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The Drafting Table
Jess Lin
15 episodes
11 hours 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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How Merge Landed the World’s Biggest Bank, with Shensi Ding, Co-Founder of Merge
The Drafting Table
44 minutes 24 seconds
4 months ago
How Merge Landed the World’s Biggest Bank, with Shensi Ding, Co-Founder of Merge

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 founders should skip SMBs entirely.


⏱️ Timestamps


3:00 – Merge's origin story and why they wish they started with enterprise sooner


8:34 – The case for starting enterprise-first vs selling to startups


13:30 – Rebuilding go-to-market: hiring new CRO and team


18:00 – Rethinking B2B marketing beyond LinkedIn vibes


27:00 – Sales decks, POCs, and what actually closes enterprise deals


30:00 – AI in engineering: why founders should still code


38:00 – Pricing power and enterprise vs startup sales


42:00 – Fundraising and founder-VC dynamics


#b2bsales #enterprisesaas #startupfundraising #venturecapital #startuptips #merge

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.