How a sales team books over $25M in new business per year | Lee Roberts

7 Aug 2023 · 55 min
55:27

In this interview, Lee Roberts, Director of Firmwide Sales and owner at Bergen KDV, walks through how his company grew to generate over $25 million in net new sales annually. He explains the current sales structure—16 hunter‑type reps, 8 account‑manager‑type reps, team leads, and a sales‑engineering function—and how the organization evolved from a founder‑led, geographically‑focused model to a vertically‑focused, industry‑specific approach. Roberts emphasizes recruiting for business acumen, learning ability, and resourcefulness rather than just experience, and he describes an onboarding process that teaches reps to sell outcomes instead of product features across a portfolio of more than 60 productized solutions. He shares the metrics his team tracks—four new opportunities and four upcoming wins each week—as leading indicators of pipeline health, and he stresses the shift from activity‑based management to outcome‑based coaching. The conversation also covers prospecting tactics (phone, networking, drop‑ins, digital), allowing reps to play to their strengths, and the importance of storytelling that focuses on customer pain. Roberts discusses leadership mindset changes, delegating revenue generation to the team, and the need to build talent to increase enterprise value, especially for founders considering an exit. He recommends self‑education resources (Google, YouTube, books by Jeb Blount, Fanatical Prospecting, Challenger Sale) and highlights the role of the Independent Payroll Providers Association (IPPA) in industry advocacy and knowledge sharing. Throughout, he balances practical anecdotes with strategic insights on scaling a sales organization in the HCM space.

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