Key takeaways
Even multi-millionaires and highly accomplished entrepreneurs still feel self-doubt and occasional “fraud” feelings. The difference isn’t that they’re immune—it’s that they don’t let it stop them.
The “antidote” isn’t waiting until you feel ready. It’s taking the next step despite the fear and doubts—because momentum beats overthinking.
High achievers deliberately surround themselves with the right people—masterminds, mentors, coaches, and strong peer groups—because support, perspective, and accountability help them push through the inevitable wobbles.
I’ve had the privilege of speaking to some of the many successful entrepreneurs and investors, including multi multi millionaire, about their early years.
When I asked them about imposter syndrome and their self-doubt, their answers were remarkably similar:
“It never went away. It’s still there.”
Now this may surprise you.
We often imagine that once you reach a certain level of success, those nagging feelings of inadequacy and self-doubt magically disappear.
But that’s not how it works.
Even the most accomplished individuals - those with vast wealth, successful businesses, and a track record of achievement - still wrestle with feeling like frauds at times. The difference? They’ve learned to act despite it.
Every year, I get together with 80 or so highly successful businesspeople, entrepreneurs, and investors at Wealth Retreat. These are individuals who’ve already made it, people who most would assume have unshakeable confidence.
And yet, behind closed doors, they openly share their moments of self-doubt.
They still question whether they truly deserve their success. They still wonder if they’re good enough to keep pushing to the next level.
It’s comforting to realise that feeling like an imposter is just part of the human experience.
You’re not alone in this; even those who seem to have it all figured out are still battling with that little voice in their head.
The truth is, these feelings never truly disappear. But what sets these individuals apart is their willingness to keep going despite the fear, despite the doubts. They’ve learned that action is the best antidote to imposter syndrome.

And they don’t go at it alone.
The most successful people understand the value of surrounding themselves with like-minded individuals who uplift and challenge them.
That’s why they invest in mastermind groups, coaches, and mentors.
They know that having a strong support system is crucial for pushing through those moments of self-doubt.
So if you ever feel like you’re not good enough, remember this: You’re in good company.
Every successful person you admire has been there, too.
The secret isn’t to eliminate self-doubt—it’s to keep moving forward in spite of it. Because the ones who win are those who acknowledge their fears, lean into them, and take the next step anyway.
Why not join us at Wealth Retreat 2026?
Not only will you have the benefit of five days getting to know other successful property investors, but imagine this: the authors who wrote your investment bibles and the podcast hosts you trust daily - all in the one room.
And the opportunity not only to hear their presentations but also to have real conversations about what’s actually working in today’s property market and how to take advantage of the future trends.
This will be your chance to ask the burning question you’ve had while reading the books or listening to their shows.
You will be able to:
- Learn from experts,
- Build your network - gather a new peer group of like minded investors ready to share insights, offfer support and grow together
- Get your personal questions answered.
So click here now and check out the great faculty I have put together for Wealth Retreat and imagine what you could do if you took advantage of the next stage of the property cycle that is happening in front of our eyes.
Then lock in your attendance.




