business
Hosted by Jess Lin · business · EN
After a decade of investing in enterprise software, I've noticed something fascinating: While everyone talks about becoming a founder someday, almost no one discusses the tactical skills you need to master before making that leap. That's why I'm launching "The Drafting Table" – a podcast and content series dedicated to uncovering the tactical skills that separate successful operators and founders from those stuck in the dreaming phase.
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Contact path
Public web form
Booking probability
17%
Guest openness
Selective
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Signup to Generate a PitchAfter a decade of investing in enterprise software, I've noticed something fascinating: While everyone talks about becoming a founder someday, almost no one discusses the tactical skills you need to master before making that leap.
The Drafting Table is hosted by Jess Lin. The show has published 15 episodes to date.
Recent episodes include "The Truth About Product-Led Growth and How This Company Got It Right, with David Dorman VP Growth at Grafana Labs" (5 August 2025, 59 minutes), "What Every First-Time Startup Founder Needs to Know, According to Jessica Lin of Work-Bench" (30 July 2025, 39 minutes), and "What does it really take to build and scale a modern healthcare startup in 2025? | Akash Magoon, CEO and Co-founder of Adonis, Trey Holterman, CEO and Co-founder of Tennr" (17 July 2025, 55 minutes).
The Drafting Table publishes roughly weekly, with episodes averaging 52 minutes across 15 episodes.
Booking probability for The Drafting Table is 17%, and the host is rated Selective on guests. The Drafting Table requires a Pod Score of 80 or higher. The Drafting Table's contact route on record: public web form.
The strongest fits for The Drafting Table are IT Services & Software Development and Business & Management Consulting. The Drafting Table has a business audience.
Jess Lin hosts The Drafting Table, a business podcast with 15 episodes published.
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The Drafting Table
<p>Product-led growth (PLG) isn’t just a switch you flip, it’s a strategy that only works when layered with thoughtful go-to-market. David Dorman VP Growth / Self-Service at Grafana Labs, joins The Drafting Table to...
The Drafting Table
<p>How do you know if your idea is strong enough to build a company? When is the right time to raise funding, or hire your first employee? And what actually matters most at the seed stage?</p><p>In this episode of The...
<p>What does it really take to build a fast-growing healthtech startup in one of the most complex industries in the world?</p><p>In this episode of The Drafting Table, Jessica Lin sits down with Akash Magoon (Co-founder...
<p>Can a startup go straight to enterprise and survive? Shensi Ding, Co-Founder at Merge, shares how they scaled from zero to 25,000+ customers by starting enterprise-first, rebuilding their go-to-market team, and why...
<p>It’s easy to keep saying yes to new features. It’s a lot harder to say no, especially when the customer is dangling a big contract.</p><p><br /></p><p>In this episode of The Drafting Table, Danielle Leong (CTO at...
The Drafting Table
<p>Most founders think they’ve hit product-market fit. Kevin Wang wants you to prove it.</p><p><br></p><p>As Chief Product Officer at Braze (NYSE: BRZE), Kevin joined the team in 2012 as an early engineer and helped...
The Drafting Table
<p>What does it really take to raise and run a venture fund from scratch?</p><p><br /></p><p>In this special episode of The Drafting Table, Work-Bench co-founders Jessica Lin and Jon Lehr pull back the curtain on their...
The Drafting Table
<p>Most founders think if they build a great product, the pipeline will magically appear.</p><p><br></p><p>It won’t.</p><p><br></p><p>In this episode of The Drafting Table, Alex Rosemblat (Advisor and Former CMO at...
The Drafting Table
<p>Most founders don’t realize it, but they could be wasting thousands of dollars attending conferences — and getting very little pipeline to show for it.</p><p><br /></p><p>In this episode of The Drafting Table, Amy...
The Drafting Table
<p>Most founders think the sale ends with a signed contract. But according to Rose Kozar, that’s just the beginning.</p><p><br></p><p>In this episode of The Drafting Table, Rose Kozar—VP of Client Solutions at Courier...
The Drafting Table
<p>In this episode of The Drafting Table, Jess sits down with her teammate, Work-Bench investor Daniel Chesley for a rare behind-the-scenes look at how early-stage VC decisions actually get made.</p><p><br /></p><p>If...
The Drafting Table
<p>Most founders want to hire an SDR as soon as they’ve closed a few deals. Alexandra Kane (VP of Revenue at Chalk) says that’s a massive mistake.</p><p><br /></p><p>In this episode of The Drafting Table, we dive into...
<p>Most seed-stage enterprise software founders obsess over topline growth. But the smartest ones? They dig deeper.</p><p><br /></p><p>In this episode of The Drafting Table, Jessica Lin sits down with Michaela Lehr...
The Drafting Table
<p>Most SaaS founders get product launches wrong. They think it’s about blasting their features everywhere on Day 1—but the best launches don’t happen in just one day.In this episode of The Drafting Table, I sit down...
The Drafting Table
<p>Your startup’s biggest risk isn’t running out of money—it’s running out of alignment.In this episode of The Drafting Table, I sit down with David Politis, founder of BetterCloud, to unpack one of the most underrated...
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