Small Planning Conversations That Lead to Bigger Engagements

Small Planning Conversations That Lead to Bigger Engagements

May 15, 2026 · 25 min

About this episode

This episode discusses how simple planning conversations can lead to significant client engagement and uncover larger financial opportunities.

Sometimes the biggest client wins start with a simple question. In this episode, Cary Sinnett and Jackie Cummings Koski share five fast, high-impact planning ideas that can instantly deepen client conversations and uncover bigger opportunities. From forgotten 401(k)s and Roth-funded 529 strategies to overlooked HSA and charitable planning moves, these are the kinds of insights that make clients stop and say, "Wait… I didn't know that." If you want practical ideas you can use immediately to create value, strengthen relationships, and spark more meaningful planning engagements, this episode is for you. Questions answered: Can clients really use 529 plans for professional credentials and Roth IRA funding? How can clients access retirement money before age 59½ without the 10% penalty? Are advisors overlooking powerful HSA planning opportunities for families? What charitable giving strategies work best for non-itemizers? How do clients find forgotten 401(k)s and abandoned accounts? Resources: Retirement Savings Lost and Found Database National Association of State Treasurers Health Savings Accounts Beyond the Basics 529 plan expansion boosts education and CPA access Slott and Keebler…

People in this episode

Guests: Cary Sinnett, Jackie Cummings Koski

Topics covered

Keywords

Sponsors

AICPA

Mentioned in this episode

Organizations: CIMA, National Association of State Treasurers

Products: Retirement Savings Lost and Found Database, Health Savings Accounts Beyond the Basics, 529 plan

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