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Podcast Episode

Garden-Glove Service for Family Offices with Jack Dwyer | Financial Planner Search

Financial Planner Search··30 August 2026·32 min

About this episode

In this episode of Financial Planner Search, Jack Dwyer, President of Sunpointe Investments, talks about why he left a giant consulting firm to build a practice that shines a bright light on fees and conflicts and why he thinks of advising as garden-glove work, not white-glove waiting.Jack came to this as an Army engineer who commanded a bridge company in Iraq. He still uses that same instinct: take the fog of war, markets, taxes, family dynamics, a job change and boil it down to what actually matters for this family. He and his partner grew Sunpointe out of family-office work at Hammond Associates and Mercer, serving established offices alongside tech entrepreneurs and even other finance professionals. One moment that meant a lot to him: a fellow CFA charterholder hired them, first for his aging parents, then for himself. The through-line is what money is supposed to carry. Jack sits with kids as young as sixth grade to talk about how markets actually work. He helps grandparents put a family mission and five core values in writing. As he puts it, pass along personal values at the same time you’re passing along account values. TakeawaysGarden-glove service: digging in beside families instead of waiting on themPass personal values with account valuesNext-gen education as early as sixth gradeA family playbook so you can adjust when life happensEven people who “could do it themselves” still hire a coach Chapters00:00 From Army engineer to family-office advisor03:03 Why they built Sunpointe for transparency07:17 Family offices, entrepreneurs, and the CFA who hired them10:18 Preparing kids and grandkids for wealth15:27 Family playbooks when the plan meets real life21:29 Garden-glove service, not white glove22:29 Building out family governance, education, and giving26:52 How working together actually looks30:18 Where to start a conversation You can find them at: https://sunpointeinvestments.com If you are a financial advisor looking to grow your business you can find out more about Wilnau Design at https://www.wilnaudesign.com/ #financialplanning #finance #financialplannersearch #familyoffice #nextgenwealth