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The Drafting Table
Jess Lin
15 episodes
5 days ago
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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Entrepreneurship
Business
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All content for The Drafting Table is the property of Jess Lin and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Entrepreneurship
Business
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The Hidden SaaS Metrics That Actually Predict Startup Success, With Michaela Lehr
The Drafting Table
49 minutes 13 seconds
7 months ago
The Hidden SaaS Metrics That Actually Predict Startup Success, With Michaela Lehr

Most seed-stage enterprise software founders obsess over topline growth. But the smartest ones? They dig deeper.


In this episode of The Drafting Table, Jessica Lin sits down with Michaela Lehr, seasoned CFO and startup finance leader, for a tactical breakdown of the non-obvious SaaS metrics that actually matter.


Whether you’re building your first model, navigating messy margins, or just trying to understand what your numbers are really telling you—this is the financial playbook every founder needs.


We cover:

✅ Why termination-for-convenience clauses can quietly kill your valuation


✅ The difference between product vs. services revenue (and why M&A buyers treat them differently)


✅ How to think about gross margin, CAC payback, and unit economics—the right way


✅ Why collections (yes, just getting paid) is one of the most overlooked issues in early-stage startups


✅ How to use funnel conversion and sales cycle data to underwrite your own top line


✅ What “great” looks like in retention—and how it ties into upsell, pricing, and packaging


Michaela doesn’t just explain the numbers—she explains the strategy behind them. This is SaaS finance demystified.


🎧 Perfect for:

  • Seed & Series A enterprise software founders


  • First-time CEOs


  • Anyone building (or breaking) a financial model
The Drafting Table
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.