# 297. Why Everything You Know About Sales Is Wrong, with Thomas Waites Page: https://stenobird.com/podcast/truth-lies-and-work-5599780/297-why-everything-you-know-about-sales-is-wrong-with-thomas-waites Text version: https://stenobird.com/podcast/truth-lies-and-work-5599780/297-why-everything-you-know-about-sales-is-wrong-with-thomas-waites.md Podcast: [Truth, Lies and Work](https://stenobird.com/podcast/truth-lies-and-work-5599780) Published: 2026-04-30T18:32:00+00:00 Episode link: https://traffic.megaphone.fm/HS5343448602.mp3?updated=1777632610 Audio file: https://traffic.megaphone.fm/HS5343448602.mp3?updated=1777632610 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/truth-lies-and-work-5599780/episodes/297-why-everything-you-know-about-sales-is-wrong-with-thomas-waites Duration seconds: 3144 ## Resource Welcome back to Truth, Lies & Work, the award-winning workplace podcast where behavioral science meets workplace culture. Part of the HubSpot Podcast Network, the audio destination for business professionals. If you’re a founder who has built something brilliant but finds the idea of 'selling' it a little bit icky, this episode is for you. Today, we’re joined by Thomas Waites, a fractional Chief Revenue Officer and startup advisor who has scaled multiple companies from seed stage to successful acquisition. Thomas takes a refreshingly contrarian view of sales. He argues that the very traits many founders think disqualify them from sales—honesty, empathy, and a hatred for pushiness—are actually their greatest competitive advantages. 🔥 What we cover in this episode: The "Rainmaker" Reimagined: Why a Chief Revenue Officer (CRO) is about more than just closing deals—it’s about owning the entire customer revenue journey. The Tattoo Bet: The incredible story of how a team culture of "tattoo bets" led Thomas to ink a bull on his shoulder after closing a massive deal with 40,000 Warner Brothers employees. Sales for STEM Founders: How highly analytical, introverted founders can become world-class at sales by treating it like an engineering problem. The 75/25 Rule: Why the best salespeople speak only 25% of the time and how "negative reverse selling" can turn a 'no' into a 'yes' by simply respecting the prospect's boundaries. Building Your Sales Team: Why your first hire should NOT be a VP of Sales or a CRO, and the specific progression founders should follow to scale their revenue. 🧠 Key Takeaways Honesty is a Competitive Advantage: Most prospects expect to be lied to. When you are transparent about what your product can’t do, you build instant, unshakeable trust. Sell to Emotio… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/truth-lies-and-work-5599780/episodes/297-why-everything-you-know-about-sales-is-wrong-with-thomas-waites/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/truth-lies-and-work-5599780/297-why-everything-you-know-about-sales-is-wrong-with-thomas-waites.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.