Alan Matthews
Investor at Core31
Miami Beach, Florida, United States
Summary
👤
Senior🎓
Top SchoolAlan Matthews is a serial founder and investor with over three decades of experience launching and scaling technology companies, including founding Rapid7, a cybersecurity firm that grew into a $6B NASDAQ company. He combines hands-on engineering roots—from early systems programming at IBM and graphics work at HBO—to strategic leadership across startups in security, content management, performance monitoring, and recruiting technology. Over fifteen ventures, he’s learned to embrace failure as a source of insight and has a track record of building enduring teams and culture that survive hypergrowth. Now investing through Core31, he advises emerging companies on operational execution, product-market fit, and tactical security practices. Notably, his technical background includes backend web development and deep involvement in vulnerability assessment and penetration-testing tooling that helped institutionalize modern security practices. Based in Miami Beach, he brings a pragmatic, experienced perspective that values people, judgment forged by experience, and the long game of building lasting enterprises.
11 years of coding experience
39 years of employment as a software developer
How to be bullied, beaten up, and made to feel inadequate., High School, How to be bullied, beaten up, and made to feel inadequate., High School at Hurstpierpoint College
Stackoverflow
1reputation
0reached
1answer
0questions
Github Skills (25)
gemfile8
ruby8
unix8
css7
rake7
nodejs6
sql6
windows6
stripe-payments6
browser6
linux6
javascript6
macos5
jekyll-theme5
jekyll5
Programming languages (4)
Github contributions (5)
matthewsalan/matthewsalan.github.io
Jan 2015 - May 2026
Contributions:4 PRs, 215 pushes, 2 branches in 11 years 6 months
my-blogjekyll
matthewsalan/spotornot
Feb 2015 - Apr 2015
Contributions:43 commits, 19 PRs, 28 pushes in 1 month
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