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Growing a B2B product

Structure Cloud

Joined as an engineer, stepped into the product role when there wasn't one. Led the product for 5 years — grew it from launch to $20M+ ARR.

My approach

1
Business Goal
What metric to move? Break it down, find the weak branch.
2
Research
Talk to customers, look at data. Understand the real problems.
3
Opportunities
Which problems can we solve to move the metric?
4
Solutions
With eng + design. Prioritize impact vs effort. Roadmap.
5
Ship & Validate
Hypothesis per initiative. Ship smallest thing. Did the metric move?

Decomposing ARR

ARR = Trials × Conversion × (1 − Churn) × Price

Here's the formula. Now find the levers. I broke this down into a metric tree — business metrics at the top, product metrics (leading indicators) underneath. Aligned with leadership on allocation: 70% on churn, 30% on conversion.

Business Goal
ARR Growth
Churn(70%)
Business metric
Annual churn rate
Product metrics (leading)
MAU per account
Feature adoption rates
Conversion(30%)
Business metric
Trial conversion rate
Product metrics (leading)
New user funnel:
Add generator →
Add columns →
Meaningful report
Trials
Business metric
Trial volume
Product metrics (leading)
Marketplace page conversion

Churn — 70% of effort

The biggest lever. Customers migrating from Server to Cloud had established workflows — specific setups, specific jobs they relied on. I built relationships with our largest accounts, walked through their actual workflows step by step, and learned what Cloud wasn't covering.

This wasn't survey data — it was individual relationships with our highest-value customers. The result was targeted feature work addressing their specific pain points. I tracked MAU per account and feature adoption as early signals — if those moved, churn would follow.

Conversion — 30% of effort

I set up a system to reach out to everyone who uninstalled — personal email, offered a call. Also joined solution team calls to see where new users were struggling firsthand.

The insight: non-technical users — PMOs, managers — had the same job as our power users but couldn't get past the complexity. They'd try the product and bounce in minutes. Huge market we were losing at the door.

I started small to prove the case to leadership — then earned investment for bigger bets:

1
Toolbar redesignConfusing buttons caused drop-off at step 1 of the funnel
2
Welcome screenNew users didn't know where to start — guided entry point
3
TemplatesCommon use cases shouldn't require building from scratch
4
Product tourUsers got lost mid-flow — guided walkthrough improved completion
5
Speed modeHid advanced complexity entirely — opened the product to a new audience

Quick wins first (1–2) to prove the approach and earn investment for the big bet (5). Each step had a hypothesis and targeted a specific drop-off in the new user funnel.

The team grew from 10 to 30 engineers during this period. To avoid becoming a bottleneck, I introduced Epic Owners — engineers who led features end-to-end. I brought direction and customer context, they owned execution.

Results

$20M+
ARR — grew from launch
24% → 15%
Annual churn
~2x
Trial conversion