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Matt Plank is Rippling's Chief Revenue Officer where he oversees all Sales and Account Management functions in the US and Internationally. Matt joined Rippling in the very early days when Parker Conrad (founder) was building V1 in a basement with $0 in revenue. Today the company is a market leader with 100s of $Ms in ARR. Prior to Rippling, Matt was a Sales Director @ Zenefits where he helped the company scale to $70M in ARR.
In Today’s Show with Matt Plank We Discuss:
08:25 Challenges and Strategies in Outbound Sales
10:29 Building Effective Sales and Marketing Partnerships
13:37 Founders and Sales Playbooks: Who Should Create Them?
20:45 Pricing Strategies and Customer Success
24:43 Discounting and Urgency in Sales
33:57 Building Relationships for Successful Deals
34:22 Effective Deal Reviews: Asking the Right Questions
35:30 Pipeline Reviews: Frequency and Participants
35:59 Handling Deal Slippage: Acceptable vs. Non-Acceptable Reasons
39:17 Maintaining Morale in Volatile Times
42:14 Outbound Sales Strategy: Lessons Learned
46:03 Scaling Sales Teams: Hiring and Promoting
47:15 Challenges and Strategies in International Markets
01:00:45 Signs of Scaling Issues in Sales Leadership
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Daniel Dines is the Founder & CEO @ UiPath, one of the most incredible journeys in startups. For 10 years, UiPath was a bootstrapped company that scaled to just $500K in revenue. Then it all changed, product market fit became obvious and the rest is history. The company went on to raise funding from Sequoia, Accel, Kleiner Perkins and more. Today, the company is worth over $10BN, listed on the NASDAQ and does $1BN+ in revenue.
In Today’s Episode with Daniel Dines We Discuss:
1. The Future of LLMs:
Why does Daniel believe that we are at the upper end of scaling laws and more compute will not lead to increased performance?
Does Daniel believe we will see a world of many specialised models or fewer generalist models?
OpenAI, Anthropic, Xai. Which would Daniel most want to invest in? Why them?
2. Is RPA F******* in a World of Agents:
What is the core difference between RPA and agents? How do the tasks they complete differ?
Why must we have a neutral meta layer coordinating RPA processes and agents?
Why will siloed applications like Salesforce be unable to expand beyond their initial function?
Why does Daniel believe that agents will not complete tasks but make recommendations?
3. The Future of Work: WTF Happens with Agents:
How long will it be before agents are fully utilised in the enterprise?
What is the role of the human in a world of agents?
What are the single biggest concerns of enterprises considering implementing agents in their companies?
Why has GenAI not been successful in enterprise so far? Will this change?
4. Daniel Dines: The Billionaire Behind the Brand:
How does Daniel deal with the loneliness of being CEO?
What problem did Daniel struggle with for much of his twenties and thirties? How did he overcome it?
Why does Daniel fear that he is becoming more and more disconnected?
Why does Daniel believe 1-1s are BS?
What is Daniel’s single biggest advice to a new parent today?
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Reid Hoffman is one of the most impactful people in technology and startups. As a Founder he founded Paypal and Linkedin before moving to the investing side where he has led deals in Facebook, Airbnb and more.
In Today’s Episode with Reid Hoffman We Discuss:
1. China and Tariffs:
Should the US ban Tiktok and other Chinese companies, given China banning US companies presence in their country?
How does Reid evaluate the rise of the Chinese car industry? What are his concerns?
How does Reid hope Trump uses tariffs to advantage the US position?
What is Reid concerned about what Trump could do with tariffs? What would be bad?
2. Elon Musk and DOGE:
What impact will Elon Musk have on the future of AI in America?
Why does Reid believe that it is impossible for DOGE to achieve it’s targets?
What should Elon must be given credit for? What does he not deserve credit for?
What are Elon’s greatest strengths? What are his greatest weaknesses?
3. The US Defence Budget and Ukraine:
Why does Reid believe that the US should reduce their defence budget?
Does Reid believe the US should continue to finance the war in Ukraine?
Should the US continue to subsidise NATO’s lack of defence spending?
4. NVIDIA and The Future of Chips:
Will NVIDIA be able to sustain their monopoly?
What is the biggest threat to their position?
Should both the US and Europe have their own chip sovereignty?
How does Reid evaluate potential conflict between China and Taiwan impacting chip supply?
5. Nuclear, Quantum and Climate:
Why does Reid believe nuclear fusion can solve climate change?
Does Reid believe that with the rise of global conflict and AI, the importance of climate change is reduced in the attention of the world?
Why does Reid believe that AI does more to help than harm climate change?
Why is Reid so excited for a future with quantum computing?
What are the biggest dangers of quantum that we need to be mindful of?
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Guillaume Moubeche is the Founder of Lempire, a company he has bootstrapped in the most competitive market in technology and scaled to a staggering $30M in ARR. Guillaume has never raised primary funding for the business but sold $10M of secondary at a $150M valuation. Guillaume is also an angel investor and and best selling author.
In Today’s Episode with Guillaume Moubeche:
1. How to Build a Sales Machine:
What is the biggest mistake founders make when crafting their ideal customer profile?
What are Guillaume’s biggest lessons in scaling from $0-$1M in ARR?
Why are most founders afraid to sell? What can they do to overcome this?
What is the ultimate equation to success in sales?
2. How to Build a Content Machine:
How does Guillaume come up with ideas for new content?
How does he structure his content creation time?
How does Guillaume advise founders on which platform and content type they should focus on? What are the biggest mistakes they make?
How does Guillaume think about content repackaging and reposting? What have been some of the biggest lessons in how to get the max out of existing content?
3. How to Build a Hiring Machine:
Why does Guillaume think you should pay people well above market rate? What does it allow you to do as their employer?
Why does Guillaume think in 90% of times, more people equals more problems?
What have been Guillaume’s biggest hiring mistakes? What did he learn?
4. Making $10M, Ironman and Family:
How does Guillaume reflect on his own relationship to money? How has it changed post making $10M?
Why does Guillaume believe that endurance sports makes for better entrepreneurs?
When asked if all the sacrifices were worth it, how does Guillaume respond? What does his life not have yet that he would most like?
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Torsten Reil is the Co-Founder and Co-CEO of Helsing, a new type of defence company providing artificial intelligence to protect our democracies. Torsten has raised over $825M from the likes of Prima Materia, Elad Gil, Accel and General Catalyst. Previously Torsten founded NaturalMotion, one of the UK's most successful games and technology start-ups. Torsten was named as one of MIT's Top 100 Innovators and is a member of the Munich Security Conference Innovation Board.
In Today’s Episode with Torsten Reil We Discuss:
1. The World Around Us: China, Russia and Trump:
What will happen between China and Taiwan?
What will happen between Russia and Ukraine?
How will a Trump administration impact the US’ commitment to fund European defence?
What conflict do people not pay enough attention to in the world today?
2. Are We Ready and What Needs to Be Done:
Are the west ready to fight against our adversaries as we stand today?
What do we need to do to equip ourselves?
What needs to change in our defence budgets? Where do they need to go?
How does the procurement process for defence need to change?
3. The Future of War:
Why does Torsten believe the future of war is contactless?
In the next wave of defence, what are the most important elements for allies to own? What elements concern Torsten the most?
What role does AI and autonomous play in the future of war?
4. Is Europe F********:
Why does Torsten believe that Europe’s biggest problem is ambition not capital?
Why does Torsten believ that we put too much weight on the location in which companies are founded? Why does it not matter?
How does Torsten respond to the statement that we do not have the depth of experienced talent in Europe to recruit?
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Marc Benioff is one of the iconic founders and visionaries of our time. From the founding of Salesforce 25 years ago, Marc has in many ways created an entire industry. He has scaled the company to a market cap of $346BN, $38BN in revenue and over 72,000 employees.
Ask Me Anything with Marc Benioff:
The Future of Models:
Why does Marc believe we are at the upper end of LLMs and they are commoditising?
Why does Marc believe the future of models is many smaller, verticalised models specialised in different areas?
OpenAI vs Anthropic vs Xai. Which would Marc buy and which would he short?
What is the single biggest barrier to Salesforce winning the AI war in the next 10 years?
The Future of Agents:
What does Salesforce need to do to prevent becoming a database in the next generation of AI?
To what extent do agents hurt vs help Salesforce?
What do very few people understand about agents that is very important?
The Future of Labour:
Will Salesforce replace it’s human labour with digital labour? Will Salesforce be bigger or smaller in 10 years time, people wise?
Why does Marc believe that layoffs are a crucial tool for CEOs to win?
How will a future of digital labour change the pricing model of SaaS tools today?
Management Lessons from Marc Benioff:
How did one meeting with Steve Jobs change how Marc views leadership?
How does Marc analyse the required mindset to win as a CEO today?
What has Marc changed his mind on most in the last 12 months?
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Zachary Bookman is Co-Founder and CEO of OpenGov, the GovTech cloud software leader that was acquired for a staggering $1.8BN earlier this year. Prior to acquisition, Zac raised over $180M from some of the best of the best including Marc Andreesen, Josh Kushner, Joe Lonsdale and Founder Collective to name a few. Zac is also a successful angel investor with investments in Flexport, Flock Safety and Addepar.
In Today’s Show with Zac Bookman We Discuss:
04:27 Navigating Enterprise Sales and Pricing Strategies
07:49 The Importance of High Gross Retention in SaaS
11:03 Investor Relations and the Power Law in Venture Capital
14:32 WTF is Product Market Fit
18:14 What No One Knows About M&A
20:05 Fundraising Challenges and Lessons Learned
32:51 What Marc Andreesen Taught Me About Boards
34:18 Why Founders and Investors are Misaligned
35:29 The OpenGov Acquisition: Selling for $1.8BN
37:22 What Does It Feel Like to Sell for $1.8BN
43:58 Why Venture Capital is a S*** Asset Class
45:13 Investment Mistakes and Lessons
01:02:05 The Importance of In-Person Collaboration
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Nik Storonsky is the Co-Founder and CEO of Revolut, one of the fastest-growing companies in the world with a $45BN valuation and 50M customers around the world. In July 2024, Revolut posted a whopping $2.2BN in revenue with $545M in pre-tax profit in 2023. To date, Nik has raised $1.8BN for the company from the likes of Index, Balderton, Ribbit, DST and TCV.
In Today’s Show with Nik Storonsky We Discuss:
1. When & Where Will Revolut IPO:
What does Revolut need to do or change before they are ready to go public?
When would Nik like for Revolut to go public?
When they do go public, where would Nik list? Would it be in London?
How does Nik respond to claims that he has moved to Dubai for tax reasons?
2. What Revolut Needs to Achieve to Hit $100BN:
Why has no challenger bank won the US market yet?
What will Revolut do differently to allow them to win the US market?
What market share will Revolut have in Europe in 3 years time?
What line of the business that does not exist today, will be the biggest in 5 years time?
3. How to Build an Execution Machine:
Why does Nik believe the biggest mistake he made was hiring senior managers?
What have been Nik’s biggest lessons on how to hire for roles you have never hired for before? What works? What does not?
How does Nik retain insane velocity of execution at scale?
How does Nik bucket people into three different buckets? What does each bucket mean for the type of work they do and the expectations placed on them?
4. How Revolut Tests New Products:
How does Revolut use a portfolio approach to test new product ideas?
How are teams for new ideas structured? What roles do they have?
How much time and resources are they given?
What is the tracking process to determine the success of new products?
What % of new products do succeed and progress to the core app?
Which product did Nik think would be massive but turned out to be a flop?
What did Nik not expect to be massive and turned out to be mega hit?
5. The UK and Europe: Are We F******:
The Chancellor has said we will have no growth in the UK for the next 3 years. How does it feel for Nik to grow Revolut in this environment?
If Nik could advise Keir Starmer on how to turn the UK around, what would he say?
Why does Nik believe the US has created so many more $100BN companies?
Why does Nik believe that work/life imbalance is the secret to success and happiness?
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George Arison is the CEO of Grindr. The app that results in 40% of lesbian and gay marriages, the average user uses the app for 1 hour per day and sends more messages on Grindr than they do Whatsapp. The company will do over $300M in revenue in 2024 with a 40% EBITDA margin. One of the insane public company success stories. Prior to Grindr, George was the Founder and CEO of Shift, which he took public in 2020.
In Today’s Episode with George Arison We Discuss:
1. Wild Story of How the Chinese Bought and Lost Grindr:
How did the Chinese come to buy Grindr and then fire the founder?
Why did the US government force the sale of the company from the Chinese?
What happened when the whole development team was in Taiwan and then resigned overnight?
George got the CEO role in Sept and the company went public in Oct. How did that all happen so fast?
2. How Grindr is a Free Cash Flow Machine:
What are the three core ways that Grindr is able to print money with a 40% EBITDA margin?
Why does Grindr not spend any money on marketing or customer acquisition?
Why does George think that most companies have way too many people?
Why does George believe that most startups are very badly managed?
What will Grindr do with the insane amount of free cash flow the company is producing?
3. Lessons Building Grindr to $300M in Revenue:
What has George done with Grindr that he wishes he had not done?
What has he not done that he wishes he had done?
Why does George not make political statements today? Does George think we have freedom of speech when CEOs face such repercussions for political views?
What does Wall St not understand about Grindr that it really should understand?
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Guy Podjarny founded Tessl, Snyk and Blaze. Tessl is reimagining software development for the AI era and shaping AI Native Development. Snyk created and leads the Developer Security category, and is now a multi-billion dollar company with over 1,000 employees. Guy was previously CTO at Akamai (following its acquisition of Blaze), is an active angel investor, and co-hosts of the AI Native Dev podcast.
In Today’s Episode with Guy Podjarny We Discuss:
03:02 Discussion on NVIDIA's Market Position
04:14 Will We See a Trough of Disillusionment in AI
07:36 The Future of AI Development and Specialized Models
10:17 Challenges and Opportunities in AI Dev Tools
17:41 Concerns About Closed vs. Open Development Platforms
21:27 Speculations on AI's Role in Application Layers
24:40 Google's Competitive Edge
25:28 IPO and M&A in the Trump Era
26:45 The Future Role of Software Developers
32:20 Security Challenges in AI Development
33:41 Spicy Questions and Charity Donations
36:05 Quickfire Round: Insights and Advice
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Klaus Hommels is one of Europe’s leading start investors of the last decade with a portfolio including the likes of Spotify, Airbnb, Facebook, Coinbase, Revolut and more. Among his many responsibilities, Klaus is the Founder of Lakestar, his own venture fund and chairs the board of directors of the NATO Innovation Fund.
In Today’s Episode with Klaus Hommels We Discuss:
1. The Investing Rules that are BS:
Why does Klaus totally reject the idea of price sensitivity?
Why does Klaus hate the idea of “building portfolios”?
Why does Klaus believe the best investments are made when there is not a fundraising round in motion?
Why does Klaus believe that capital concentration limits on a per company basis are BS? How concentrated is Klaus happy to be?
2. Europe: What The F*** is Going On:
Why is Europe underfinancing innovation by a factor of eight?
Why is Europe unable to send satellites into space for six years?
What should Europe do to become a global superpower once again? What needs to change?
Why should European pension funds be forced to invest in venture capital?
3. The Stories Behind the $BN Returns:
How did a dinner with Klaus’ son lead to his investing in Revolut?
How did Klaus analysis of Friendster and MySpace lead to his buying Matt Cohler @ Benchmark’s Facebook shares?
How did a small investment in a Swedish company, Stardoll, lead to Klaus investing in the seed round of Spotify?
How did a conversation with Madonna’s manager lead to Klaus investing in Airbnb?
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Jason Citron is the Co-Founder and CEO of Discord, a voice, video and text platform for friends playing games. Jason has raised $1BN for the company and was able to scale to 200M users. Prior to co-founding Discord, Jason founded OpenFeint, the biggest social mobile gaming platform, which sold to GREE in 2011 for $104 million.
In Today’s Episode with Jason Citron We Discuss:
1. Leadership Lessons That are Total BS:
Hiring: Why does Jason believe hiring experienced executives is the worst thing you can do for your company? What did he learn by doing it?
Culture: Why does Jason believe that empowerment and alignment are total BS? How does Jason empower people when they are told what to do vs choose what to do?
Strategy: What does Jason believe is the most effective way to drive and implement the strategy?
2. The Untold Moments Behind Scaling to 200M Users:
Why did Jason offer to give investors their money back at one point? What was the hardest round to raise and why?
Why did Jason turn down the chance to sell to Microsoft for $12BN?
What one single change in how Jason communicated with the first 100 users changed the trajectory of the entire company?
What do most founders think they know about product market fit that they do not?
3. The Makings of a Unicorn Founder:
Does Jason believe that richer founders make better founders?
Why does Jason believe that entrepreneurs who play video games have a higher chance of being successful in the future?
What single trait does Jason believe he has that has made him such a successful founder? Does Jason ever have imposter syndrome? When?
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Dan Fougere is one of the most successful sales leaders of the last decade. Most recently, Dan was Chief Revenue Officer for Datadog, growing revenues from $60 million to $1BN ARR. Before Datadog, Dan was Head of Global Sales at Medallia where he created the Mediallia sales playbook. In addition, Dan is also a minority owner of the New York Yankees.
In Today’s Episode with Dan Fougere:
1. Lessons Scaling Sales to $1BN in ARR at Datadog:
What did Datadog not do that Dan wishes they had of done?
What did they not do that Dan wishes they had done?
What does Dan know about scaling sales to $1BN in ARR that he wishes he had known at the beginning?
What stage of the scaling process was hardest? Why?
2. How to Hire the Best Sales Team:
What are the top signals of the best sales candidates?
How does Dan structure the interview process for new candidates?
How does Dan use tasks and take-home assignments to test candidates?
What does Dan think of hiring panels?
What are the biggest hiring mistakes Dan has made? What did he learn?
3. Discounting, Logos and Deal Reviews:
Is discounting always wrong? How should sales leaders use it?
How important is the quality of logo in the early days vs revenue in the door?
What is the right way to structure deal reviews? What makes good vs great?
Is outbound dead in 2024? Advice to founders on outbound?
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Cem Sertoglu is one of the great venture investors of the last decade. Cem is famed for writing the first check into UiPath and over several rounds turning $16.5M into $2.1BN. Cem recently started Bek Ventures, a $250M fund that was 3x oversubscribed.
In Today’s Show with Cem Sertoglu We Discuss:
1. Has Venture Capital Been Commoditised:
Why does Cem believe that VC has not been commoditised?
Why does Cem believe many VCs today are not even VCs anymore?
How does Cem advise founders who have offers from large multi-stage firms? What questions should they ask them pre-working with them?
How do the best founders select the VC they choose to work with?
2. Price, Reserves, Loss Ratios:
Why does Cem believe that price does not matter?
How does Cem approach reserves and reserves management?
What does Cem know now about reserves that he wishes he had known when he started investing?
Does Cem care about loss ratio? Does he do scenario planning when making investments?
3. Making $2.1BN on UiPath:
How did Cem meet Daniel for the first time? Was it obvious he was incredible?
Why did they only write a $1M check and not take the whole round with $1.5M?
Why did 40 of the best investors in Europe all turn down UiPath for the Series A?
What did doing the bridge round for UiPath teach Cem about reserves?
When was it obvious UiPath was going to be a mega hit?
How did they continue to concentrate capital with each round?
When did they first start to sell shares in UiPath?
What was their approach to the selldown of their position?
When the company IPO’d, how much of it did they have?
4. AMA with One of Europe’s Best:
Does signalling exist? How does Cem advise founders on this?
What has been his biggest loss? How did that change his mindset?
What has been Cem’s biggest miss? What did he not see?
Why does Cem always believe you should manufacture arguments with founders before investing?
Why does Cem believe a high GP commit can actually misalign the GP and the LP?
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Alain De Botton is one of the greatest philosophers of our time. His work has had a profound impact on me more than any other. I have wanted to do this episode for the last 8 years.
In Today’s Episode with Alain De Botton We Discuss:
1. Why Status is Making You Miserable:
Why are we richer yet more anxious than ever?
What is the right way to define status? Why do we want it so much?
Is it bad to want status? What are some non-obvious signs that you are seeking status when you do not realise it?
Does social media enhance the desire for status? How so?
Do the happiest people want status the least? What are Alain’s biggest observations in how truly happy people think about status?
2. Why Parents Want You To Fail:
Why is the sign of good parenting when your child does not want to be famous?
Why do your parents sometimes want you to fail?
What should parents do if their child wants to chase an unachievable goal?
Why should parents encourage their children to start very early?
3. Why Meritocracy is a Fallacy & Meaningful Work:
Why does Alain believe a true meritocracy is an impossible dream?
Why is meritocracy a bad thing when taken to the extreme?
Why does Alain believe that companies are not families?
Why does Alain tell people that they should not bring their full selves to work?
4. WTF is “Meaningful Work”:
What does it mean to do “meaningful work”?
Why do humans need to do “meaningful work” today in a way that we did not many years ago?
What are Alain’s biggest pieces of advice to young people today, unsure of what they should do with their lives and careers?
Why does Alain believe the idea of a “calling” is BS?
5. Ambition, Achievement and Sacrifice:
What does Alain mean when he says “you have to tolerate your own averageness”?
What does Alain say to the young generation who want work/life balance?
What does Alain mean when he said you “cannot be at war with yourself”?
Does Alain agree that to achieve you must sacrifice?
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Raman Malik is the Head of Growth at Perplexity where he is responsible for growth marketing, onboarding, activation, retention, and monetisation. Prior to Perplexity, Raman, was an early member of the growth team at Lyft and joined Perplexity earlier this year after his own startup journey.
In Today’s Episode with Perplexity’s Head of Growth:
1. Inside the Perplexity Growth Machine:
What have been the single biggest needle movers in the growth of Perplexity?
What has not worked? What have they learned from that?
How have partnerships driven growth? Lessons on what makes a good vs bad partnership?
Why does Raman think paid acquisition is a drug and Perplexity do not do it? How does Raman advise other founders when it comes to paid acquisition?
2. Acquisition, Retention, Churn: Mastering the Basics:
Why does Raman think that brand marketing is BS? When does it become more important?
What are the simplest things startups and product teams can do to drive retention up?
How do Perplexity count an “engaged user”? What metric suggests they have a retained user?
What is the good, the bad and the ugly when it comes to A/B tests?
3. How Perplexity Built a Growth Machine:
Why does Raman advise all founders to hire more former founders?
How does the way you manage founders turned employees differ from employees who have never been founders?
What is the must under appreciated growth channel today that has worked for Perplexity?
What growth channel has been the biggest flop for Perplexity? What did Raman learn from losing money on the channel?
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Markus Villig is the Founder and CEO of Bolt, a global mobility platform with more than 200 million lifetime customers in more than 50 countries and 600 cities. Bolt has raised over €1 billion in funding from investors like Sequoia, D1 and G Squared, making Markus the youngest founder of a billion-dollar company in Europe.
In Today’s Episode with Markus Villig:
1. Starting an $8BN Company:
How did Markus come up with the idea for Bolt before Uber existed?
How did Markus find his co-founder? Why did 30 people turn down the chance to co-found Bolt? What are Markus’ biggest tips on finding a co-founder?
How did Markus use a $5K loan from his parents as the pre-seed round?
How did Markus get the first riders for Bolt? What worked? What did not work?
How did Markus get the first driver for Bolt? What worked? What did not work?
2. Expanding to be a Global Champion:
How did Markus expand Bolt to $10M in ARR on just $1M of funding?
What did the international expansion playbook look like? What worked? What did not work? How has it changed over time?
What one simple change led to their becoming the leader in Africa?
What was the best country to launch? What was the worst?
What is the most profitable country today? What is the least?
3. The $8BN Company that no VC Wanted to Fund:
Why did every large VC in Europe turn down Bolt early on?
How did a real estate company in the Baltics save Bolt with lifeline funding?
When did Sequoia come into the mix? Does Sequoia move the needle for your company when they invest?
How do New York financially driven investors differ to the traditional VC ecosystem?
What would Markus most like to change about the world of VC?
4. The Future: Micromobility, Self-Driving Cars, Uber:
Will the rise of self-driving cars harm or help companies like Bolt and Uber?
What is the future for micromobility? Does it cannibalise the core business for Bolt and Uber?
What is Uber better at Bolt doing? What are Uber worse at than Bolt? How will that change moving forward?
Waymo, buy or short? Why?
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Matt Grimm is the Co-Founder and Chief Operating Officer of Anduril Industries, an American defense technology company that specializes in advanced autonomous systems. To date, Anduril has raised over $3.7BN with the latest round pricing the company at a whopping $14BN. Before Anduril, Matt was a Principal at Mithril Capital Management alongside Peter Thiel. Before Mithril, Matt was an early hire at Palantir, where he was deployed to both Iraq and Afghanistan to ensure U.S. forces had the best technology for the mission.
In Today’s Episode with Matt Grimm We Discuss:
1. China/Taiwan, Ukraine/Russia & Israel/Gaza:
How will a Trump administration change US foreign policy and approach to conflict?
Will China invade Taiwan? What does Matt expect to see happen there?
Will Trump put an end to the war in Ukraine? What will be the outcome?
Is Israel wrong to defend itself in the way it has? How will the situation in Gaza be resolved?
2. The Future of War:
What will war look like in the future?
How is software and autonomy changing the world of war?
Why does the incentive structure of governments buying military equipment need to change around the world?
Will we see a world of robodogs fighting on battlefields? What does weaponry of the future look like?
3. Are We In a Defence Bubble:
With the massive increase in funding to defence companies, does Matt think we are in a defence bubble?
What does Matt believe all investors should know about the defence industry before they make investments in the space?
What should defence founders at the early stage know about building a defence company at scale? What changes?
Who will be the buyer for the many defence companies that have raised early rounds of funding and go out of business?
4. Matt Grimm: AMA:
Does money make you happy?
What is the biggest luxury purchase you have made?
Should TikTok be banned in the US?
What would Matt do today if he knew he would not fail?
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Sam Altman is the CEO of OpenAI, one of the most important companies in history. OpenAI is on a mission to ensure that artificial general intelligence benefits all of humanity. Prior to OpenAI, Sam was the President of Y Combinator and an angel investor in Stripe, Airbnb, Reddit and Instacart.
15 Questions with OpenAI CEO Sam Altman:
1. Will the trajectory of model capability improvement keep going at the same rate as it has been?
2. When did Sam doubt the continuance of scaling laws most? What has been the hardest technical research challenge OpenAI have overcome?
3. How worried is Sam about semiconductor supply chains and international tensions around them?
4. What is Sam’s biggest worry today? How has it changed over the last 12 months and 5 years?
5. In what ways does Sam feel he was and is unprepared for the role of CEO of OpenAI?
6. Was Masa Son right to suggest that $9TRN of value will be created every year by AI?
7. Why does Sam disagree with Larry Ellison’s statement that it will cost $100BN to enter the foundation model race?
8. Was Keith Rabois right that the best way to build companies is to hire under 30s?
9. What unmade decision weighs on Sam’s mind most often?
10. What is Sam most grateful to Y Combinator for?
11. What would Sam build if he were a 23 year old starting today with the foundational AI technology that is already in place?
12. What should startups not try and build as OpenAI will steamroll them? What should they try and build where OpenAI will not go?
13. What does Sam believe is the most exciting use of agents that he has not seen created yet?
14. How does Sam believe that human potential is most wasted today?
15. Who does Sam most respect in the world of AI today? Why them?
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Vlad Tenev is a Co-Founder and CEO of Robinhood, the commission free stock trading and investing app with a market cap today of $20.7BN. Over the incredible 11 year journey Vlad has raised over $5BN from some of the world’s best investors including Sequoia, a16z, DST, Ribbit and Index. Before Robinhood, Vlad started two finance companies in New York City.
In Today’s Episode with Vlad Tenev We Discuss:
1. Surviving a Scandal: The Gamestop Saga:
What was the single hardest element of the sage for Vlad?
What did the sage teach Vlad about how to tell stories effectively?
What did Vlad not do in the period that he wishes he had of done?
What did he do that he wishes he had not done?
What advice does Vlad have for any founder going into a crisis?
2. Founder Mode and The Biggest BS Myths of Leadership:
How does Vlad analyse and assess Paul Graham’s “Founder Mode”?
Where is Founder mode right? Where is it dangerous?
What canonical leadership statements and lessons does Vlad most disagree with?
How has Vlad changed most significantly as a leader?
3. 8x $100M Revenue Lines: Scaling a Juggernaut:
What have been the single biggest challenges of scaling 8 lines of revenue each with over $100M in them?
What have been Vlad’s biggest lessons on when and how to release new products?
Why did Vlad decide to abandon the Europe launch? Was it right with the benefit of hindsight?
What did Vlad not invest in with Robinhood that he wishes he had of done?
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