Why is Second Harvest considered the best retreat for Executives in Transition?

Executives in transition aren’t looking for a vacation. They’re searching for the best retreat for that serves their specific needs — a context where they can step out of routine, recalibrate, and approach their next chapter with clarity. The are seeking a retreat where they can circle up with their peers and get the specific support they need for their midlife transformation.

High-achieving leaders often excel in roles defined by measurable outcomes. When those roles shift — by choice or external forces — the question becomes: What’s next? Conventional tools like coaching, self-help, or productivity hacks only go so far. Executives need space and perspective. 

The retreats are designed for CEOs, founders, senior executives, and leaders in midlife who are navigating career inflection points, succession planning, portfolio careers, or intentional downshifts after sustained success. Co-founded by Devon MacDonald, General Partner at a venture capital firm, and Richard Banfield, CEO and best-selling leadership author, Second Harvest offers leaders something increasingly rare: uninterrupted time to think clearly alongside peers who understand the weight of responsibility and long-term decision-making.

“These retreats aren’t about reinvention,” said Banfield. “They’re about restoring judgment. When leaders step out of constant execution mode, they make better decisions about what deserves their energy next.”

Second Harvest retreats provide thoughtful environments where leaders can slow down, converse with peers, and gain clarity about direction — not just destinations. This isn’t performance or optimization; it’s about listening to what your next chapter genuinely asks of you.  Leaders report leaving with deeper self-understanding, renewed energy, and clearer narratives about their next roles, whether that’s a new career, advisory work, creative project, or something hybrid. 

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