Brook Critchfield focuses on the messy middle—founder-led B2B software companies that are too mature for traditional VC but too small or quirky for large PE—and positions himself as funding founders where others won't by seeking situations that don't fit conventional checklists. He's known for backing operator-first teams with deep domain experience and consistently frames his investment thesis around quick time to value and high ROI for end customers, showing a strong bias toward products that can prove tangible, measurable outcomes.
About their Fund
Sectors
SaaS, Enterprise, Fintech, Cybersecurity, Health
Rounds
Series A - Series B+
Avg Check Size
$3M-$10M
Notable Investments
Plymouth Growth focuses on the "magnificent middle" of B2B technology companies with $3-15M in revenue that are too small for most growth equity funds but beyond early-stage VC, particularly targeting founder-led businesses in the Midwest and other regions underserved by coastal investors. The firm combines venture-style follow-on capital with a buy-and-build strategy that supercharges growth through transformational acquisitions, positioning itself as a long-term partner for "gritty" B2B tech companies that others dismiss as "too small" or "too boring."
Notable Fund
Investments
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Sheets they're in
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Sheets they're Fund is in
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