The First Operator

The First Operator

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The First Finance Hire Job Description
A JD that reflects what the role actually does
 • 
Bobby Pinero
My favorite engagement metric, A3x7
How many users are active 3 out of 7 days a week?
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Bobby Pinero
Burn. Growth. Valuation.
The triangle every startup CFO must master.
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Bobby Pinero
When Credits Meet ARR
Start simple, track them separately, and let your portfolio smooth the bumps
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Bobby Pinero
One Table Beats Ten Charts
A simple framework for turning analysis into action
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Bobby Pinero
3
The Best Job in Startups (that isn't founder)
How joining Intercom as the first finance hire set me up to start my own company
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Bobby Pinero
Not All Growth Is Created Equal
The difference between looking good on paper and building something real
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Bobby Pinero

July 2025

What AI Still Doesn’t Get
So much context lives in conversations and most tools still can’t see it.
 • 
Bobby Pinero
1
The First Hire Every First Operator Should Make
The wrong hire will slow you down. The right one makes everyone faster.
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Bobby Pinero
The ARR Mega Table
aka how we stopped drowning in manual spreadsheets
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Bobby Pinero
3
Everything I Know About Fundraising (Part 2)
Scattered thoughts from someone who's been through every round
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Bobby Pinero
Everything I Know About Fundraising (Part 1)
Scattered thoughts from someone who's been through every round
 • 
Bobby Pinero
© 2025 Bobby Pinero
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