Stretch Four Podcast

Matthew Parker

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Stretch Four Podcast

The Stretch Four Podcast is hosted by Matthew Parker and covers topics across his world of venture-backed startup building, performance and health, family life, and living in San Francisco. He is joined by occasional guests and high performers who share their knowledge on company building their lifestyle hacks. New episodes released every Monday at 8 AM PST. stretchfour.substack.com

09/25/2024

AI's Search Disruption, OpenAI's $150B Valuation, and Visa's Antitrust Battle

Hey, Four Insights community, Matt Parker here, and I have missed sharing content. Let's dive into the latest developments shaking up Silicon Valley and beyond. This memo is presented by Flippa. Looking for your next big opportunity in the digital space? Check out this quickly growing fitness KDP business on Flippa: * 52 books in the fitness market * TTM revenue: $409.9K * Monthly profit: $22,264 * 68% profit margin Visit Flippa.com for more exciting business opportunities like this and others! AI Reshaping Search One of the most intriguing stories this week comes from a report by The Information dating back to September 19th. It highlights how AI tools are displacing traditional web searches, which could have a drastic impact on how startups market their companies in the future. To even understand why AI chatbots have become so important is simply to realize that Google/Alphabet generated $48.5 billion in revenue on search in Q2 2024. This is their core business that pays for everything else, and ChatGPT and Perplexity-like apps are chipping away at this even if it is minuscule it has the potential to be a massive opportunity. Key findings: * 25% of respondents are using traditional search engines less due to generative AI * 40% reported using search engines 0-25% less * Top AI displacers: ChatGPT (76%), Perplexity (37%), Google's Gemini (36%) As a founder and content creator, I'm particularly interested in how this shift affects our ability to find credible information and reach our target audiences. This will be an ongoing development and I expect to see more and more innovation from all players including Google, who will likely stop at no costs to defend their search dominance at all costs. OpenAI's Record-Breaking Funding Round Sam Altman and OpenAI are making waves again with a potential $6.5 billion funding round, valuing the company at a staggering $150 billion. This would make OpenAI the second most valuable private company globally, behind only ByteDance (TikTok's parent company). The big question on everyone's mind, or at least mine: Will Sam Altman finally become a stakeholder in OpenAI? It's unusual for a CEO of such a valuable company to not have equity, especially in Silicon Valley where founder ownership is the norm. It feels so weird that Altman is not a shareholder with the tablestakes rising by the month. Sure Sam lives in a $30M home in Russian Hill, has a weekend ranch in Napa, and seemingly has a mult-million dollar car collection alone, but something is simply unsettling about him not being on the cap table. Visa Faces Antitrust Lawsuit The Justice Department is suing Visa, alleging monopolistic practices in the payment processing industry. With Visa controlling about 60% of debit card transactions in the US, this case could have far-reaching implications for the fintech sector. Key allegations: * Visa punishes customers for using competing services * The company coerces fintech firms to work exclusively with them As someone who's been in the fintech world for seven years, I find this case fascinating. Visa's profitability per employee is astronomical, outperforming even its closest competitors. This lawsuit could potentially open up the market for new players in the payment processing space. These are just a few highlights. Listen to the rest of the episode for more insights on how these developments could impact startups and the tech ecosystem at large. This newsletter is also brought to you by Diginius. Whether you're looking to optimize your PPC campaigns or need help finding the right marketing agency, Diginius has you covered. Their platform offers powerful tools for digital marketing automation and analytics. For Four Insights listeners and readers, get a special 14-day free trial of Diginius. That's all for this edition! Don't forget to check out the latest episode of Four Insights on YouTube, where we dive deeper into these topics and more. Stay curious, Matt Parker Get full access to Four

19 min
09/11/2024

8 Essential Strategies for Founders & The Media War Between Tech Titans

Happy Tuesday. In today's show and essay, I talk about the state of fundraising and the growing media war between All-In and Y-combinator. For more: How To Raise Millions For Your Startup in 60 Days | Youtube | Instagram In this episode, I discuss the current state of fundraising and share key strategies for founders looking to raise capital. He highlights the challenges in the current fundraising market, such as increased selectivity from investors and longer fundraising cycles. I also provide eight strategies for founders, including preparing for a long fundraising cycle, casting a wide net, and creating urgency and momentum. In the second part of the episode, I talk about a growing rift between Paul Graham and David Sacks, two prominent figures in the venture capital world. He explores the drama and tensions between them, highlighting their different perspectives and successes. Sponsored by Flippa While you're sprinting towards your fundraising goals, don't forget about alternative paths to success. Flippa, the #1 platform to buy and sell online businesses, offers opportunities for both buyers and sellers in the tech ecosystem. Whether you're looking to acquire a promising startup or considering an exit strategy, Flippa provides a marketplace to explore your options. Takeaways * The current fundraising market is more challenging, with increased selectivity from investors and longer fundraising cycles. * Founders should prepare for a long fundraising cycle and optimize for a 60 to 90-day process. * Casting a wide net and creating urgency and momentum are important strategies for fundraising success. * Protecting the pitch and materials, being persistent with follow-ups, and considering alternative funding sources are also key strategies. There is a growing rift between Paul Graham and David Sacks, with tensions and differing perspectives in the venture capital world. Chapters 00:00 Introduction and Overview 02:21 The Current State of Fundraising 08:48 Key Strategies for Fundraising Success 15:22 The Drama and Tensions in the Venture Capital World 21:10 The Rift Between Paul Graham and David Sacks Brought to you by: * First Meeting — Tracking enterprise AI budgets, spending patterns, and decision-making processes. * OpenPhone —brings your business calls, texts, and contacts into one delightful app that works anywhere. * Webflow — Design and develop at the same time.—Run reliable, impactful experiments * Navan — the leading travel and expense platform that employees love. * Thanks for reading! If you find this valuable, please share it with your network. Check out the YouTube channel | Leave us a rating on Apple Podcasts | Follow me on Twitter Get full access to Four Insights at stretchfour.substack.com/subscribe

22 min
09/06/2024

Venture Capital is Back

episode of the End of the Day Show with Matt Parker discusses the return of venture capital funding and the focus on a specific type of founder. It also highlights two interesting fund announcements: Better Tomorrow Ventures and Slauson and Co. The episode provides insights into fundraising strategies and the importance of building a network. It concludes with a mention of the supporting sponsor, Flippa. venture capital, funding, founders, online businesses, valuation, fundraising, network, whales, Slauson and Co, Better Tomorrow Ventures, Flippa takeaways Venture capital funding is back, with a surge in funding announcements and a focus on a specific type of founder. Online businesses have value beyond their content, and it's important to understand the analytics and potential for monetization. Fundraising requires building a network and targeting key investors, with warm introductions leading to higher conversion rates. Finding 'whales' or big checkwriters is crucial for fundraising success. Two interesting fund announcements: Wishoff Ventures and Slauson and Co. Flippa is a valuable platform for buying and selling online businesses, offering business valuations and other services. Chapters 00:00 The Return of Venture Capital Funding 01:00 The Focus on a Specific Type of Founder 02:29 Agree: A Unique Business Model for E-Signature Services 07:00 Fundraising Strategies: Insights from Nicole Wischoff 14:54 Slauson and Co: A Venture Fund with a Friends and Family Program Get full access to Four Insights at stretchfour.substack.com/subscribe

18 min
09/05/2024

The Labor Day to Christmas Fundraising Sprint: Raise Millions in 90 Days

Happy Wednesday. In today's show and essay, I talk about the Labor Day to Christmas sprint that exists in startups and venture capital. For more: How To Raise Millions For Your Startup in 60 Days | Youtube | Instagram The Flippa Advantage Sponsored by Flippa While you're sprinting towards your fundraising goals, don't forget about alternative paths to success. Flippa, the #1 platform to buy and sell online businesses, offers opportunities for both buyers and sellers in the tech ecosystem. Whether you're looking to acquire a promising startup or considering an exit strategy, Flippa provides a marketplace to explore your options. While we were enjoying those last summer vibes this weekend, I was thinking about the intense fundraising season that's about to kick off, or well if you are reading this now it already has. As Alexis Ohanian tweeted on Tuesday: "It's officially the time of year when everyone (else) starts pushing - before the holiday slowdown - so take advantage of it." 🕒 Timestamps: 0:00 - Introduction 1:30 - The Current Fundraising Landscape 3:45 - Why This Sprint Matters 7:15 - Tips for a Successful Fundraising Sprint 12:30 - The Flippa Advantage (Sponsor Segment) 14:00 - Final Thoughts and Q&A Thinking of selling your business? There is only one way to sell an online business and that is with our friends at Flippa Final Thoughts Remember, this sprint isn't just about securing funding – it's about positioning your startup for long-term success. Stay focused, be persistent, and don't be afraid to pivot if necessary. Good luck with your fundraising efforts! If you want to dive deeper into fundraising strategies, I do a webinar each Wednesday and Thursday focused on fundraising tactics. Tonight I will be sharing a list of 66 investors actively seeking deals right now. Join me here on Wednesdays. Join me here on Thursdays. This one is private so you will need to email me for the code at matt@stretchfour.co. What are your thoughts on this fundraising sprint? Let me know in the comments! Get full access to Four Insights at stretchfour.substack.com/subscribe

13 min
09/03/2024

Flounder Mode: A Critical Look at Paul Graham's Viral Essay

Happy Tuesday. In today's show, I share my thoughts on the newest meme in technology and entrepreneurship: Founder Mode. For more: How To Raise Millions For Your Startup in 60 Days | Youtube Hey! I hope you enjoyed your extended Labor Day weekend. I spent mine in the Pacific Northwest and thinking about Paul Graham's Founder Mode essay. While I agree with several points, especially for the best founders, I think we need to take a step back. Not all founders are Steve Jobs, not all managers are John Sculley, and not all companies are Apple. Some companies may be better off in manager mode, or some kind of tweaner focus where you are not the founder that takes themselves so seriously! If you read it too, I'd love to hear your thoughts. Today's episode and memo dive into Paul Graham's viral Founder Mode essay. Let's unpack its key points, examine its implications for startup culture, and discuss why it might not be the universal solution it's being presented as. Was this forwarded to you? The Essence of Founder Mode Paul Graham's essay on Founder Mode has taken Silicon Valley by storm. Here are a few key points: * Contrast between founder-led and manager-led companies * Critique of professional managers and MBAs * Examples like Steve Jobs and Brian Chesky as great leaders Graham argues that founders often feel gaslit when told to run companies like managers. He suggests that "Founder Mode" - a more hands-on, visionary approach - leads to better outcomes. The Risks of Over-Indexing on Founder Mode While there's merit to Graham's arguments, I believe we need to be cautious about applying these principles universally: * Not all founders are visionaries: Early-stage startups often need solid operational skills more than grand visions. * Success stories of manager-led companies: Look at Uber under Dara Khosrowshahi or Microsoft under Satya Nadella. * The danger of emulation: Young founders of small startups shouldn't try to lead like Steve Jobs or Brian Chesky prematurely. I think this is where the cultish brand of PG and his essays can do a lot of damage. How can you optimize for founder mode when you are in survival mode as many founders are until they reach a certain revenue or fundraising round that validates and de-risks their business? What Matters for Early-Stage Startups If you're running an early-stage startup, here's what I think you should focus on instead of worrying about "Founder Mode" (PG is in no way saying these things do not matter and he has likely written essays about many of these topics before) * Cash Management: Keep enough cash in the bank to reach your next milestone. * Product-Market Fit: Or in YC speak, “Make Something People Want” and understand and solve real problems for your customers. This is a priority over any type of founder-mode strategy for leading a team * Customer Service: Talk to customers, handle support tickets, learn, and iterate. If founders are doing this they will set an example and the best leaders lead by example not with overly aggressive micro-managing. If you are really in the weeds you can answer some support tickets and make a couple hundred cold calls a week. * Team Building: Hire slow, fire fast, and build a strong core team. Founder mode is more for when you have built out a team at scale, the example PG uses references Steve Jobs and his 100-person retreat. * Remember, even the most successful founders didn't start in "Founder Mode" - they grew into it as their companies scaled. The Takeaway While Paul Graham's essay offers valuable insights, don't get caught up in trying to emulate the management styles of billion-dollar company CEOs. Focus on what matters most for your stage of growth, and let your leadership style evolve naturally as your company grows. As I said in the episode: "In all in all, think founder mode's a great thing. It went viral, it got a lot of traction, but don't over-index on trying to do founder mode. You'll end up in flounder mode and you won't

17 min
08/23/2024

SAFEs Dominate Pre-Seed, Twitter X's Secret Investors, and Job Market Shifts

Happy Friday. In today's show, we dive into Carta’s new report on pre-seed funding in 2024, Twitter/X is forced to reveal their investors. For more: How To Raise Millions For Your Startup in 60 Days | Youtube EOD Show 019 - Detailed Podcast Show Notes Host: Matt Parker Episode Overview In this episode, Matt Parker dives into the latest trends in pre-seed funding, reveals the surprising list of Twitter X acquisition backers, and discusses recent economic data affecting the startup ecosystem. Key Topics 1. The State of Pre-Seed Funding in 2024 (Carta) * SAFEs dominate early-stage funding: * 90% of rounds under $1 million use SAFEs * Preferred for rounds under $3 million * SAFE characteristics: * 85% are post-money SAFEs * 57% have only a valuation cap * 35% have both a valuation cap and a discount * 7% offer only a discount * Valuation trends: * Median valuation cap for $1 million raise: $10 million post-money * $500K raises see valuation caps around $7-8 million * Changes in check sizes: * Small checks under $25K are becoming scarcer * Larger checks taking a bigger slice of investments * Discount rates: * A median discount of 20% when present * Convertible notes: * Interest rates increased to 7.8% in Q2 2024 (up from 6.8% in Q2 2023) 2. Twitter X Acquisition Backers Revealed * High-profile investors include: * Andreessen Horowitz * Sequoia Capital * Fidelity * Larry Ellison * Prince Alwaleed Bin Talal of Saudi Arabia * Binance (cryptocurrency exchange) * Sean "Diddy" Combs * Matt's insights: * Demonstrates the complex web of relationships in major tech deals * Importance of building a diverse investor list for fundraising 3. Economic News and Job Market Shifts * Labor Department revision: * 818,000 fewer jobs were added in the year ending March than previously reported * Suggests cooling the job market * Impact on startup ecosystem: * Challenging job market for tech workers * Shift from abundant opportunities to more network-based hiring * Insider connections are becoming more crucial for job seekers 4. Startup Funding Highlight: Lettuce * San Francisco-based automated tax and accounting system * Raised $15 million in Series A funding from Zeev Ventures * Targets businesses of one, helping with tax and accounting automation * Indicates continued investor interest in fintech and automation startups Call to Action * Check out Matt's new fundraising course on Maven * Free webinar every Thursday related to fundraising strategies * Subscribe to the End of Day Show on YouTube and podcast platforms * Follow For Insights media platform for more startup and tech news Closing Thoughts Matt emphasizes the changing landscape of startup funding and job markets, encouraging founders to stay informed and adapt their strategies accordingly. * 📺 YouTube: FourInsights * 📸 Instagram: @FourInsights * 🌳 LinkTree: mattaparker * 🐦 X (Twitter): @mattaparker * 🎵 TikTok: @mattaparker Stay curious, Matt Parker The End of Day Show is hosted by Matt Parker and airs four times a week on YouTube and Substack. Get full access to Four Insights at stretchfour.substack.com/subscribe

17 min
08/22/2024

The Bolt Story: Lessons in Startup Resilience and Founder Tactics

Happy Thursday! In today's deep dive, we unpacked the fascinating saga of Bolt and its founder, Ryan Breslow. This story is a masterclass in startup resilience, founder and investor tactics, and the high-stakes game of venture capital. For more: How To Raise Millions For Your Startup in 60 Days | Youtube Episode Throughout the show, we hear from our sponsors: * Quickbooks - Save 30% on Quickbooks for 6 months * Apollo.io - AI-powered sales intelligence platform * ZoomInfo - Comprehensive database of business information for prospecting In this episode, I discusses the story of Ryan Breslow and his company Bolt. I exploring the learning points for founders from the negotiating tactics and PR strategies used by Breslow, as well as the risks and benefits of aggressive deals. I also talk about founder compensation and incentives, highlighting Breslow's requests for a return bonus, back pay, and the option to sell 10% of his shares. We touch on the topic of managing multiple ventures as a founder and the importance of media coverage for startups. Overall, the episode provides valuable insights for founders and entrepreneurs. Takeaways * Negotiating tactics and PR strategies can be effective in raising funds and maintaining a strong presence in the startup ecosystem. * Aggressive deals, such as pay to play provisions, can help founders maintain control and ownership of their companies. * Founder compensation and incentives should be carefully considered, taking into account the company's financial situation and past actions. * Managing multiple ventures as a founder requires balancing commitments and leveraging one's personal brand. * Media coverage is crucial for startups to gain visibility and tell their story. Sound Bites * "Bolt is up to allegedly raise an additional $450 million." * "Pay to play provisions require current investors to participate in the current round." * "Ryan Breslow is asking for a return bonus of $2 million." Chapters 00:00 Introduction and Background 00:59 The Story of Ryan Breslow and Bolt 04:41 Aggressive Deals: Pay to Play Provisions 08:25 Founder Compensation and Incentives 10:45 Managing Multiple Ventures as a Founder 15:31 The Importance of Media Coverage for Startups 18:55 Sponsor Message 19:27 Conclusion and Key Lessons Check the show notes for today's key takeaways and timestamps. Please review us on Apple Podcasts or Spotify to support our content. Until next time, keep striving for success! * 📺 YouTube: FourInsights * 📸 Instagram: @FourInsights * 🌳 LinkTree: mattaparker * 🐦 X (Twitter): @mattaparker * 🎵 TikTok: @mattaparker Stay curious, Matt Parker Get full access to Four Insights at stretchfour.substack.com/subscribe

21 min
08/21/2024

Surviving the Startup Shutdown Wave: 71 Failures, 3 Funding Lifelines, and My 10% Rule

Happy Tuesday! In today's show, I share Carta’s report and startup shutdowns, three funding sources founders can apply for right now, and my rule on how much of your round you should spend. For more: My Course Is Live: How To Raise Millions For Your Startup in 60 Days | Tech Billionaires' Twitter WAR Shocks Silicon Valley | Youtube In this episode, I discuss several topics related to startups and fundraising. I highlight the increasing number of venture-backed startups that are shutting down and share some strategies for startup founders. I then mention three opportunities for funding, including Berkeley's Skydeck program, the AI grant, and Y Combinator. I also talk about the importance of maximizing online media presence as a founder and introduce Flippa, a platform for buying and selling digital businesses. Takeaways * The number of venture-backed startups shutting down is increasing, making it a difficult time for many founders. * There are several opportunities for funding, including Berkeley's Skydeck program, the AI grant, and Y Combinator. * Maximizing online media presence is crucial for founders and platforms like Flippa can help in valuing and selling digital businesses. * To make a startup more attractive to investors in a tough market, founders should focus on growth benchmarks, market potential, and building relationships. Titles * Maximizing Online Media Presence as a Founder * Flippa: Valuing and Selling Digital Businesses Sound Bites * "Venture shutdowns are increasing, making it a difficult time for many founders." * "Funding opportunities: Berkeley Skydeck, AI grant, and Y Combinator." Chapters Introduction and Overview Increasing Number of Venture-Backed Startups Shutting Down Opportunities for Funding: Berkeley Skydeck, AI Grant, and Y Combinator Maximizing Online Media Presence as a Founder Flippa: Valuing and Selling Digital Businesses Making a Startup Attractive to Investors in a Tough Market Conclusion Brought to you by: * First Meeting — Tracking enterprise AI budgets, spending patterns, and decision-making processes. * OpenPhone —brings your business calls, texts, and contacts into one delightful app that works anywhere. * Webflow — Design and develop at the same time.—Run reliable, impactful experiments * Navan — the leading travel and expense platform that employees love. Get full access to Four Insights at stretchfour.substack.com/subscribe

16 min

5

out of 5

3 Ratings

The Stretch Four Podcast is hosted by Matthew Parker and covers topics across his world of venture-backed startup building, performance and health, family life, and living in San Francisco. He is joined by occasional guests and high performers who share their knowledge on company building their lifestyle hacks. New episodes released every Monday at 8 AM PST. stretchfour.substack.com

Creator

Matthew Parker
Years Active

2023 - 2024
Episodes

48
Rating

Explicit
Copyright

© Stretch Four Media, LLC
Show Website

Stretch Four Podcast