Midlife Circus

Burning Matches Media

Midlife isn’t the end — it’s the evolution of Gen X. Hosted by Brent Drever and Rob Espenel, Midlife Circus is where real conversations meet reinvention. Like any good circus, midlife is part chaos, part wonder — a stage for learning new acts. From careers and relationships to purpose and adventure, Rob and Brent explore the unpredictable, messy, and meaningful middle of life with humor, honesty, and a touch of rebellion. Pull up a seat under the tent — and get ready to laugh, reflect, and rediscover what’s possible in Your Next Great Act.

  1. 20H AGO

    Someday Is a Lie: Adventures Expire

    In this episode of Midlife Circus, Brent and Rob unpack why adventures and experiences don’t last forever—and why waiting for the “right time” is often the biggest risk of all. From scratched bucket-list dreams and changing travel styles to family windows that close faster than we expect, they explore how health, relationships, and energy shape what’s still possible—and what’s already expired. This isn’t about drastic change or reckless decisions—it’s about awareness, choice, and action. Because the most expensive decision in midlife isn’t what you do—it’s what you keep postponing.   Links, resources, books mentioned: Visit Episode WebsiteJoin the Midlife Circus Community on SubstackFollow us: Instagram, LinkedIn, Facebook, YouTubeOutlive: The Science and Art of Longevity - Peter Attia(This post includes affiliate links. As an Amazon Associate, we may earn a small commission if you purchase through these links—at no extra cost to you.)   Topics we are covering in this episode: Adventures can expire due to health, relationships, or interests.Seizing opportunities is crucial as life changes.Family dynamics affect the timing of adventures.Experiences with children have a finite window.Health impacts the ability to pursue adventures as we age.Writing down goals can help prioritize adventures.Sharing your goals with others can lead to support and accountability.It's important to embrace adventures before they expire.

    43 min
  2. 12/31/2025

    New Habits, New Year, New You

    In this conversation, Brent and Rob explore the significance of habits, particularly in the context of sleep, transitions in life, and midlife changes. They discuss the importance of understanding and improving sleep habits, navigating the anxiety of transitions, and the value of slowing down to create space in life. The discussion also emphasizes the need for self-reflection during midlife, envisioning changes before they occur, and the process of building new habits through cues and rewards. Ultimately, they highlight the journey of habit formation and the importance of creating healthy habits for a fulfilling life.   Links, resources, books mentioned: Visit Episode WebsiteJoin the Midlife Circus Community on SubstackFollow us: Instagram, LinkedIn, Facebook, YouTubeThe Power of Habit - Charles Duhigg(This post includes affiliate links. As an Amazon Associate, we may earn a small commission if you purchase through these links—at no extra cost to you.)   Topics we are covering in this episode: Navigating transitions can create anxiety, but it's important to find a new pace.Creating space in life allows for better enjoyment of activities and reduces stress.Midlife is a time for reflection and reassessment of habits and priorities.Envisioning changes before they happen can help ease transitions.Practicing new habits in advance increases the likelihood of success.Understanding the cues and rewards associated with habits can facilitate change.It's essential to identify habits that serve you well and those that don't.Sleep is a crucial habit that can significantly impact productivity and well-being.Midlife offers an opportunity to create a new version of yourself through healthy habits.

    48 min
  3. 12/10/2025

    Hiring a Financial Advisor? Listen To This First

    In this conversation, Brent and Rob discuss the critical aspects of hiring a financial advisor, emphasizing the importance of trust, understanding fiduciary responsibilities, and aligning values with financial goals. They share personal experiences and insights on navigating the complexities of financial planning, the significance of asking the right questions, and the necessity of building a strong advisor-client relationship. The discussion also highlights the generational shift in financial planning, where individuals are now responsible for their retirement savings and investment decisions, making the role of a financial advisor more crucial than ever.   Links, resources, books mentioned: Visit Episode WebsiteNewsletter Sign UpFollow us: Instagram, LinkedIn, Facebook, YouTubeBrokerCheckInvestment Adviser Public DisclosureTopics we are covering in this episode: Hiring a financial advisor is a significant decision that requires careful consideration.Trust is the most important factor when choosing a financial advisor.Understanding the difference between fiduciaries and salespeople is crucial.Asking the right questions can help you evaluate potential advisors effectively.It's essential to align your financial advisor with your personal values.The timing of hiring a financial advisor can impact your financial future, especially before retirement.Regular communication with your advisor is key to a successful relationship.Newer advisors can be effective if they have a strong support team behind them.Understanding your relationship with money can guide your financial decisions.You should feel comfortable discussing your financial situation with your advisor.

    54 min
  4. 11/26/2025

    Navigating Loneliness in Midlife

    In this conversation, Rob and Brent explore the often-overlooked topic of loneliness, particularly as it relates to midlife transitions. They share personal experiences of navigating loneliness after career changes, the importance of vulnerability, and the value of seeking help through therapy. The discussion also delves into the evolution of friendships, distinguishing between 'real friends' and 'deal friends,' and the difference between solitude and loneliness. Ultimately, they emphasize the importance of connection and the proactive steps one can take to foster relationships and combat feelings of isolation.   Links, resources, books mentioned: Visit Episode Website Newsletter Sign UpFollow us: Instagram, LinkedIn, Facebook, YouTubeQuiet: The Power of Introverts in a World That Can’t Stop Talking - Susan Cain(This post includes affiliate links. As an Amazon Associate, we may earn a small commission if you purchase through these links—at no extra cost to you.)   Topics we are covering in this episode: Loneliness can creep in at different points in life, especially during transitions.Navigating loneliness can be challenging, particularly after leaving a career.Seeking help and being vulnerable is crucial in overcoming loneliness.Therapy can serve as a performance coach to help individuals navigate their feelings.It's important to recognize the difference between solitude and loneliness.Building and maintaining friendships requires effort and intention.Not all friendships will transition from work to personal life; some may fade.Embracing solitude can be healthy, but too much can lead to loneliness.Putting yourself out there is essential for building new connections.Change can be tough, but surrounding yourself with supportive people can ease the journey.

    58 min
4.8
out of 5
30 Ratings

About

Midlife isn’t the end — it’s the evolution of Gen X. Hosted by Brent Drever and Rob Espenel, Midlife Circus is where real conversations meet reinvention. Like any good circus, midlife is part chaos, part wonder — a stage for learning new acts. From careers and relationships to purpose and adventure, Rob and Brent explore the unpredictable, messy, and meaningful middle of life with humor, honesty, and a touch of rebellion. Pull up a seat under the tent — and get ready to laugh, reflect, and rediscover what’s possible in Your Next Great Act.