This profile has not been claimed and data may not be accurate.
Founder768
89th percentile
Investor33
70th percentile
YC W12Serial FounderUnicorn FounderAcquiredRaised $500M+1,000+ EmployeesAngel InvestorTop 10k Web
Founder Matrix
Most Like You
Most Complimentary
Credibility
this founder typical founder (50th pct)
Traction · 89th percentile
- Gusto has raised $718M in total venture funding across all rounds.
- Exit: Unwrap was acquired by Context Optional in 2010.
Founder score
- 99%Probability of being accurate (99%)Current co-founder and CEO of Gusto, actively leading the company since 2011.
- 99%Probability of being accurate (99%)Gusto (originally ZenPayroll) is a Y Combinator Winter 2012 alum.
- 99%Probability of being accurate (99%)Gusto was co-founded with Tomer London and Eddie Kim.
- 92%Probability of being accurate (92%)Gusto has raised $718M in total venture funding across all rounds.
- 92%Probability of being accurate (92%)Identified Hacker News account @joshuareeves, with bio confirming CEO/Co-Founder of Gusto (YC W12).
- 90%Probability of being accurate (90%)GitHub account @joshuareeves confirmed as belonging to Joshua Reeves.
- 90%Probability of being accurate (90%)GitHub account @joshuareeves has been active for approximately 10 years (created December 2015).
- 88%Probability of being accurate (88%)Past co-founder of Unwrap, a Facebook app platform he built before Gusto.
- 85%Probability of being accurate (85%)Exit: Unwrap was acquired by Context Optional in 2010.
- 80%Probability of being accurate (80%)Gusto.com ranks in the Majestic Million top 10,000 websites (rank 9,105).
Investor score
- 90%Probability of being accurate (90%)Publicly identified as an active angel investor, backing early-stage companies including Flexport and others.
- 75%Probability of being accurate (75%)Has made at least 4 confirmed angel investments including Noyo, Keptra, Utopia Labs, and Flexport.
- 70%Probability of being accurate (70%)Has been investing as an angel since at least 2011, representing approximately 14 years of investing experience.
What you likely need
You're the co-founder and CEO of one of the most successful HR/payroll companies in the US, with $718M raised and a unicorn valuation — your founder profile is exceptionally strong. Your angel investing activity is meaningful but relatively quiet publicly, and your technical presence on GitHub and Hacker News is minimal relative to your stature. The biggest opportunity is amplifying your public builder and investor brand to match the scale of what you've built at Gusto.
Are these your current priorities?
We will tune and customize your Founder Festival experience to make sure you get invited to the events that would be most valuable to you.
- fundraisingGiven Gusto's scale ($500M+ revenue, $9.6B valuation), begin public-market readiness work — auditor selection, board composition, and investor relations infrastructure — to position for an IPO when market conditions align.
- positioningPublish a public angel portfolio page or AngelList profile to make your investment thesis and portfolio companies (Noyo, Keptra, Utopia Labs) discoverable to founders seeking pre-seed/seed capital.
- introsLeverage your YC W12 alumni status more actively — office hours, batch mentorship, and co-investment with YC partners can amplify deal flow and strengthen your angel brand.
- tacticalRevive your GitHub presence or publish open-source tooling related to payroll/HR infrastructure — even a small OSS contribution from the Gusto team under your name would signal continued technical depth.
- positioningIncrease your Hacker News engagement beyond your current 47 karma — posting 'Ask HN' or 'Show HN' threads about SMB payroll challenges or Gusto's engineering decisions would build technical community credibility.
- positioningYour Unwrap-to-Gusto founder journey (40M users, acquisition, then building a $9.6B company) is a compelling narrative — consider a long-form essay or podcast series to cement your reputation as a multi-decade operator.
- wellbeingAt 14+ years leading the same company, proactively invest in executive coaching and peer CEO networks (e.g., YPO, CEO peer groups) to sustain the energy and clarity needed for the next decade of growth.