From Number Crunching to Piano Keys: Mike Maimone’s Journey of Love, Loss & Reinvention

From Number Crunching to Piano Keys: Mike Maimone’s Journey of Love, Loss & Reinvention

In this soulful and unfiltered conversation, singer-songwriter Mike Maimone—a former accountant turned queer creative force—shares how love, loss, and midlife reinvention shaped his music and life. From finding love across an age gap with late partner Howard Bragman, to channeling grief into his upcoming album and book, Guess What, I Love You (out February), Mike opens up about rediscovering purpose after heartbreak. Together, Rick and Mike dive into healing, queer resilience, and what it means to live unapologetically authentic—no fears, no excuses, no apologies. Three Key Takeaways
  1. Reinvention knows no age limit: Mike’s switch from accounting to full-time musician proves it’s never too late to follow your authentic rhythm.
  2. Love isn’t defined by age—it’s anchored in shared values and authenticity; Mike and Howard’s story shows how connection outlasts external assumptions.
  3. Grief can become creative fuel: Mike transformed loss into art, launching an album and book that honor memory by turning pain into performance.

About Mike Originally a business school graduate and accountant, Mike Maimone made his way into full-time music through Chicago’s blues scene, drawing comparisons to legends like Randy Newman and Leon Russell. He has since performed more than 100 shows annually, appearing at festivals such as Lollapalooza, Riot Fest, and Summer Camp, while sharing stages with Blues Traveler, Plain White T’s, and Company of Thieves. His music has been placed on TV soundtracks and even featured at Wrigley Field. In 2023, Maimone released Borrowed Tunes, Vol. 2, followed by sold-out shows in Los Angeles, New York, and Chicago, with proceeds benefiting The Trevor Project. A live album, Songs for You, Alive in Chicago, followed in early 2024. His forthcoming album Guess What? I Love You, available for pre-order in limited-edition vinyl and CD formats, will include handwritten lyrics, liner notes, and photos, further underscoring the deeply personal nature of the project. Connect With Mike Website Instagram Hey Guys, Check This Out! Are you a guy who keeps struggling to do that thing? You know the thing you keep telling yourself and others you’re going to do, but never do? Then it’s time to get real and figure out why. Join the 40 Plus: Gay Men Gay Talk, monthly chats. They happen the third Monday of each month at 5:00 pm Pacific - Learn More! Also, join our Facebook Community - 40 Plus: Gay Men, Gay Talk Community Break free of fears. Make bold moves. Live life without apologies

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065: How to tap into joy, gratitude, and connection – Murray Guest

065: How to tap into joy, gratitude, and connection – Murray Guest

What happens when you lose sight of joy, happiness, connection, and intent in your life? Us guys tend to keep a lot of that stuff on the surface and say, "I'm great, I'm fine," when in reality we become disconnected and hold it all inside.Talking from the heart, Murray Guest - a leading Strength's coach out of Australia - shares an intimate conversation about creating new habits for creating joy in our lives as guys over 40.About MurrayMurray Guest is one of Australia’s leading Strengths coaches, helping over 1,500 people unlock and apply their strengths to achieve their professional and personal goals. He shares his experiences from 20 years in corporate roles in manufacturing and learning and development to build teams and inspire people. As a Gallup certified Strengths coach he partners with leaders to build strengths-based cultures and realise the benefits a strengths-based approach brings. Murray is passionate about people getting to do what they do best every day and have conversations that matter. He loves mountain biking too!Connect With MurrayWebsiteFacebookInstagramTwitterLinkedInHey Guys, Check This Out!Are you a guy who keeps struggling to do that thing? You know the thing you keep telling yourself and others you’re going to do, but never do? Then it’s time to get real and figure out why.Join the 40 Plus Men's Circle. Learn about about - Click Here!Break free of fears. Make bold moves. Live life without apologiesP.S. get your free My Bold Life Manifesto, Click Here!You can also listen to the podcast on…

20 Mars 202040min

064: Your Negativity Is Killing You – Rick Clemons

064: Your Negativity Is Killing You – Rick Clemons

Ever found yourself stuck in the negativity? Like nothing does anything but pisses you off and makes you only experience the crappy side of life. Then you wonder why, why, why you feel so darn miserable. It's because the negativity has got you by the balls and isn't letting go until you switch things up.Stop the negativity syndrome with these three simple tips to get you back on track, and stop killing your life with negativity.Hey Guys, Check This Out!Are you a guy who keeps struggling to do that thing? You know the thing you keep telling yourself and others you’re going to do, but never do? Then it’s time to get real and figure out why.Join the 40 Plus Men's Circle. Learn about about - Click Here!Break free of fears. Make bold moves. Live life without apologiesP.S. get your free My Bold Life Manifesto, right here - rickclemons.com/manifesto/You can also listen to the podcast on…

13 Mars 20209min

063: When Opposites No Longer Attract – Michael Testa

063: When Opposites No Longer Attract – Michael Testa

There are those life moments when you realize, "This just isn't working!" For some it's when they realize, "I'm gay and I just gotta stop pretending to be straight." For others, its "I'm killing myself trying to carry this team and I hate it." Regardless of the situation, suddenly you realize the opposite of what you thought you wanted, desired, or are trying to be is no longer attractive. And, that's when the real talk starts...with yourself and others.Michael Testa, author of When Opposites No Longer Attract, shoots straight with us about discovering and using those empowering moments to move yourself into your destiny in a whole new way.About MichaelMr. Michael J. Testa is a cum laude graduate of the University of Pittsburgh and a 34-year veteran of the Information Technology industry with 23 years in Information Technology staffing and recruiting. In addition to his career in Information Technology staffing and recruiting, Mr. Testa has experience in IT software development and management in banking, manufacturing, distribution, and public utilities. He has worked for Mellon Bank (BNY Mellon), Fisher Scientific (ThermoFisher Scientific), and KCS Computer Services Inc. In 1997, Mr. Testa formed Testa Consulting Services, Inc. (Testa). Testa has become a leader in the Information Technology staffing industry and is a longstanding member of the Pittsburgh Technology Council and the TechServe Alliance.Mr. Testa is the immediate past president of Equality Pennsylvania and a former board member of TechServe Alliance and PBS station, WQED. In 2009, Mr. Testa created GLEC Pittsburgh, a professional LGBT networking group. In 2018, he was one of the founders of the Three Rivers Business Alliance (3RBA), which is a subchapter of the National LGBT Chamber of Commerce(NGLCC). (GLEC Pittsburgh has since merged into 3RBA.)Mr. Testa is a proud father of two sons. He recently authored a book about his coming out experience called “When Opposites No Longer Attract.”Connect With MichaelWebsiteHey Guys, Check This Out!Are you a guy who keeps struggling to do that thing? You know the thing you keep telling yourself and others you’re going to do, but never do? Then it’s time to get real and figure out why.Join the 40 Plus Men's Circle. Learn about about - Click Here!Break free of fears. Make bold moves. Live life without apologiesP.S. get your free My Bold Life Manifesto, right here - rickclemons.com/manifesto/You can also listen to the podcast on… <img src="https://rickclemons.com/wp-content/uploads/2019/07/RadioPublic-300x81.jpg" height="81"...

6 Mars 202020min

062: Navigating The Possibility Of An Open Relationship – Rick Clemons

062: Navigating The Possibility Of An Open Relationship – Rick Clemons

Relationships are not easy...right? Yet, sometimes relationships cause one or both partners to wander into the land of infidelity or lackluster connectedness. On the other hand, some relationships wander into the realm of an open relationship. All of these scenarios can lead to insanity, or a better outcome, when you take the time to breathe, think logically, and realize that both partners get to have a voice and a perspective in what is best for them as individuals and as a couple. Here's a few insights and suggestions for when you are potentially facing an infidelity or open relationship conversation to help you keep your sanity. Also here's the Values Assessment that was referenced in the show - Click Here! Hey Guys, Check This Out! Are you a guy who keeps struggling to do that thing? You know the thing you keep telling yourself and others you’re going to do, but never do? Then it’s time to get real and figure out why. Join the 40 Plus Men's Circle. Learn about about - Click Here! Break free of fears. Make bold moves. Live life without apologies P.S. get your free My Bold Life Manifesto, right here - rickclemons.com/manifesto/ You can also listen to the podcast on…

28 Feb 202012min

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