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Pathfinder Legacy

Pathfinder Legacy

Written by: Heidi Olson
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Welcome to the Pathfinder Legacy podcast, where we dive into the crucial conversations around succession planning, retirement, and navigating major life transitions for farm families. Hosted by Heidi Olson, Certified Farm Succession Planner, each episode offers practical advice, real stories, and expert insights to help you secure your legacy and plan for the future with confidence.2025 Economics Personal Finance
Episodes
  • Ep. 25 - The Hardest Conversation Farm Families Avoid
    Jan 9 2026

    Aging, retirement, and caregiving are some of the most difficult conversations farm families face — not because of paperwork, but because of identity, fear, and unspoken responsibility. In this episode, Heidi Olson breaks down why these conversations are so often avoided, how informal caregiving quietly begins, and how unspoken roles can create resentment and stress inside both the family and the operation.

    Heidi shares a practical, compassionate framework for starting these discussions early — without blame, pressure, or forcing decisions. This episode is about replacing crisis-driven choices with calm, intentional planning that protects parents, successors, and the farm itself.

    For guides, checklists, and planning tools to help you navigate life's 
financial decisions with clarity and confidence, visit:

    https://pathfinderlegacy.com/resources/

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    10 mins
  • Ep. 24 - The 2026 Farm Legacy Checklist
    Jan 2 2026

    It's a new year — and for farm families, that means it's time for real planning, not resolutions that fade by February. In this episode, Heidi Olson walks through her 2026 Farm Legacy Checklist, outlining the six critical areas every operation should review annually to protect the business, the family, and the future.

    From balance sheets and land titles to LLCs, insurance, family roles, and scheduling the right conversations, Heidi explains why succession planning is ongoing maintenance — not a one-time task. This episode is practical, direct, and designed to help families start 2026 with clarity instead of chaos.

    For guides, checklists, and planning tools to help you navigate life's 
financial decisions with clarity and confidence, visit:

    https://pathfinderlegacy.com/resources/

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    12 mins
  • Ep. 23 - Legacy Lives in the Stories We Tell
    Dec 26 2025

    In this special holiday episode, Heidi Olson reflects on family traditions, farm memories, and the stories that shape legacy long before documents ever do. From shared meals to cold chores, these moments reveal values, roles, and expectations that matter deeply in succession planning.

    Because legacy isn't just written in paperwork — it lives in the stories we pass on.

    For guides, checklists, and planning tools to help you navigate life's 
financial decisions with clarity and confidence, visit:

    https://pathfinderlegacy.com/resources/

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    11 mins
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