Many men in business, leadership, and high-performance environments use success as a mask.
Sure, the money, status, discipline, and results look impressive from the outside. But underneath is people-pleasing, comparison, anxiety, and a self-worth problem that no achievement can fix.
In this episode, we sit down with Carlo Chincarini (Aka The Kingmaker) to explore what it really means to build self-worth, confidence, and authentic masculine leadership from the inside out.
This conversation goes deep into the hidden struggles many men face behind success: such as people-pleasing, approval-seeking, toxic shame, comparison, self-doubt, burnout, emotional suppression, and the pressure to always achieve more.
Carlo shares his personal journey - from growing up in Italy without a biological father to struggling with self-worth and body confidence. Then, eventually, discovering the deeper work that now helps men break free from “nice guy syndrome” and become powerful, grounded leaders.
In this episode, we cover:
👉The difference between real confidence and pretending to be confident
👉Why so many men outsource their self-worth to success, status, money, and results
👉How “nice guy syndrome” shows up in business, leadership, relationships, and life
👉The link between people-pleasing, approval-seeking, toxic shame, and fear of rejection
👉Why high performers often achieve more but still feel like they are not enough
👉How business becomes one of the greatest personal development journeys
👉Why masculine leadership requires vulnerability, self-awareness, and emotional honesty
👉How to stop comparing yourself to others and take your power back
Key moments:
00:00:00 Intro
00:01:20 Genuine king vs pretender
00:05:00 Starting business at 18
00:07:40 The mask leaders wear
00:15:00 Personal purpose beats business purpose
00:22:40 Breaking nice guy syndrome
00:26:00 Three fears that run men
00:35:20 What do you really want
00:47:00 Character over goals
00:51:40 The comparison trap
00:56:20 Put yourself first today
00:58:00 Confidence is self-trust
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Connect with Carlo
https://www.instagram.com/thekingmakercoaching/
https://www.linkedin.com/in/carlochincarini/
https://www.thekingmaker.com.au/
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👉Connect with us
https://www.instagram.com/twoblokesonebusiness
https://www.linkedin.com/company/two-blokes-one-business-podcast
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Adam Powell & Harvey Rivers are the founders of HARWELL.
HARWELL. are renowned in the recruiting space - specialising in finding top talent within the Construction, Accountancy & Finance & Labour Hire sectors. Along with eCommerce.
Their award-winning concierge approach is helping companies attract exceptional talent to their team.
👉Want help finding exceptional talent for your business?
Get in touch with Adam, Harvey, and the team at HARWELL. https://www.harwellconsulting.com.au/