The Startup Podcast

What happens when a founder who took a taboo health topic mainstream decides to reinvent pet care? In this Spotlight episode of The Startup Podcast, former Hims co-founder Joe Spector faux-pitches his startup Dutch, a telemedicine platform making veterinary care accessible, affordable, and convenient.

Most founders fear tough questions from investors, this episode shows what happens when they face them live. Discover how Joe applies lessons from scaling a billion-dollar company to a completely different market, and how understanding regulation, timing, and storytelling can make or break your pitch.

In this episode, you will:

• Discover what makes a founder “fundable”, beyond just a good idea
• Understand how Joe Spector scaled Hims and is now using those insights to disrupt pet telehealth with Dutch
• Explore how regulatory insight can become a startup’s biggest competitive moat
• See why subscription-based business models drive valuation and recurring growth
• Find out how Dutch makes pet care up to 10x cheaper while creating flexible jobs for veterinarians
• Hear expert commentary from Chris and Yaniv on storytelling, founder credibility, and investor psychology

Learn more about Dutch: https://www.dutch.com/

Connect with Joe: https://www.linkedin.com/in/joespector 

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
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Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

OpenAI just launched ChatGPT Pulse, a succinct, personalized daily feed. Will this shift the focus of AI from performance to personal context? Or is it just an overhyped, overpriced daily digest? 

In this episode, Chris and Yaniv get right into this week's tech news: the reality of ChatGPT Pulse, plus the wider implications of Hollywood's first AI actress, Tilly Norwood; Amazon's record-breaking $2.5B fine for deceptive Prime signups and the lessons founders can learn from it; and plenty more.

In this episode, you will:

• Understand why context, not just performance, is becoming the new moat in AI.
• Explore how ChatGPT Pulse signals OpenAI’s strategy against Google and Apple.
• Debate whether AI-generated actors like Tilly Norwood have a real future in Hollywood.
• Learn what Amazon’s $2.5B FTC settlement teaches about dark patterns and user trust.
• Identify the regulatory risks startups must consider when designing growth funnels.
• Discover why Anthropic is shifting focus to enterprise and coding workflows.
• Reflect on how distribution and lock-in, not just innovation, shape the competitive landscape.

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

Standing out has gotten even more difficult thanks to the flood of AI content, and many early-stage founders mistakenly believe they need to act like corporate brands to be taken seriously.

In this episode, Yaniv chats with Christine Blosdale, an award-winning media coach, podcaster, and branding strategist. Together they discuss how authenticity, personal branding, and “expert authority” can give founders a massive edge in today’s AI-driven startup landscape.

They also explore how to overcome imposter syndrome, use AI responsibly, and build a founder-led brand that attracts talent, customers, and investors.

In this episode, you will:

• Discover why authenticity is now the ultimate differentiator in the age of AI and algorithmic content
• Learn how to build “expert authority” to boost your reputation and visibility as a founder
• Overcome imposter syndrome with practical mindset shifts that make content creation easier
• Apply Christine’s tactics for repurposing podcasts, blogs, and videos to scale your personal brand
• See why founder-led branding attracts better hires, investors, and partners
• Create a simple media kit to clarify your mission, credentials, and unique value proposition

Learn more about Christine here: https://www.christineblosdale.com 

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

What happens to Silicon Valley when the world’s best founders and engineers can no longer afford to work in the US? 

Today, Chris and Yaniv break down why the massive new work visa fee is a tech talent crisis waiting to happen. 

They discuss how Trump’s surprising $100K H-1B fee could reshape startup hiring and the tech sector at large, along with the nitty gritty of Meta’s new smart glasses launch, and Figure AI’s billion-dollar Series C robots. They also unpack OpenAI’s unexpected jobs platform, and what it reveals about the future of AI work.

In this episode, you will:

• Understand how the new $100K H-1B visa fee could drain Silicon Valley of global talent
• Explore why immigrant founders and startups may shift to Canada, the UK, or Australia
• Discover how Meta’s new Ray-Ban and Oakley smart glasses bring AR into the mainstream
• Compare Meta’s “bottom-up” approach to Apple’s Vision Pro strategy and timing
• Examine Figure AI’s $1B+ raise and the coming battle with Tesla and Chinese robotics firms
• Evaluate why OpenAI is launching a jobs platform amid fears of AI job loss
• Learn actionable insights for founders navigating talent shortages, AR hardware, and AI disruption

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

Is the new age of AI agents about to kill niche B2B SaaS businesses? Many first-time founders worry that tools like ChatGPT or custom AI builders will make off-the-shelf SaaS products obsolete, but it could simply herald a new evolution of SaaS.

In this episode, Yaniv is joined by Rob Walling, serial founder, investor, and author of The SaaS Playbook, to break down why B2B SaaS still outperforms other business models and how founders can build defensible products – even in an AI-driven world.

They explore the fundamentals of recurring revenue, why vertical SaaS wins over horizontal competitors, and the real opportunities AI creates for startup builders.

In this episode, you will:

• Understand why recurring revenue outperforms one-off sales for stability and growth.
• Learn how vertical and orthogonal SaaS niches beat large horizontal players.
• Discover the importance of high margins and why bootstrapping B2B SaaS is often possible.
• Evaluate how net revenue retention and negative churn can exponentially increase enterprise value.
• Apply Rob’s 2-20-200 framework to validate and launch your own SaaS idea.
• Explore how to use AI as a feature or an enabler rather than seeing it as a threat.
• Gain insights on positioning, pricing, and finding your ideal customer profile in crowded markets.

Learn more about Rob Walling and his work here: https://robwalling.com 

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

Is YouTube quietly becoming the most powerful platform in the world? Announcements made during Made On YouTube 2025 revealed incredibly promising long-term plans, with the media giant seemingly set to dominate video, music, and podcasts with the help of Google’s AI.

Too many entrepreneurs still see YouTube as ‘just’ a video host, missing the bigger picture: it’s a global discovery engine and monetization machine. In this episode, Chris and Yaniv break down YouTube’s creator ecosystem and what their announcements mean for the future of media services. They also delve into Oracle’s unexpected AI rise, Sam Altman’s high-pressure interview on AI ethics, and Figma’s new AI tools reshaping design.

In this episode, you will:

• Discover how YouTube’s latest AI tools could outpace TikTok and Spotify in shorts, podcasts, and music
• Learn why Oracle’s $100B OpenAI cloud deal and TikTok nationalization play mark a massive comeback
• Understand Sam Altman’s tough Tucker Carlson interview and what it reveals about OpenAI’s ethics stance
• Explore Figma’s breakthrough AI features and what they mean for designers and startup teams
• See why “Nothing” phone’s $200M AI-first push could disrupt Apple and Google’s hardware advantage
• Identify key lessons in strategy, timing, and neutrality from Oracle’s approach to AI infrastructure
• Apply insights from vibe coding and vibe design tools to accelerate your own startup workflow

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

Are you truly being persistent with your startup, or just being stubborn? In the new age of AI-powered founders and hyper-fast iteration, many entrepreneurs mistake obstinacy for persistence and end up running out of time, money, and morale.

Too often we glorify “hustle” and “grit” without understanding when to adapt, pivot, or quit. The misconception that sheer willpower equals success has caused countless startups to fail, not because the idea was bad, but because the founder couldn’t tell when to change course.

In this episode, Chris and Yaniv dive deep into Paul Graham’s classic essay on the difference between persistence and obstinacy. Drawing from decades of startup experience, they unpack why adaptability, “predatory listening,” and goal-directed experimentation are the true drivers of breakthrough success.

They explore the five traits that set persistent founders apart (energy, imagination, resilience, good judgment, and focus) and explain how to build these skills into your daily practice as a founder.

In this episode, you will:

• Discover the critical difference between persistence and obstinacy in startup culture
• Learn Paul Graham’s “boat rudder vs. boat engine” metaphor and why it matters for founders
• Identify the five traits every successful founder must develop to survive and thrive
• Understand how “predatory listening” and adaptability accelerate learning and reduce risk
• Explore real-world examples (Stripe, Uber) showing how top founders embody these traits
• Apply practical strategies to know when to double down, pivot, or quit a failing idea
• Gain a fresh perspective on why resilience and imagination matter more than raw hustle

The Pact

• Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:
• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe
• Secure your official TSP merchandise at https://shop.tsp.show/
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

#Resilience #Startups #Founder #TheStartupPodcast #Mindset

With Apple’s iPhone Air, iPhone 17 Pro, AirPods Pro 3, and Apple Watch 11 now unveiled, what does this mean for the future of phones and wearable tech? And does the incredible AI of Google Pixel still blow Siri out of the water?

In this episode, Chris and Yaniv delve into Apple’s newest product lineup and what it reveals about the company’s long-term strategy, particularly in the current AI-driven climate. They also discuss both the IPO market heating back up and the recent White House tech dinner, the implications both of these have on the tech industry, and the key takeaways for you as a founder.

In this episode, you will:

• Unpack Apple’s biggest announcements, from the ultra-thin iPhone Air to the next iterative iPhone 17
• Explore the hidden strategy behind AirPods Pro 3’s real-time translation and heart-rate monitoring features
• Learn why Apple Watch 11’s new health functions could reshape the wearable market
• Analyze why Apple’s generative AI gap matters and how it compares with Google’s approach
• Understand how the authenticity economy is changing hiring, recruiting, and founder strategy
• Gain insight into the rebounding IPO market and what it signals for startup liquidity

The Pact 

Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:

• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe 
• Secure your official TSP merchandise at https://shop.tsp.show/  
• Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg 
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A 

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/  

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/  

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/

Pre-seed founders want explosive growth early on, but are you following the wrong playbook too soon? These days strategies, acronyms, and well-intended advice are everywhere, but today's guest argues that the path forward is a simple one: talk to customers, run experiments, and embrace rejection as part of the journey.

In this episode, Yaniv Bernstein speaks to guest Ashley Smith (ex-Twilio, Parse, GitLab, GitHub, and now General Partner at Vermilion Cliffs) and unpacks what it really takes for your startup to go from zero to one. Ashley has been at the helm of some of the most successful developer tool companies in the last decade and now invests in the next generation of technical founders. She shares raw insights from the trenches on how to build community, experiment with growth, and keep your startup alive through grit and iteration.

In this episode, you will:

• Learn why investor playbooks can be dangerous for early-stage founders
• Understand why customer conversations matter more than LinkedIn hot takes
• Discover how product and marketing should be treated as one cohesive strategy
• Explore how companies like Twilio, Parse, and GitLab grew by leaning into community, content, and relentless product shipping
• See why hiring generalists and “specialists in experimentation” is the best early-stage move
• Gain tactical tips on creating authentic founder content in the age of AI slop
• Embrace rejection as a natural (and necessary) part of fundraising and early customer acquisition

The Pact

• Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:
• Follow, rate, and review us in your listening app
• Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe
• Secure your official TSP merchandise at https://shop.tsp.show/
• Follow us on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg
• Give us a public shout-out on LinkedIn or anywhere you have a social media following

Key links

Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A

The Startup Podcast website: https://www.tsp.show/episodes/

Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/

Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/