Retirement Playbook: Your Guide to Life After Insurance

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Retirement Playbook: Your Guide to Life After Insurance

November 15, 2023

Wednesday 1:00 p.m.-2:00 p.m. ET

Are you retiring soon or just retirement-curious? Wondering what you’ll do with your days after decades spent building a successful career and business? The Travelers Institute was joined by two former top insurance industry executives, now retirement coaches, Mark and Jody Rollins, who shared their personal journey navigating the post-career world. Learn how they reimagined and transformed their retirement into a time of meaning and purpose and get inspired for your next chapter.

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Summary

What did we learn? Here are the top takeaways from Retirement Playbook: Your Guide to Life After Insurance.

Planning ahead is a necessary step. Mark and Jody emphasize the need to have a solid plan in place well before making the transition into retirement. The first step is to make sure finances are in order, but they also stress prioritizing elements like communication, health and creating a new routine. “It really takes a lot of effort to find your passion, fulfillment and reason to get up in the morning every day. That doesn’t happen naturally,” Mark says. “Retirement isn’t about retiring from something; you have to retire to something.”

Timing can be a challenge. When it comes to figuring out the right time to retire, Mark suggests looking inward. “If you’re financially set, then it’s time to really start thinking about what you want to retire into. Don’t just leave for the sake of leaving,” he says. Jody notes that it’s important to listen to your inner voice when it comes to retirement timing. “You may start noticing you’re less interested in work things and that they aren’t getting you as jazzed anymore,” she says. When entering retirement, it’s also important to consider whether a spouse will still be working. “Plan independent activities that you do alone, and then plan opportunities for joint activities that aren’t just talking about the finances or who’s going to do the grocery shopping,” Jody suggests.

Anxiety about retirement is normal. When polled, 70% of webinar viewers shared that they were nervous about retirement. “I want to validate that if you are afraid and fearful of it, that’s OK,” Mark says. Jody adds that fears around retirement tend to be less about finances and more about a surplus of free time. “In any transition, there’s always a messy middle,” she notes. “As long as you have a plan on the other side, that seems to make it easier. One to five years out is when you really want to start thinking, communicating and looking into hobbies.” To help with planning, they share their five key pillars of retirement: physical wellness, mental wellness, overall relationships, spouse/partner relationships and wisdom sharing. They advise that focusing on these five areas can help you build a meaningful and fulfilled retirement.

Building strong community post-retirement is key. They specifically note the impact of losing work community during retirement. “I had thousands of people that I was in touch with on a regular basis, and that ended that last day,” Mark shares. “Identify your key personal relationships, get those back on track and learn how to meet new people.” Jody also shares some key questions to ask when reflecting on current relationships: “What are the relationships you want to nurture? What have you failed to nurture? Where can you do better and where do you need to let some relationships go?”

Retirement creates new opportunities. With life expectancy up compared to previous generations, retirement is now a longer phase of life and becomes a chance for people to put themselves out there in new ways. “Retirement isn’t like it used to be,” Jody says. “Think of it as the next 30 years, the next chapter. This is your next opportunity to do what fills your soul. Now is the time.” Mark suggests journaling before retirement begins to start thinking about what those next steps could be, tying back to the wisdom-sharing pillar of retirement. “Maybe it’s writing a book. Maybe it’s volunteering. The wisdom-sharing component really is taking your gifts and talents you’ve accumulated and using them to help others,” he says.

Speakers

Markham Rollins headshot
Markham Rollins
Founder of Retirement Transformed

Jody Rollins headshot
Jody Rollins
Founder of Retirement Transformed

Host

Joan Woodward headshot
Joan Woodward
President, Travelers Institute; Executive Vice President, Public Policy, Travelers


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