Jon Evans : How to thrive when the odds are against you

Jon Evans, Chief Customer Officer at System1 and Host of The Uncensored CMO podcast, shares how failure has led to his biggest successes and how being tasked with doing something that was never done before was one of the most frightening things in his life.

We Cover:

05:05 – The lonely and risky leap into entrepreneurship

06:55 – How Adam Morgan’s book "Eat Big Fish" helped Jon embrace challenges

11:13 – Turning failures into the biggest career breakthroughs

12:56 – Battling corporate focus on Image vs. Reality

16:14 – Thriving under pressure: How confidence grows from failure

20:53 – Making hard decisions

22:36 – The challenge of saying no and asking for help

28:36 – Why VCs value failure as part of feeling confident to invest in you

29:48 – The importance of bouncing back from failure

34:32 – Navigating uncertainty and constant pressure in freelance work

35:36 – How building a CMO network led to a full-time role

40:51 – How success exposes you to criticism and negativity

44:47 – Supporting senior marketing executives through isolation

48:11 – Jon’s biggest regret: Why you should pursue your goals earlier

52:11 – How trust alone can lead to six-figure investments

54:22 – Building relationships that pay off, like compound interest

56:23 – The support system that ensures consistent success

Don’t miss out on this thought-provoking episode.

🎧 Listen to the full podcast episode here:

💬 Join the Conversation:
Register for our exclusive Leaders Connect Roundtables:

🚀 Elevate Your Leadership:
Book a call for transformative leadership and team coaching:

👍 Stay inspired by joining our YouTube community! Hit that subscribe button, leave a comment, and never miss an episode. Your support helps us empower courageous leaders like you!

[mahelajayawardena]

WE NEED MORE MAN LIKE HIM PLEASE.MORE REAL MAN WITH BALLS WHO DOES THE RIGHT THINGS

[advocate]

Worked with Jon.at Britvic. He always had the right temperament for entrepreneurship.- laid back, great people skills, and the curiosity and humility to ask when he didn't know the answers. He was always an intrapreneur and ready to.fly ....

[progaming-rhon]

I actually had this playing while making breakfast and ended up fully immersed brilliant stuff.

[ffTitanff]

Such a good flow in the conversation. love how knowledgeable he is, also handsome 😊

[santhikumari]

Im always looking for podcasts with real, practical advice like this.. Subscribed..

[roshanikalhari]

I love watching Jon’s vids it’s great seeing him as the guest in this one. How’s it feel to be on the other side of the mic for a change?

[advocate]

Yes people do want you to fail. Harvard resesrch shows the #1 emotion behind stress is not fear - it's ENVY. The antidote to envy is gratitude. That is why gratitude practice is so important. It's not about count your blessings, it's about i'm ok relative to the next guy.

[AprilCharlotte-fm]

Had a phase where I was always stressing about getting fired. Even the tiniest mistake had me up all night worrying. Over time I started getting better at thingsbut still ended up getting fired anyway. Honestly, just chill and do your best. Work on yourself and no one can stop you from being successful

[prateekdevpura]

Solid chat, over commitment is a problem for sure

[fathimasumaiya]

Lot's of people want to see you fail. Absolutely true, I have failed countless times trying not to fail. Lovely episode