The Chief of Staff Podcast

Building Smarter Finance Teams: Tax, AI, and the Startup Chief of Staff with Andrew Rea

Sep 23, 2025 · 21 min · 20.7 MB
0:00-21:31

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In this episode, Tom Guthrie, President of Chief of Staff Network, sits down with Andrew Rea, co-founder and CEO of Taxwire, to unpack the challenges of global sales tax compliance and the shifting role of finance teams in fast-growing startups. Andrew shares insights on leveraging automation and AI in finance, opportunities for young professionals to stand out, and the importance of building authentic company culture. He also highlights the evolving impact of Chiefs of Staff in early-stage companies—acting as force multipliers and strategic problem-solvers.