May 22, 2022 · 17m · top-founders
How he built 10k beta list, used it to raise $3m for new Calendar Tool
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
Mayday founder Jeremy Bell explains how he built an AI-powered smart calendar, scaled a pre-revenue closed beta waitlist to tens of thousands of users through organic social listening, and secured a $3 million seed funding round.
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 35.9% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Bell refuses to give an exact number on the waitlist size, dismissing the metric's immediate importance by asking 'who cares?'.
Hardest push from Nathan ▶ 11:49 Latka challenges the 3-year pre-revenue delayLatka directly challenges Bell on why the startup has remained pre-revenue since 2019 despite amassing over 10k waitlist signups.
Biggest teaching moment ▶ 10:06 Bell corrects Latka on Facebook exit proceedsBell sets the record straight after Latka assumes he was flush with cash from a Facebook buyout, explaining he left the firm prior to the acquisition.
Nathan holds their own ▶ 14:18 Latka lectures on paywall reverse-engineeringLatka displays deep SaaS domain knowledge by outlining structured mathematical approaches to setting usage paywalls.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Introducing Jeremy Bell and the AI Assistant Vision for Mayday | 5 | 4 | 1 | 2 | Latka tests the premise of Mayday by asking if it simply cancels all meetings, then illustrates his personal calendar pain points and batching workflow using Acuity. Bell clarifies how Mayday acts as an intelligent assistant managing context and scheduling buffers. | |
| Organic Growth Tactics and the $3M Seed Round | 5 | 3 | 2 | 4 | Latka presses Bell on exact waitlist numbers and infers the automated Zapier social listening filters. Bell details how custom social listening scripts flag high-engagement time management posts. | |
| Sponsor Message: Scaling Global Teams with Remote.com | 5 | 5 | 2 | 6 | Latka probes into Bell's personal net worth and funding history, assuming Bell profited from Facebook's acquisition of Teehan+Lax. Bell corrects the record, clarifying he left before the acquisition and funded early days via crypto and modest exits. | |
| Superhuman Comparisons and Monetization Architecture | 7 | 4 | 2 | 3 | Latka outlines specific quantitative frameworks for designing SaaS paywalls based on activation metrics and usage stack ranking. Bell explains his product strategy of forming daily habits before gating collaborative features. |