ABOUT THIS EPISODE
Most founders think if they build a great product, the pipeline will magically appear.
It won’t.
In this episode of The Drafting Table, Alex Rosemblat (Advisor and Former CMO at Datadog) joins us for a tactical breakdown of how startups should actually think about marketing — especially in the early days.
We cover:
- Why “knowing your customer” is a cliché…until you realize you really don’t
- How Datadog thought about scoping, focus, and qualifying customers out
- What kinds of marketing campaigns actually worked — and which failed
- A simple formula any founder can use to figure out how much pipeline they actually need
- The biggest mistake technical founders make when trying to build go-to-market
- How Datadog transitioned from PLG to enterprise — and the hidden lessons they learned
Whether you’re just getting your first users or trying to scale to your first million in ARR, this episode will leave you with practical, non-obvious insights on how to build pipeline the right way.
Subscribe to The Drafting Table for more tactical conversations with operators, founders, and GTM leaders.
English
United States
TRANSCRIPT 🔗
Are you the producer of this podcast?
Add a podcast transcript
Need Audio-to-Text?
Transcribe with Listen411 in Just 60 Seconds
SEARCH PAST EPISODES
Search past episodes of The Drafting Table.
OTHER EPISODES IN THIS PODCAST
Most founders think the sale ends with a signed contract. But according to Rose Kozar, that’s just the beginning.
In this episode of The Drafting Table, Rose Kozar—VP of Client Solutions at Courier Health—makes the case that post-sales is the most overlooked growth lever in SaaS. She breaks down h…
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.
In this episode of The Drafting Table, we dive into the tactical truths no one tells you about early-stage sales: how founders should approach cold outbou…
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 a…
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.
If you’re a pre-seed or seed-stage founder, this is the real talk you’ve been craving—but rarely get from…
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.
In this episode of The Drafting Table, Amy Holtzman (CMO at CHEQ and former marketing leader at Splash, AlphaSense, and Conductor) breaks down the…
Disclaimer: The podcast and artwork embedded on this page are from Jess Lin, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.
EDIT
Thank you for helping to keep the podcast database up to date.
