Luis (caller)
Owner of a contracting business now operating remotely from Guatemala with a team running day-to-day operations, calling to ask about running his business during a long-term absence for mission work.
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Feb 4, 2026 • 51min
Should I Take on a Leadership Role Again? (I Failed Last Time)
Luis, owner of a contracting business now running remotely from Guatemala, asks about leaving operations in his team’s hands while doing mission work. Cole, part-owner of a growing property management company from Springfield, debates whether to leave to rescue his father’s struggling trucking firm. They discuss weighing long-term tradeoffs, diagnosing failing businesses, and leading remotely with trust and clear rhythms.
