Ep 117: In this episode of The Retirement Success in Maine Podcast, Ben and Curtis explore how the principles of improv can help retirees strengthen Relationships and find new ways to connect. Their guest, Chip Brewer, has performed and taught improv for more than 20 years, working with Fortune 100 executives, educators, and students, as well as authoring his debut thriller novel.
Chip shares how core improv lessons like “yes, and,” active listening, and making others look good can bridge generational gaps, spark joy in everyday Family interactions, and turn awkward moments into opportunities for deeper trust. From navigating conversations with teenagers, to building shared stories with grandkids, to keeping family gatherings fun and inclusive, this episode offers retirees a playful yet practical toolkit for enhancing connection and meaning in retirement.
Chapters:
Meet Chip Brewer, improv performer, teacher, and author. [00:01–02:44]
From Amsterdam stages to teaching Fortune 100 companies. [03:06–07:19]
 “Yes, and,” active listening, and making others look good. [07:47–13:12]
Using improv to bridge gaps with kids and grandkids. [13:12–27:25]
Why embracing flaws leads to deeper trust. [36:05–39:48]
Simple improv games retirees can try at home. [44:23–48:25]
Chip’s personal vision for a fulfilling retirement. [49:12–50:43]
Ben's focus with our clients is to direct the investments of their investable portfolios. In teaming with Curtis Worcester and Austin Minor, Ben combines his investment expertise from attaining the CFA Charter with Curtis & Austin's financial planning expertise to provide clients with the tools, confidence, and education to make informed decisions about their retirement. As Ben, Curtis, and Austin have a number of clients that are Northern Light Health employees, they've developed a specialty in serving clients in the healthcare field. You can read their "Employee Guide to the Northern Light Health Retirement Plans" here.
He has spent his entire career devoted to serving individual clients and institutions by developing and implementing investment strategies, setting portfolio structure, and providing the highest level of client service. He's passionate about helping clients maximize their savings and retirement income using the many financial planning and portfolio management tools available to Guidance Point consultants. Prior to working for Guidance Point Advisors, Ben worked for Acadia Trust, N.A., a subsidiary of Camden National Corporation, as Vice President, Portfolio Manager based in Bangor, Maine. Ben assumed responsibility for and oversight of over $300 million in client portfolios, including individuals, families, retirement plans, endowments, foundations, businesses, and trusts; and he served on the Company’s Investment Committee.
