Nov 20, 2018 · 23m · top-founders
1214 $3.5m ARR Any.do focused on doing your tasks for you
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In this episode of The Top Entrepreneurs, host Nathan Latka interviews Any.do founder Omar Perchik to explore how the productivity app achieved $3.5 million in ARR with 100,000 paying subscribers while transitioning toward an AI-driven autonomous task execution platform.
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 44.2% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Omar rejects Nathan's line of questioning about spending a billion dollars on acquisition, calling it a purely theoretical point with no connection to the real world.
Hardest push from Nathan ▶ 2:13 Refusing vague growth claimsNathan bluntly refuses to accept Omar's evasive answer on growth, telling him he cannot come on the show claiming rapid growth without giving real numbers.
Biggest teaching moment ▶ 19:14 Omar explains ad channel saturation and diminishing returnsOmar educates Nathan on why paid spend cannot scale indefinitely, explaining that marginal spend targets less relevant audiences and deteriorates ROI.
Nathan holds their own ▶ 4:02 Instant cash payback vs revenue recognitionNathan demonstrates sharp financial acumen by instantly identifying that a day-one CAC payback on upfront annual plans represents a cash basis payback rather than accrual revenue recognition.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Any.do Background, Pricing Model, and Acquisition Economics | 6 | 2 | 4 | 6 | Nathan presses Omar when he refuses to give specific growth metrics, calling him out for saying they are growing rapidly without offering exact numbers. Nathan also breaks down the SaaS unit economics and instant cash payback based on Omar's upfront annual pricing. | |
| Pivoting to AI-Driven Smart Task Execution | 6 | 5 | 4 | 6 | Nathan challenges the premise of the smart assistant model, questioning whether users really save time talking to a bot rather than completing tasks manually. Omar defends the NLP and machine learning capabilities built into Any.do to automate high-friction tasks. | |
| Sponsor Segment: Monday.com Project Management Platform | 6 | 3 | 3 | 5 | Following a sponsor read for Monday.com, Nathan digs into Any.do's ARR, cohort retention, and churn metrics. When Omar reports a 40% annual gross logo churn, Nathan points out that 40% is high for SaaS while noting the nuances of B2C models. | |
| Team Composition, Venture Funding, and Capital Allocation Debate | 7 | 6 | 8 | 8 | A heated clash occurs over capital allocation and paid acquisition scaling. Nathan insists that if CAC is instantly profitable, Omar should spend infinitely, while Omar forcefully pushes back that diminishing returns make Nathan's theoretical question detached from real-world audience limits. | |
| Famous Five Rapid-Fire Questions and Episode Recap | 4 | 2 | 2 | 3 | Nathan runs through the Famous Five rapid-fire questions, teasing Omar on vague CEO answers and clarifying his mathematical rule for hiring high-density talent. |