83 episodes
How To Stand Out In Midlife After Trying To Fit In || Reinventing Yourself w/ Steve Pratt
2026/10/12 | 52 mins.In this episode of Don't Let the Old Man In, we speak with entrepreneur and author Steve Pratt about how selling his business drove him to find his purpose after 50, which he found by running midlife experiments.
We discuss what he's tried, how its helped him and why you should try them yourself.
Read Steve Pratt's substack: https://thecreativityguild.substack.com/
Subscribe to our newsletter: https://dontlettheoldmanin.com/subscribe/
CHAPTERS:
00:00 Intro
01:41 The “Lego Businessman” identity
05:38 Fitting in versus standing out
09:48 Selling the business and facing the messy middle
13:20 Letting go of scoreboards, wearables, and optimization
21:35 Exploring ketamine-assisted therapy
29:44 Doing stand-up comedy with his daughter
33:50 Taking a break from the phone—and Wordle
36:46 Sharing a vulnerable journey with family
41:03 The cost of personal experiments
43:16 Becoming fully yourself
46:13 One experiment to start tomorrow
49:52 What Steve would tell his 25-year-old self
Don't Let the Old Man In does not condone the use of illegal drugs.
#findingpurpose #trynewthings #midlife
Hosted on Acast. See acast.com/privacy for more information.Why Talking With Strangers Makes Us Happier || Making new friends in midlife w/ Nicholas Epley
2026/10/06 | 54 mins.In this episode of Don't Let the Old Man In, we sit down with behavioural scientist Nicholas Epley, to unpack why social connection is so important for overall happiness, how to make new friends in midlife, and why men shouldn't fear striking up a chat with strangers.
CHAPTERS:
00:00 Intro
02:30 Research on talking to strangers
05:21 The train ride realisation
11:00 Personality, expectations, and social interaction
15:54 Approaching VS Avoiding
20:42 Experiments on talking to strangers during commutes
24:05 The role of voice in communication and understanding
34:07 Making friends in midlife and the power of warmth
41:55 Belonging, competence, and human needs
47:51 Lessons from Nick's daughter
51:53 Final tips: When in doubt, reach out
Get A Little More Social: https://www.amazon.com.au/Little-More-Social-Unexpected-Connection/dp/0593319540
Subscribe to our newsletter for more DLTOMI: https://dontlettheoldmanin.com/subscribe/
#midlife #socialanxiety #midlifecrisis
Hosted on Acast. See acast.com/privacy for more information.How To Chase Your Purpose In Midlife || Starting Over In Your 50s w/ Ian Westmoreland
2026/09/29 | 50 mins.In this episode of Don't Let the Old Man In, we speak with Ian Westmoreland, a successful IT worker who left it all behind at age 59 to pursue a second half of purpose and fulfilment. We discuss what drove him to make a change, men's mental health, the honour of being awarded an Order of Australia Medal, and much more.
Learn about Mentoring Men: https://www.mentoringmen.org.au/about
Find out about Kintsugi Heroes: https://www.kintsugiheroes.com.au/
Subscribe to our newsletter for more DLTOMI: https://dontlettheoldmanin.com/subscribe/
CHAPTERS:
00:00 Introduction to Ian's Life and Transformation
01:19 The Message That Changed Ian's Life
12:11 The Power of Listening and Being Heard
20:41 The Metaphor of Kintsugi in Healing
24:32 Connecting Through Culture and Stories
36:00 The Impact of Vulnerability and Emotional Openness
37:09 The Work of Kintsugi Heroes and Storytelling
44:55 Reflections on Success, Love, and Life's Purpose
48:47 Final Thoughts and Advice
#midlife #findingpurpose #mensmentalhealth
Hosted on Acast. See acast.com/privacy for more information.Why Work Is Draining Your Energy (And How To Fix it) || w/ workplace psychologist Dr Kat Page
2026/09/21 | 1h 3 mins.In this episode of Don't Let the Old Man In, we speak with Dr Kathryn Page (organisational psychologist and author of Good Work) to understand what is draining our energy in the workplace, why burnout looks different in men, and the importance of maintaining identity outside of our work.
Learn more about Dr Kat Page's book here: https://www.drkatpage.com/about-4
Subscribe to our newsletter: https://dontlettheoldmanin.com/subscribe/
CHAPTERS:
00:00 Introduction to the episode and guest
02:17 Growing up in a police family and its influence
07:45 Work to live versus live to work
14:56 The concept of the third space and its significance
25:42 The effort recovery framework explained
42:23 Languishing versus flourishing and how to move forward
01:02:20 Final thoughts and message for future generations
#burnout #psychology #midlife
Hosted on Acast. See acast.com/privacy for more information.What's Hurting Our Sons Is What We Praise Them For || Mark Beretta on body image and mental health
2026/09/14 | 54 mins.In this episode of Don't Let the Old Man In, we speak with Mark Beretta (Sunrise TV Presenter and ambassador for the Butterfly Foundation) about young men's mental health today, how eating disorders are underdiscussed in society, and how he's reinvented himself throughout his life.
Learn more about the Butterfly Foundation: https://butterfly.org.au/
Subscribe to our newsletter for more DLTOMI: https://dontlettheoldmanin.com/subscribe/
CHAPTERS:
00:00 Intro
02:04 Early life, water skiing, and family memories
04:19 Lessons from sport and its role in personal development
06:36 Career in television and the evolution of Sunrise
10:30 Caring for aging parents
19:28 Eating disorders: what dads need to know
32:47 Reinvention and following passions in midlife
42:24 Involvement in the Australian reserves and service to country
48:24 The importance of friendships and social connections
52:43 Reflections on life, aging, and legacy
#eatingdisorders #midlife #parentingtips
Hosted on Acast. See acast.com/privacy for more information.
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About Don't Let The Old Man In
DLTOMI is a weekly podcast brought to you by Pod O’Sullivan, where he has real and candid conversations to navigate midlife, health, relationships, reinvention, purpose, and everything in between.Pod O’Sullivan has been fascinated with transitions and personal reinventions for most of his life. His career has seen him in the medical industry, in sales and marketing, consulting industries, being self-employed, being an entrepreneur who successfully sold businesses, being an educator at Sydney Business School, an author, an Executive Coach to 100’s of CEO’s all over Asia, a podcaster, the owner of a "failed" tech start up and now the co-founder of The Wisdom Vault and host of this podcast. He is also a Doctoral student in Oxford research how men navigate midlife and how they (we) might do it better.Pod knows the harsh reality of life’s ups and downs and firmly believes that midlife, while tough on many levels, can also be lonely on others and downright confusing on yet others; it can also include the best stages in life.He is here to explore and find those, alongside fellow men. Hosted on Acast. See acast.com/privacy for more information.
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