Sleeping in Parking Lots to $250M+ Revenue: The Handshake Story

24 Jul 2025 · 97 min
1:36:35

In this interview, Handshake co‑founder and CEO Garett Lord recounts the company’s scrappy origins, early fundraising, go‑to‑market tactics, product evolution, and growth into a $250M‑plus revenue business. He describes how he and co‑founder Ben drove across the U.S. in a beat‑up Ford Focus, sleeping in McDonald’s parking lots and working from Starbucks, while living in a $700‑a‑month house with eight other roommates. Their dad, a risk‑on construction worker, funded the venture with his retirement savings after seeing early interest from universities and employers. To break through the credibility gap with career services, they used cold‑calling and highly personalized gift boxes (mugs from each school’s alma mater, handwritten notes, and custom photos) that secured the first five university sign‑ups out of hundreds of pitches. Early product naming (Trajectory → Handshake) and branding were refined through these outreach efforts. Handshake’s launch was chaotic: they rolled out the platform to students, alumni, and employers simultaneously, leading to massive email‑queue failures and operational fires. The team endured grueling work hours, couch‑surfing on friends’ sofas, and a move from Michigan to Silicon Valley funded by early investors. After over 100 rejections—including from Y Combinator—they finally closed a seed round with True Ventures and Lightspeed, followed by multiple later rounds. The company’s growth strategy prioritized university relationships and student value before monetizing employers, a sequencing that helped de‑risk the business and attract capital. Lord discusses the competitive landscape versus LinkedIn and Indeed, emphasizing Handshake’s focus on early‑career talent and the emerging AI‑driven “human data” business that matches PhDs and master’s students with LLM labs. He outlines product decisions such as maintaining a student‑first ethos, building AI‑powered recruiting tools (annotation, interview, payments platforms), and leveraging data to improve hiring outcomes and employee retention. Hiring at Handshake involves intensive working‑session case studies to assess candidates, and the board is actively used in interview vetting. The founding team’s strong personal bonds (co‑founder as best man, mutual respect) have kept all three founders together. Looking ahead, Lord envisions Handshake overtaking LinkedIn and Indeed to become the dominant work platform powered by AI. Key takeaways: relentless bootstrapping, creative sales tactics, the importance of sequencing product focus, the role of personal networks in early funding, the challenges of rapid scaling, and a vision of AI‑enhanced career services.

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