Dec 28, 2020 · 26m · top-founders
Mode Grows 95% to $19m ARR, Turning Analysis Into Superhero's
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
Mode CEO and co-founder Derek Steer details how his team built and scaled an analyst-centric collaborative data platform, growing from Yammer-inspired beginnings to tens of millions in ARR through product-led land-and-expand strategies and educational content marketing.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Nathan holds 25.3% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Derek dismisses Latka's suggestion to buy an external community platform, arguing technical users immediately spot artificial corporate sales tactics.
Hardest push from Nathan ▶ 9:40 Host pushes past revenue deflectionWhen Derek hesitates to reveal growth numbers, Latka refuses to let it slide, reminding him of the show's format and pushing him into confirming near 100% growth.
Biggest teaching moment ▶ 11:04 Educating host on Fishtown Analytics and dbtAfter Latka admits he has never heard of Fishtown, Derek explains how dbt fits into the data pipeline between Fivetran and Mode.
Nathan holds their own ▶ 23:22 Host contrasts Notion and Coda fundraising modelsLatka demonstrates deep market knowledge by contrasting Coda's pre-revenue $60M raise with Notion's lean, bootstrapped trajectory.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| The Decision to Launch Mode and Opportunity Costs | 5 | 3 | 1 | 3 | Latka probes into the exact opportunity cost and dilution from Derek's initial seed round. Derek clarifies that his high compensation only kicked in after Microsoft acquired Yammer and walks through the initial $5M valuation math. | |
| Pricing Model Evolution and Grandfathering Accounts | 6 | 7 | 1 | 3 | Latka asks how Mode manages grandfathered accounts and transitions downstream to capture enterprise expansion. Derek provides an in-depth breakdown of how traditional BI models fail technical analysts and why Mode changed pricing from $3,000 per analyst to $25 per seat to encourage broad collaboration. | |
| Revenue Milestones and BI Market Dynamics | 6 | 7 | 4 | 6 | Latka pushes Derek for exact revenue numbers after an initial deflection and suggests spending $5M to acquire an existing developer community. Derek educates Latka on dbt/Fishtown and the modern data stack, then firmly rejects the idea of buying a community as artificial and off-putting to technical users. | |
| Team Structure and Early Sales Leadership | 5 | 5 | 1 | 4 | Latka inquires about early sales headcount and milestones, assuming Mode was at $500k ARR before hiring reps. Derek corrects him, explaining they were barely between $0 and $50k ARR, and shares the realization that analyzing sales is vastly different from executing them. | |
| Venture Capital, Debt, and Bootstrapping Lessons | 6 | 5 | 1 | 2 | Latka asks whether taking early debt was a regret and notes his affinity for bootstrapping. Derek agrees, sharing advice from Yammer's former CFO about the dangers of high early valuations and explaining why he wishes Mode had stayed leaner early on. | |
| Acquisition Inquiries and Recent Financing Round | 5 | 4 | 3 | 5 | Latka directly queries Derek regarding Google acquisition talks and Series C dilution percentage, which Derek deflects diplomatically. During the closing questions, Latka compares Notion and Coda's funding strategies while Derek explains the practical integration difference for Mode. |