Finding Happiness - Insights with Pending Retiree and Retirement Planner Glen Allen, CFP® episode artwork

EPISODE · Jan 9, 2026 · 39 MIN

Finding Happiness - Insights with Pending Retiree and Retirement Planner Glen Allen, CFP®

from Happiness in Retirement · host Del-Sette Capital Management LLC

In this episode of the Happiness in Retirement podcast, I had the pleasure of interviewing Glen Allen, a valued member of Del Sette Capital Management, who is on the cusp of retirement. As the host, I wanted to explore the multifaceted nature of retirement, especially from the perspective of someone who has dedicated years to the financial industry and is now preparing to transition into this new phase of life.We kicked off the conversation by discussing Glen's feelings about retirement. He expressed a sense of readiness, thanks to his extensive financial preparation and the solid benefits package he has through his wife. However, he also acknowledged that a significant part of his identity is tied to his work, which raises questions about how he will reshape his life post-retirement.Glen shared what he will miss most about his job, including the stimulating environment of trading and portfolio management, as well as the relationships he has built with clients and colleagues. He emphasized the rewarding nature of helping people improve their financial situations, which has been a cornerstone of his career. On the flip side, he is also eager to leave behind the high-stress responsibilities that come with the territory.As we delved deeper, Glen reflected on the challenges of transitioning from a structured work life to a more open and flexible retirement. He humorously noted that his wife, Fran, is already anticipating the adjustments he will need to make, as he is used to a fast-paced work environment. We discussed the importance of maintaining a sense of purpose and meaning in retirement, which is something Glen is keenly aware of.Glen shared his excitement about having more time for family, particularly to assist his aging parents, and to engage in volunteer work at his parish. He also expressed a desire to explore his passion for ceramics and Native American pottery, as well as to stay connected to the stock market, which has been a lifelong interest.We touched on the financial aspects of retirement, where Glen candidly admitted that, despite his expertise, he still has lingering worries about market dependency and the absence of a pension. He emphasized the importance of having a solid financial plan and the need for individuals to think about their lifestyle and spending habits in retirement.Throughout our conversation, Glen provided valuable insights into common misconceptions about retirement, particularly the need for individuals to consider what their lives will look like once they leave the workforce. He highlighted the importance of having a distribution strategy for retirement savings, as many people focus on accumulation but overlook the complexities of drawing down their assets.As we wrapped up the episode, Glen shared his hopes for the future, including travel aspirations and a desire to remain engaged and active in his community. He expressed optimism about the potential for global collaboration to address pressing issues, reinforcing the idea that retirement can be a time for personal growth and contribution.This episode is a rich exploration of the emotional, financial, and social dimensions of retirement, offering listeners a unique perspective from someone who is navigating this significant life transition. Whether you're approaching retirement or simply curious about the journey, Glen's insights will inspire you to think deeply about what your own retirement could look like.

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Finding Happiness - Insights with Pending Retiree and Retirement Planner Glen Allen, CFP®

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