What is a "bad decision" if not a lesson in disguise? And what do you do once you've learned that lesson? Today, I'm sharing the ten worst decisions I've made across my 18 years in business and life. From costly business partnerships and legal missteps to personal regrets and missed financial opportunities, I'm pulling back the curtain on my biggest screw-ups so you don't have to make the same ones.

This isn't a conversation about regret; it's about reflection. Tune in now and to let us know which of these you can relate to the most, and make sure to tune in next week for Part Two, where I’ll be revealing the best decisions I’ve ever made!

If you haven’t yet signed up for my free weekly newsletter for online experts, The Digital CEO Weekly, you can sign up now and get it delivered straight to your inbox every Monday morning at www.jameswedmore.com/newsletter.

Hey there, Digital CEO!

If you’re loving this episode and you know this is your year to finally build, launch, or scale your digital business the right way — then I’ve got something for you.

Business By Design, my signature program that gives you everything you need to design a leveraged, profitable digital product business, only opens once a year… If you want to be the FIRST notified when doors are open, you can get on the waitlist for BBD 2026 right now. That way, you’ll be the first to know when we open enrollment again (and trust me, you do not want to miss it!).

Head to www.businessbydesign.net/ and join the waitlist today!

Before you go, snap a screenshot of the episode playing on your device, post it to your Instagram Stories and tag us, @jameswedmore and @jeunejenni.

In this episode you’ll hear:

• Why doing it yourself is sometimes the best option, and how I learned this lesson the hard way through multiple business partnerships

• The crucial importance of getting every agreement in writing

• Why you should invest in yourself sooner and the single decision that changed my business trajectory after years of struggling

• How the habit of investing, no matter how small the amount, is more critical to financial success than how much money you make

• What I learned after selling Bitcoin and passing on real estate opportunities out of fear

• Why the desire to "improve" something that's already working can lead to costly mistakes and how I learned this lesson the hard way

• The importance of keeping your guard up and not trusting easily

• Why a bad decision is only a true mistake if you don't learn from it and apply the lesson to future choices

For full show notes and links, visit: https://www.mindyourbusinesspodcast.com/blog/780

Are you a serial creator stuck in "go mode" who can't stop launching new things? Do you find yourself focused on generating more revenue without ever increasing your profit? Today, we perform a much-needed reality check and expose 11 of the most common toxic traits that get entrepreneurs in trouble.

From the dangerous game of reactive launching to the leaky bucket problem of prioritizing sales over profitability, we reveal the mindsets that may be secretly sabotaging your business growth. Don’t think these are holding you back? Think again!

If you’re ready to break free from these patterns and build a healthier, more profitable business, this conversation will show you exactly how.

If you haven’t yet signed up for my free weekly newsletter for online experts, The Digital CEO Weekly, you can sign up now and get it delivered straight to your inbox every Monday morning at www.jameswedmore.com/newsletter.

Hey there, Digital CEO!

If you’re loving this episode and you know this is your year to finally build, launch, or scale your digital business the right way — then I’ve got something for you.

Business By Design, my signature program that gives you everything you need to design a leveraged, profitable digital product business, only opens once a year… If you want to be the FIRST notified when doors are open, you can get on the waitlist for BBD 2026 right now. That way, you’ll be the first to know when we open enrollment again (and trust me, you do not want to miss it!).

Head to www.businessbydesign.net/ and join the waitlist today!

Before you go, snap a screenshot of the episode playing on your device, post it to your Instagram Stories and tag us, @jameswedmore and @jeunejenni.

In this episode you’ll hear:

• The reasons why so many entrepreneurs abandon things that worked just to find a "better way"

• How the toxic trait of being a "serial creator" who makes too many products prevents business growth

• Why you should avoid listening to your audience too much and what to focus on instead

• The way that reactive launching, or only selling a product when you need money, puts you on a hamster wheel

• Some of the reasons that being in a codependent relationship with your business is so dangerous

• What is behind the illusion of control that so many entrepreneurs are fixated on

• Why it is so vital for entrepreneurs to have an intimate understanding of their business's core functions and numbers at all times

• How the way to a healthier business and life is to break the "always on" mentality
  
  

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/779

What’s up with the Universe right now? Is life feeling like one challenge after another for you? Maybe you’re navigating a period of loss or change that seems to be testing your limits? Join us on a special episode recorded to coincide with the peak of the powerful Lion’s Gate Portal on August 8th. We believe you’re not alone in these struggles, and that's why we're discussing how to find possibilities, perseverance, and personal power during difficult times. We get candid about challenges we’ve faced in our own lives and share how to reframe these experiences, find the good, and discover a new sense of purpose when old structures and identities fall away.

This is a conversation about resilience, surrendering to the unknown, and why a complete upheaval might be exactly what you need to awaken to a new, more powerful version of yourself!

If you haven’t yet signed up for my free weekly newsletter for online experts, The Digital CEO Weekly, you can sign up now and get it delivered straight to your inbox every Monday morning at www.jameswedmore.com/newsletter.

Hey there, Digital CEO!

If you’re loving this episode and you know this is your year to finally build, launch, or scale your digital business the right way — then I’ve got something for you.

Business By Design, my signature program that gives you everything you need to design a leveraged, profitable digital product business, only opens once a year… If you want to be the FIRST notified when doors are open, you can get on the waitlist for BBD 2026 right now. That way, you’ll be the first to know when we open enrollment again (and trust me, you do not want to miss it!).

Head to www.businessbydesign.net/ and join the waitlist today!

Before you go, snap a screenshot of the episode playing on your device, post it to your Instagram Stories and tag us, @jameswedmore and @jeunejenni.

In this episode you’ll hear:

• How to approach navigating the shamanic death and embrace the difficult times for ultimate growth

• Why the power of 2020 sparked a widespread awakening and change, and a few of the recent challenges we’ve been faced with

• Our thoughts on letting go of the past when you miss the "you" that wanted your old dreams

• Why the Lion’s Gate Portal may be making you feel so emotional right now

• The secret to letting go by redefining your identity beyond 3D achievements

• What you can do now to begin rescripting your trauma to turn painful memories into positive lessons

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/778