Coming Out Later in Life: The Power, The Pain, and The Freedom – Mark Dembo

Coming Out Later in Life: The Power, The Pain, and The Freedom – Mark Dembo

What happens when two grown men finally stop pretending and start living as their fully authentic selves?

In this powerful episode, Rick Clemons sits down with Mark Dembo to talk about coming out later in life, the messy beauty of self-discovery, and the liberating (and terrifying) freedom that comes with being unapologetically you.

They cover:

  • Guilt, anxiety, and codependence in late-life coming out

  • Why authenticity is a leadership superpower

  • Couples counseling, redefining relationships, and facing your truth

  • Coaching vs. fixing: helping people find their own answers

  • The reality of political “allies” who aren’t really allies at all


Whether you’re on the brink of change or deep in the thick of it, this episode is your reminder that it’s never too late to come home to yourself.

About Mark Mark Dembo is a seasoned business leader, executive coach, and passionate advocate for living an authentic life. After spending years hiding a core part of who he was, Mark came out as a gay man later in life — a journey marked by deep introspection, courage, and ultimately, liberation. His story is one of transformation, resilience, and the power of choosing to live fully and truthfully. For decades, Mark lived a life that looked successful on the outside — husband, father, professional — while carrying the quiet burden of not being fully seen. Coming out meant confronting fear, challenging old narratives, and stepping into a life aligned with who he truly is. Today, Mark lives with intention, vulnerability, and joy — and he's committed to helping others do the same. Mark is now finding his true passion in helping LGBTQ+ professionals — especially those coming out later in life — navigate transitions, overcome imposter syndrome and people-pleasing, and create lives rooted in authenticity and purpose. He’s a community advocate working to ensure and preserve LGBTQ+ rights and believes deeply in creating spaces where people feel safe to show up as their whole selves. He is also the co-host of the Coming Inside Out podcast, which explores the messy, beautiful, and liberating journey of coming out later in life. With empathy, insight, and lived experience, Mark brings heart and hope to every conversation — and is on a mission to help others live and lead with authenticity. Connect With Mark Instagram Podcast Facebook 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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136: Gay Man’s Manifesto For Living: Part 1 – Rick Clemons

136: Gay Man’s Manifesto For Living: Part 1 – Rick Clemons

As a gay man, have you ever struggled? Felt exhausted by trying to do the right things for your life? Felt like everything was in vain and just wanted to give up? Maybe it's time for a Manifesto, one that inspires you each and everyday to life your life on your terms. This three part series explores 12 manifestos that I have uncovered for gay man that truly inspire them to live and be who they are in the world - no excuses, no fears, no apologies. Let's get started with the first four manifestos. Download The Manifesto 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…

3 Syys 20219min

135: Why are gay friendships so hard to make? – Rick Clemons

135: Why are gay friendships so hard to make? – Rick Clemons

Friendships. Gay Friendships. You either have them or they are completely absent from your life. This is what I hear over, and over, and over from gay men. They can't seem to maintain friendships, and it has nothing to do with hooking up. So why is that and what do you do about it? Let's explore that dilemma! 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…

27 Elo 202110min

134: Date Smarter. Sexier – Andrea LaRosa

134: Date Smarter. Sexier – Andrea LaRosa

If your dating expectations constantly leave you disappointed, and the only compatibility you can find is hooking up on Scruff or Grindr, it's time for you to do some introspection and turn your dating habits around. Start connecting with compatibility, connection, and getting up-close and personal and get off the apps. Ok, keep the apps for the occasional, let's just get naked moments, but let your hormone sharing do the work for you by meeting in person, now that we can again, and start dating with intention. This is what is in store for you today as I invite my friend, neighbor, and dating coach Andrea LaRosa into our 40 Plus: Gay Man, Gay Talk world for a feminine point of view as to what gay guys can do better in their dating life. About Andrea Leaving behind her dedicated career as a filmmaker, Andrea decided to pursue a new career as a life coach. After years of living abroad, she decided to move to Central California to begin her journey to help others. She certified as a life coach, relationship coach, and as a master practitioner in NLP. Andrea began her career by hosting local singles events, such as speed dating and lock and key parties. Upon realizing she had a true passion for matchmaking, she turned her coaching focus to all matters of love. Now she coaches for dating, relationships, and breakups, as well as continuing to host singles events and group coaching seminars. Connect With Andrea Website Facebook Instagram LinkedIn 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…

20 Elo 202142min

133: How To Start Having Better Sex Now – Rick Clemons

133: How To Start Having Better Sex Now – Rick Clemons

Most gay men enjoy sex. Doesn't matter what that looks like. Whether it is simple intimacy, to dolled up in Leather, or playing in an orgy. We gay men love sex...well for that matter...we men love sex. So how do you tip to through the penises when the sex is no longer so great with your boyfriend, husband, partner, or in your polyamorous relationship? Here's 10 tips to help you ask for and to have powerful communication about having better sex. 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…

13 Elo 202112min

132: Dating for the modern gay guy – Tyler Greenberg

132: Dating for the modern gay guy – Tyler Greenberg

Dating is a pain in the ass...and not in a good way. For most gay men, the dating and pursuit of Prince Charming, is a frustrating, just give up scenario, that leaves most little energy for even a hookup. Or, you aren't really serious about dating and say you are, but haven't found the right way to start the dating adventure and make it worth your time. How about instead, trying a new way of connecting with intention and having a real conversation on that first encounter rather than depending on the standard, tried and true - posed profile pic, short description, likes/dislikes, and then swipe right or left. Enter Teleport.co. Stop swiping, start dating from the comfort of your own space, with real online connections...not just a photo. It's a new way of brining connection to your dating adventure and helping you get where you're trying to get - meeting your people, finding your person. Founder, Tyler Greenberg shares their idea and his candid views on what is wrong with the dating environments today, and how Teleport.co is getting ready to shake up the dating world - regardless of sexual orientation and gender identity. About Tyler Tyler is one of the co-founders of Teleport, a video speed dating app. He started the company with his lifelong best friend and together they are enjoying every step of the journey! He is passionate about entrepreneurship, sports, and helping people connect in a more genuine way. Connect With Tyler 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 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…

6 Elo 202138min

131: Getting Over Your Money BS – Martin Cowart

131: Getting Over Your Money BS – Martin Cowart

Money, money, money. Never enough, always wanting more, and being judged for having to much or too little, and we haven't even started on the vicious judgements from other gay men if you don't have money, money, money. So what's a guy to do? Hookup with money in a powerful way, and dump the rest of that trash talking money gremlin that is eating you alive. Today we're exploring money, the truth about it and the how to make the heart space for it in our lives as gay men with Martin Cowart, founder of Financial Heart Space LLC and the host of Speak’n The Truth About Money with Martin Cowart and Joy the Wise Woman. So dump your excuses and get ready to come to terms with your bitchy money divas and embrace abundance. About Martin Martin Cowart is a spiritual teacher, prosperity and mindset coach, podcast host, and speaker on a mission to eradicate the scarcity mindset from our planet. In 2018, Martin founded Financial Heart Space, LLC to teach and coach gay, transgender and bisexual business leaders how to achieve higher levels of success and make more money by learning to love and accept themselves for being exactly who they are; powerful, loving, creative GBTQ men. Martin developed The Heart Space coaching process to create breakthroughs and transformational results quicker, combining 20 years of mastering shadow work, facilitation skills as a volunteer leader with The ManKind Project, 40+ years of contemplative practice, and a lifetime student of spiritual wisdom and more effectively than other transformational programs. Martin is the host of the podcast and weekly live broadcast on LinkedIn and Facebook; Speak’n The Truth About Money with Martin Cowart and Joy the Wise Woman. Joy the Wise Woman is the name of Martin’s Divine Self, the mystery of life living in heart space. The show is a thirty-minute conversation to examine our negative thinking about money, let go of the false narrative of the scarcity mindset, and share stories of courage to speak the truth about money. Martin has enjoyed various lucrative professional positions. He worked as a CPA, mortgage-backed securities trader (Deutsche Bank), financial planner, investment advisor, wealth manager (Guardian Life, MetLife, and MassMutual), and restaurant owner (Basset Café). However, the job he found most fulfilling had no financial trophies. He had the honor to serve as a member of the leadership team at St. Paul’s Chapel for nine months after the 9/11 attack on the World Trade Center. He discovered we find true happiness in serving others. Connect With Martin Website Facebook Instagram Twitter 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… <a href="https://open.spotify.com/show/3D4LvaRQjd5EcHWW4nKmQp" target="_blank"...

30 Heinä 202136min

130: Break free from the “You’ve done so much wrong” syndrome – Rick Clemons

130: Break free from the “You’ve done so much wrong” syndrome – Rick Clemons

You're a liar. You're a cheat. You've broken trust. You're wrong by being gay and not worth knowing. To many of us as gay men have been told how - WRONG, WRONG, WRONG - we are. From coming out, to living our truth, so many people want to tell us how wrong we are and how we've done them wrong. If this is how you are feeling then listen to the podcast to break free from the "You've done me wrong," chains that bind.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…

23 Heinä 202110min

129: How To Break Free From Your Hidden Addictions – Rick Clemons

129: How To Break Free From Your Hidden Addictions – Rick Clemons

Sex, Drugs, Food, Video Games. We all have addictions, but we may not OPENLY admit to them. Another possibility, is we don't seem them as addictions, because we have become so used to hiding them that we just don't even realize they are an addiction. As gay men we've become victims, or numb to the gay guilt, the gay shame, that to often we can't even see our addictions for the trees in our lives. Here's a few kicks in the pants to get you off the hidden addictions merry-go-round.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…

16 Heinä 202110min

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