The Rollup

A newsletter from Matt Ober on investments, technology, data, & startups.

Featured

Financial Data is so Darn Lucrative

Feb 5, 2025

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4 min read

Financial Data is so Darn Lucrative

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Articles

Do We Need To Raise a Lot of Money?

Mar 17, 2026

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4 min read

Do We Need To Raise a Lot of Money?

Revenue per Headcount

Mar 16, 2026

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3 min read

Revenue per Headcount

Punchup Expands to Music

Mar 13, 2026

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3 min read

Punchup Expands to Music

VBA-Python-AI

Mar 12, 2026

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4 min read

VBA-Python-AI

OpenAI + Alpaca = Winning

Mar 11, 2026

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3 min read

OpenAI + Alpaca = Winning

Code Red: 3x-10x Required

Mar 10, 2026

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4 min read

Code Red: 3x-10x Required