pivoted to adapt to a rapidly changing market. Jensen emphasizes the power of storytelling in marketing and how utilizing data-driven insights helped Textio connect with major enterprise clients. Tune in for an enlightening conversation about resilience, innovation, and the continuous quest for product-market fit in the tech industry.

    (00:00:19) AI Solutions for Feedback and Team Management

    (00:10:05) Enhancing Recruitment and Team Management Through AI

    (00:19:18) Data Storytelling for Customer Engagement Strategy

    (00:23:08) Personalized Enterprise Sales Approach with Data-Analytics

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Missing episodes?

    Click here to refresh the feed.

  • Welcome to the latest episode of Sit Down Startup! Today, host Adam O'Donnell sits down with Tigran Sloyan, an MIT alumnus and the co-founder and CEO of CodeSignal, to discuss his remarkable journey to the forefront of innovation.

    Uncover the invaluable insights Tigran gained about resilience, adaptability, and the necessity of continuous product evolution. Learn how CodeSignal, which has raised almost $100M, achieved product-market fit by shifting focus to advanced talent assessment tools. 

    Here's the takeaway: navigating the path to product-market fit is a dynamic process that demands a clear long-term vision and the agility to pivot in response to market needs. 

    Stream this episode of our Zendesk for Startups podcast for an inspiring dialogue on the future of talent discovery and the power of embracing change in entrepreneurship.

    (00:12:53) Balancing Supply and Demand in Talent Marketplaces

    (00:14:04) Transitioning to Software for Sustainable Growth

    (00:16:29) Navigating Founder's Identity Amid Company Pivots

    (00:18:41) Iterative Evolution to Achieve Product-Market Fit

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk for six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In the latest episode of Sit Down Startup, Adam O'Donnell chats with Lauren Salz, co-founder and CEO of Sealed, about her unexpected journey from aspiring musician to leading a revolutionary home energy startup.

    Discover the invaluable lessons Lauren learned about resilience, adaptability, and the importance of continuous product evolution, and hear how Sealed found its product-market fit by transitioning from in-person sales to a streamlined phone-based sales process. The lesson? Sometimes you need to pivot from even successful ventures to better align with market demands. Tune in for an inspiring conversation on the future of home energy and embracing change in entrepreneurship.

    (00:10:25) Resilience and Adaptability in Entrepreneurship

    (00:14:53) Continuous evolution for product-market fit success

    (00:19:23) Embracing Change for Business Growth

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In this latest episode of Sit Down Startup, Adam O'Donnell chats with Noam Solomon, CEO of Immunai, about his incredible journey from academia to building a groundbreaking biotech startup. Hear Noam's fascinating backstory growing up in Israel and his move to the U.S. for a postdoc at MIT and Harvard, and how that paved the way for the creation of Immunai. Learn about the challenges of navigating product-market fit in the deep science space and the responsibility that comes with managing significant funding. Noam also shares insights on the crucial balance between building innovative technology and staying closely connected with customer needs. Tune in for an inspiring conversation on the future of drug discovery and the importance of humility in research and entrepreneurship.

    00:01:49: Noam’s Academic Journey and Move to the U.S.00:08:16: The Weight of Managing Large-Scale Funding00:16:46: Balancing Innovation and Customer Feedback00:19:26: Advice for Founders and Navigating Challenges

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Welcome to the latest episode of Sit Down Startup! This week Adam O'Donnell hosts Inspectify co-founder and CEO Josh Jensen who leverages his diverse background in engineering and real estate to revolutionize property inspections for single-family homes. Josh brings a unique perspective to the tech space, emphasizing the importance of capturing comprehensive home data to support decision-making. His journey, marked by early-stage company experiences and real estate investment, shaped his belief in the necessity of efficiency and transparency, especially in startup operations. Despite setbacks, Josh remains committed to iterating based on customer feedback and actively engaging in sales to ensure Inspectify meets market needs effectively.

    (00:03:34) Navigating Layoffs: Lessons for Founders

    (00:07:19) Iterative Evolution of Target Customer Fitting

    (00:14:01) Direct Founder Sales Engagement for Startup Success

    (00:18:24) Operational Success through Transparency in Startups

    Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Host Adam O'Donnell is back with this week's episode of Sit Down Startup with guest Zuben Mathews, co-founder and CEO of the financial health app Brigit. Mathews draws from his own experiences of financial hardship and his background in economics to address the critical issue of product-market fit in financial technology. He also emphasizes the importance of listening closely to the core pain points of customers, such as financial stress from living paycheck to paycheck, lack of credit score, and insufficient savings.

    Learn more about how Mathews advocates for swiftly transitioning from extensive research to real-world testing, as real-world feedback offers invaluable insights that can refine and perfect the product. Moreover, the founder stresses the need for truly understanding market needs and gaining customer trust, seeing these as essential components for achieving product-market fit and creating impactful financial solutions that can alleviate financial stress. Stream the full episode now.

    (00:08:15) Employee Job Security Amid Covid Crisis

    (00:12:45) Data-Driven Overdraft Solution Development Journey

    (00:16:24) User Engagement through Market Research for Growth

    (00:20:41) Targeted Online Advertising for Financial Stress Relief

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In this insightful episode of Sit Down Startup, Ashok Subramanian, founder of Centivo, shares his incredible journey from immigrant roots to becoming a successful startup entrepreneur. With $150 million raised, Ashok discusses the challenges and triumphs of disrupting the traditional employer health insurance market to make healthcare affordable for all. From his early days in Buffalo, New York, to obtaining his MBA at Stanford, and eventually founding Centivo, Ashok's story is a testament to perseverance and innovation. He also delves into the nuances of achieving product-market fit, the importance of character and integrity in business, and the lessons learned along the way. Tune into Adam O'Donnell's latest founder interview to gain valuable insights and inspiration from Ashok's remarkable entrepreneurial journey.

    (00:04:37) Affordable Healthcare Solutions for Underserved Americans

    (00:11:29) Scaling Success: A Multi-Year Journey

    (00:16:02) Optimizing Founder Time Allocation for Growth Strategy

    (00:20:58) Navigating Entrepreneurial Hurdles for Startup Success

    Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Join host Adam O'Donnell on the latest episode of Sit Down Startup. This week, Jason Barsema, a former financial advisor specializing in managing portfolios for ultra-high-net-worth individuals, has emerged as a groundbreaking figure in disrupting the structured notes market. Barsema initially sought to eliminate the counterparty risk of big banks by using listed options and cash to replicate structured notes, but faced challenges in product adoption due to custodial limitations. Undeterred, he strategically pivoted to enhance the efficiency and accessibility of structured notes, much like Netflix adapted its model in response to technological constraints. This shift led to the creation of Halo, a platform that democratizes access to structured notes, making them available to retail investors and addressing the savings crisis, thus revolutionizing a $3 trillion market.

    (00:03:18) Revolutionizing Structured Notes Accessibility Through Innovation(00:08:45) Efficient Structured Notes Revolutionize Financial Products Market(00:13:24) Structured Notes: The Path to Profitability(00:18:23) Leveraging Financial Advisors for Business Growth Strategy

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Join us on the newest episode of Sit Down Startup as Jo Riley, founder of Censia, shares her inspiring journey from the FBI to launching a disruptive AI-driven platform. Host Adam O'Donnell and Jo discuss the importance of persistence, the value of customer feedback, and how Censia is transforming the way companies find and manage talent. Whether you're a founder or an aspiring entrepreneur, Jo's story of resilience, innovation, and customer obsession provides invaluable insights.

    00:01:08 - Background: Jo’s early life and introduction to intelligence.

    00:04:25 - Transition from the FBI to entrepreneurship.

    00:10:45 - The turning point and early struggles in raising venture capital.

    00:12:24 - Hitting product-market fit and scaling Sentia.

    00:29:58 - Using customer feedback to guide product development.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Welcome back to Sit Down Startup!

    Seth Sternberg, co-founder of Honor ($625M raised), a company dedicated to addressing the challenges faced by senior citizens during the COVID-19 pandemic, was heavily influenced by his upbringing in Connecticut and his entrepreneurial spirit. Sternberg's experiences during the pandemic greatly shaped his perspective on its challenges.

    Acknowledging the significant impact of the pandemic on his business, which involves sending care professionals into the homes of older adults, Sternberg was faced with the realization of potential risks and the survival of the company.

    Despite these daunting challenges, Sternberg emphasized the necessity of resilience, adaptability, and finding creative solutions to ensure the safety of both employees and clients. Implementing strict infection control protocols and policies, Sternberg showcases his deep-rooted motivation to contribute positively to society, especially during times of crisis.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Welcome to the latest episode of Sit Down Startup, where host Adam O'Donnell explores FLYR Labs’ founder and CEO Alex Mans' meteoric rise with $400M raised, #boom!

    Transitioning from a consumer-focused model predicting ticket prices to a B2B powerhouse, they're now strategically collaborating with airlines to optimize pricing. Adam and Alex discuss why pivoting to high-margin, recurring revenue streams with big companies was a game-changer for their business model.

    Also critical to success are the strong personal relationships FLYR Labs has forged with airline C-suite executives, key in securing lucrative contracts. Finally, Adam and Alex tackle the criticism airlines face for poor data management and how FLYR Labs' machine learning solutions are setting new industry standards.

    Don't miss this high-altitude discussion!

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In this episode of Sit Down Startup, join Laura Behrens Wu, founder of the multimillion-dollar shipping platform Shippo, as she reveals the pivotal moments that led to staggering growth and product-market fit success. Discover Shippo's journey using customer retention tactics (8:12), an API-first strategy (13:33), and conquering the Shopify App Store with a savvy inbound marketing approach (00:35:15). Listen to this interview for a deep dive into the game-changing approaches Shippo took to thrive in the competitive e-commerce space.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In the latest episode of Sit Down Startup, uncover Sami Inkinen's entrepreneurial journey, [00:11:28] beginning with how seizing the opportunity in his 20s set the stage for a phenomenal career. Sami shares his groundbreaking strides in [00:19:51] revolutionizing residential real estate with interactive maps, helping Trulia achieve an unparalleled product-market fit. Venturing into health tech, [00:36:53] Sami discusses Virta Health's mission to reverse diabetes through nutrition, not pharmaceuticals. This episode is nothing short of a masterclass in unwavering commitment, diving headfirst into entrepreneurship, and fostering a genuine passion for success in work. Host Adam O'Donnell steers this insightful conversation to inspire and equip startup founders on their journey to market fit.

    Apply to join the Zendesk for Startups program and use Zendesk free for six months. Provide your customers with exceptional customer experiences from day one: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • Sam Li, co-founder and CEO of Thoropass, has a rich background. His perspective on achieving product-market fit as a startup founder is rooted in resourcefulness, curiosity, and adaptability. Here are some cool parts of the episode to check out!

    (00:02:18) Navigating Rookie Mistakes as a Founder

    (00:07:48) The Importance of Intellectual Honesty in Pivoting

    (00:12:36) Discovering Customer Pain Points for Product Market Fit

    (00:19:50) Framework Thinking and Curiosity: Sam Li's Superpowers

    Apply to join the Zendesk for Startups program and use Zendesk free for six months. Provide your customers with exceptional customer experiences from day one: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

  • In this insightful episode, Red Panda's founder, Alex Gallego, embarks on a comprehensive exploration of the entrepreneurial journey.

    [00:02:33] He reveals the intertwining of personal struggles and leadership challenges, while advocating for a more supportive startup community.

    [00:10:36] Alex unpacks his ever-evolving CEO priorities; from achieving product-market fit in the early stages to focusing on team recruitment and understanding market structure later on.

    [00:18:49] He underscores the critical importance of a remarkable Developer Experience in tech product development. Citing Red Panda's embrace by Fortune 1000 companies and governments, he emphasizes the pivotal role of swift and efficient software installation. Tune in for a deep-dive into leadership resilience, strategic CEO priorities, and the undeniable value of heightening user experience.

  • Sit Down Startup is back with Arjun Narayan, founder of Materialize, who shares how they nearly hit product-market fit before their MVP was ready! Host Adam O'Donnell dives into Arjun's journey from India to raising $100M+ (1:40) and revolutionizing real-time data processing with Materialize (00:45). Founders will appreciate the dialogue on tech database funding and the role of investor expertise (16:16). Tune in for more!

    Shoutout to this episode's partners Capchase and FounderPass!

    Capchase - non-dilutive growth financing solution for SaaS companies. Email [email protected] and mention this podcast to get 10% off.

    FounderPass is the perk and discount platform for startups, giving over $1million of discounts on software, tools and business services. Click here for more.

  • In this new episode of Sit Down Startup, Adam interviews Sentry's founder David Cramer, who shares insights from his illustrious journey that led to successfully raising $217 million. Tune in as David delves into diverse topics such as unraveling unique product monetization, cultivating unwavering belief in success (00:05:41), the power of focus and core concepts (00:08:45), and managing feedback at scale (00:18:37). The conversation touches upon customer engagement wisdom: distinguishing valuable feedback and exploring how focus and determination pave the path to tech success. David emphasizes the criticality of aligning with prospects who inherently understand and connect with your vision rather than convincing all.

    Thank you to this week's partners Ignition and Slack!

    Ignition is a GTM operating system which helps unlock revenue opportunity by aligning product, marketing, and sales teams around new market initiative launches, with a single suite for planning, execution, and measurement. Zendesk Startups members get 90% off Ignition for their first year when they enter the coupon code ZENDESK90 at checkout. http://haveignition.com

    Check out Slack for 25% off Slack Pro - Unlock features like huddles, Slack Connect, automations and unlimited apps in Slack. http://slack.com/promo/partner?remote_promo=1d1d4669

  • In this week's episode of Sit Down Startup, get to know Donald Muir, the creator and driving force behind Arc, a digital bank crafted for the tech-savvy crowd. As an experienced business leader with a keen desire for breakthroughs, Muir's interpretations of the explosion and teamwork in online banking post-SVB collapse (2:45) come from his hands-on experience of building Arc from scratch.

    Muir underlines the value of a dynamic digital bank that blends the personalized touch of a bank like First Republic with the fail-safe security and solidity of a mega-bank such as Goldman Sachs. He's a staunch advocate for cross-departmental cooperation and harmony (10:00) with an execution-focused mindset (20:42). Join host Adam O'Donnell for this latest episode.

    Thank you to this episode's partners EXEC and Sprinto!

    EXEC is an all-in-one benefits solution designed to empower the modern leader—with unparalleled travel and lifestyle benefits for individuals and organizations. Use promo code ZEN200 to save $200 off your EXEC annual membership access at joinexec.com.

    Ambitious cloud companies all over the world trust Sprinto to power their security compliance programs and sprint through security audits without breaking their stride. Startups can get up to 40% off their first year through our Sprinto Ignite program. Click here: https://sprinto.com/

  • Join us for the latest episode of Sit Down Startup! Anyone want to order a pizza? You're in luck. This week's guest Ilir Sela is the founder and CEO of Slice, a platform that "builds innovative tech to empower America’s independent pizzerias." Sounds delicious!

    Ilir dives into...

    Fax-machine-MVP - meet the customer where they areWhy he bootstrapped to $40M GMV vs. raising soonerWhat he looked for in a VC partnerAnd more!

    Shoutout to our partners DocSend and The Launch Box!

    DocSend: DocSend allows you to securely share your pitch deck and streamline fundraising - with DocSend, you maintain control over sensitive fundraising documents, know which investors are engaging with your decks and get real-time, actionable feedback with document analytics.

    Founders can get up to 90% off DocSend for a year by filling out the form here: https://try.docsend.com/zendesk

    The Launch Box: The Launch Box is a boutique marketing services firm that is on a mission to help more founders succeed by embedding established marketing principles into their company DNA from day 1. Take our FREE STARTUP QUIZ to assess the market fit of your new business and get actionable advice on what you can do next to accelerate your path to market and optimize your chances at success. https://thelaunchboxus.com/startup-quiz