The First Operator
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What the First Finance Hire Actually Does
It’s not about closing the books. It’s about giving the company a way to see itself.
Oct 24, 2025
•
Bobby Pinero
3
Latest
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Discussions
How to Build Your First Department Budgets
Without killing the vibe
Oct 14, 2025
•
Bobby Pinero
2
AI and SaaS Valuations
Why investors are chasing AI-native growth, how it’s reshaping multiples, and what it means for the next wave of deals.
Oct 7, 2025
•
Bobby Pinero
2
Beyond ARR and NetSuite
Five pieces that show how the next era of finance will be measured, automated, and rebuilt.
Oct 3, 2025
•
Bobby Pinero
1
What is GTM Engineering?
Why operators are paying attention to the rise of GTM engineers, and what they actually do.
Sep 30, 2025
•
Bobby Pinero
3
2
Why SaaS Funnels Break (And How to Actually Fix Them)
The three things you need to get right
Sep 23, 2025
•
Bobby Pinero
1
Principles for First Finance & Ops Hires
Lessons from the trenches on shaping your role and company from day one
Sep 19, 2025
•
Bobby Pinero
4
2
2
The Operator’s Flywheel
How asking better questions builds context, influence, and impact over time.
Sep 16, 2025
•
Bobby Pinero
4
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The First Operator
A newsletter for the first 'numbers hire' at a venture backed startups.
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