The Achieve Podcast - Nate Olsen (BestFit PEO Solutions)

30 Apr 2026 · 18 min
18:00

In this episode of the Achieve Podcast, host Taylor Baker interviews Nate Olson, President of Best Fit PEO Solutions. Olson recounts his 30‑year journey through the PEO industry—from early roles at World Tech Group, Administaff/Insperity, TriNet, and ADP TotalSource—to launching a broker program at Insperity that grew to 30% of its new sales. Three years ago he co‑founded a brokerage that has since pivoted to become the first pure‑play PEO general agency, focusing exclusively on supporting broker partners rather than selling directly to businesses. The conversation covers the industry’s “PEO inflection point,” where business owners increasingly seek broker‑led optionality among the 526 U.S. PEOs, and how Best Fit’s back‑office, AI tools, and nearshoring enable rapid proposal comparison and scaling. Olson emphasizes trust, deep industry relationships, and a combined 200‑plus years of experience as core differentiators. He discusses the current growth driver—onboarding roughly one broker per day—while highlighting the primary constraint: maintaining white‑glove service as broker volume scales. The interview wraps with reflections on lessons learned from corporate America, the value of entrepreneurship, and advice for founders to persevere. Olson expresses excitement about the evolving broker‑led PEO market and invites listeners to connect via bestfitpeo.com or LinkedIn.

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