SaaS Startups

Play.ht is an AI audio generation platform with a side project called Podcast.ai that creates synthetic podcast episodes by training AI models on biographical content and voice recordings. The company demonstrates the capabilities of right-brain AI by generating realistic audio conversations, such as a 25-minute interview between Joe Rogan and Steve Jobs, showcasing both technical achievement and the emerging creative applications of AI.

Adept is an AI-powered automation platform that trains artificial intelligence to use the internet like a human, allowing users to automate complex digital workflows through simple natural language commands. The company has raised $56 million in funding from investors including Greylock and Scott Belsky, with a founding team of 8 people including a former VP of Engineering from OpenAI.

Deets is a review platform launched by serial entrepreneur Paul English to challenge Yelp's outdated model. Instead of relying on reviews from strangers with different preferences, Deets surfaces recommendations from friends, influencers you follow, and algorithmically similar users using machine learning, inspired by TikTok's recommendation engine. English launched it two weeks before this interview and positioned it as a potential billion-dollar opportunity.

Area is an RFID-based platform that brings e-commerce capabilities to physical retail stores. Founded by Jake, a 20-year-old sophomore at University of Michigan who runs Tabs Chocolate (a $2M revenue sex chocolate brand with $800k profit), Area replaces traditional barcodes with OneTag RFID stickers to enable autonomous checkout, inventory tracking, and customer data collection. The technology allows retailers to scan all items at once via antenna rather than individually, creating an Amazon Go-like experience while generating e-commerce insights previously unavailable in physical retail.

Yardstick, founded by Anand (founder of CB Insights), is a 90-day-old SaaS platform that charges enterprise software buyers $30-40k annually for researcher-conducted interviews with software vendors about pricing, satisfaction, and competitive positioning. The business inverts the typical review site model by charging buyers (not vendors) for verified data and positions itself as a high-value alternative to G2 Crowd by conducting original research rather than relying on unverified user reviews.

Sulamon Ali founded Tiny Co in 2009 to create mobile games for the newly launched iPhone App Store. Their first game, Tap Resort, generated $500-600K in revenue in its first month through a partnership with mobile ad network Tapjoy. After raising $18M from Andreessen Horowitz (with Mark Andreessen joining the board), they scaled to $20M revenue in year one and $40M in year two, but hit a wall when Japanese mobile gaming competitors drove customer acquisition costs from $1 to $9, destroying their unit economics and leading to significant monthly losses.

Candid is a mental health app using generative AI to help users get in touch with their mental health through daily video journaling. Users record highs, lows, and responses to therapist-sourced questions, and the AI extracts patterns, emotions, and topics to provide weekly emotional auras and insights. The team raised $500k in pre-seed funding and plans a Stanford launch with expansion to other high-stress universities.

Divi is a clean haircare and scalp care brand launched by Jordan Austin, an Instagram influencer with 2-2.5M followers across platforms, in October 2021. The product originated from Jordan's personal struggle with stress-induced hair loss and evolved from DIY scalp serum recipes she shared with her audience. In just over one year, Divi generated approximately $40M in revenue, driven almost entirely by organic word-of-mouth and user-generated before-and-after content rather than Jordan's direct audience.

PetEx is a highly technical specialist software company for oil and gas operations based in Aberdeen, Scotland. Started in 1990 as a consulting firm, they pivoted to software and generated £78 million (~$100 million USD) in revenue last year with £58 million (~$67 million USD) in profit, paying out £41 million (~$60 million USD) in dividends. With only 420 customers paying ~$300,000/year per license, they achieve exceptional profitability through enterprise-focused, high-value relationships.

Vungal was a mobile app advertising network founded by Jack Smith that pioneered cost-per-install (CPI) pricing instead of traditional CPM models. The company launched 12-18 months after the iPhone App Store opened, capturing perfect timing in a high-growth market. It sold for hundreds of millions in revenue with 60% margins for the company, making it one of the most profitable ad tech businesses.

Vongol was a mobile video ad network founded by Jack Smith that revolutionized app monetization by charging based on app installs rather than video impressions. Starting with mockup-driven cold outreach that generated ~$1M in developer commitments, the company scaled to ~$1M in daily revenue within seven years and sold for approximately $800M. The company's competitive advantage included proprietary iPhone screen recording capabilities and direct relationships with app developers.

Threads is Meta's text-based social network launched in July 2023, reaching 100 million users in its first week by leveraging Instagram's existing user base. The platform positioned itself as a kinder, more moderated alternative to Twitter, with Meta's 20 years of experience managing abuse and spam. Early traction shows potential to disrupt Twitter despite questions about long-term retention and whether it can sustain growth beyond early adopters.

After.com is a cremation-as-a-service platform founded by Mormons based in Provo, Utah. The company handles the full logistics of cremation—from lead capture to tracking—similar to Domino's Pizza Tracker, allowing customers to pre-plan or arrange services after death. The business was built on recognizing a major demographic trend: cremation in the US rose from 10% to over 50-70% of end-of-life choices in the past 20 years, a 'one chart business' opportunity.

Laird Superfood began as Laird Hamilton's home-made superfood recipe that evolved into a commercial product launched online with minimal capital investment of $20-30k. The company achieved rapid early traction through Hamilton's existing following and engaged community, reaching approximately $100-150k in revenue within the first year. The brand went public at a $400 million market cap when doing roughly $40 million in annual revenue, though stock performance has declined recently.

Syed Balkhi bootstrapped WP Beginner, a WordPress education blog, into a billion-dollar portfolio company by age 32. Starting from nothing (his father was a gas station clerk), he built WP Beginner to 2-5M monthly visitors and $100M+ annual revenue, then systematically acquired 30+ complementary WordPress products (OptinMonster, Divi, MonsterInsights, etc.), applying real estate philosophy principles like 'making money on the buy' and 'heads I win, tails I don't lose much' to identify mismanaged gems and unlock hidden revenue streams.

Blockworks is a crypto-native media and information company founded in December 2017 by Jason and co-founder Mike. Starting from cold LinkedIn outreach (300 messages/day), they bootstrapped to $25M+ revenue by building a media platform with podcasts, newsletters, conferences, and eventually a subscription research platform (Blockworks Research). The company scaled profitably from day one, with major conferences like Permissionless generating over $10M in revenue.

Moises Ali bootstrapped Native Deodorant from a kitchen table to a $100M exit to Procter & Gamble. He built the initial website in 3 days using WordPress and Woo Commerce, deliberately avoiding expensive design agencies. The brand grew through word-of-mouth and built a post-purchase upsell mechanism that generated $700k monthly in travel-size sales.

Resi Club is a content-first platform focused on residential real estate coverage and data, co-founded by Anthony Pompliano and real estate expert Lance Lampard (former Fortune real estate editor). Launched just two months before this interview, the platform achieved profitability within the first month on a $100k initial investment and is positioned as the dominant voice in residential real estate commentary.

Sam Ratner dropped out of University of Missouri at 18 to build a mobile-first sports betting platform, recognizing that legalization would transform the U.S. gaming market. He built the company from credit cards and savings from a high school snow removal business, secured partnerships with the NBA and MLB as an authorized gaming operator, and sold the platform to Fubo TV for $40 million at age 23—before it even launched. Since then, he's explored numerous unconventional investments including purchasing a decommissioned riverboat casino and deeply analyzing a vending machine business.

Shaan Puri, founder of the education platform Teachable (sold for $250M when he was 31), is now building Carry, a tax optimization platform centered on solo 401k accounts and wealth-building strategies. The company helps entrepreneurs and business owners leverage tax code advantages like QSBS (Qualified Small Business Stock), solo 401k contributions, and real estate depreciation to reduce their tax liability.