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

Are you an entrepreneur feeling stuck, frozen, or overwhelmed by your business growth? Do you know what to do but struggle with consistent action? Today, I reveal the 9 subtle, yet essential habits and distinctions that are transforming my students' businesses. And guess what? They can do the same for yours!

This episode will show you how to break through procrastination, embrace simplicity, and operate with integrity. Discover why there's always a way and how consistent, disciplined action outside your comfort zone will lead to amazing results in just one year.

Ready to stop being your own worst enemy and finally press play on your success? Let's dive in!

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 launching your business or product within 90 days helps you avoid procrastination and allows you to overcome self-deception

• The ways in which seeking a coach and faithfully following their proven process accelerates your progress

• What you can do to maintain your mental targets and what you’ll notice once you do this

• The magic that happens when you align your actions with your word

• A reminder to embrace simplicity in all your projects and content and how complexity only kills momentum

• How you can remove emotional upheaval from your work by treating tasks as binary inputs and outputs

• Why it’s so important to choose to enjoy every step of your business journey

• What it looks like to adopt the outcome frame versus the obstacle frame

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/777

Is your business on autopilot? It's time for a mid-year check-up! We’re at the halfway mark of your fiscal year, and it’s the perfect, non-negotiable time to pause, reflect, and recalibrate. Today’s show is an urgent wake-up call and a real-time protocol designed to pull you back up to the CEO level.

In this powerful episode, I'll walk you through a critical process for auditing your past six months and setting a clear course for the next. What I share here is simple, powerful and absolutely essential. Don't let your business drift! I want you to seize control of your second half of 2025, because there’s 6 months left until the end of the year and plenty of time for you to still crush it!

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:

• A reminder not to get lost in the “daily grind” and the very first thing to do for every promotion you ran so far this year

• How to assess energy, team performance and more

• Critical questions to ask yourself in regards to activities you need to implement, stop, start and continue

• How to approach planning your Q3 offer and strategy

• What to do to master the 5-step launch process we teach

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/776

Ready to dramatically boost your sales and engagement? Today, I reveal the number one most powerful factor for increasing your conversions across the board, and hint, it's about far more than just content!

In fact, there's an ingredient that I believe you're likely missing: creating transformative experiences instead of just delivering information.

As Digital CEOs, we need to intentionally build journeys that leave our audiences changed, eager to engage, and ready to buy, and I share how we achieve this inside our own trainings and Business By Design. This episode is my invitation for you to shift your perspective to genuinely connect with those you serve, which will drive unparalleled results!

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 power of experiences and why just giving content isn’t enough

• What I see with the "know-it-all newbie" epidemic and content commodity

• A stark warning about the dangers of over-relying on AI for critical thinking

• How he allure of quick and easy solutions often leads to saturation and short-lived fads and where true, lasting success will comes from

• What an “experience” will deliver for your audience and some of the ways in which we do it in both the Rise of the Digital CEO training and in BBD

• The approach to take that will get you your desired outcome as efficiently, effectively, fun, and conveniently as possible
  

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/775

Think multi-6 figure launches selling high-ticket products, from a single webinar, is impossible? Think again! In this episode, I sit down with Mel Wells, a best-selling author, feminine embodiment coach, and global speaker, right here in Sedona, as she reveals how she built her 7-figure business by design.

In fact, Mel is generating more revenue in her business by simply selling less offers, less products, less often, and as a result, is enjoying life more, and she shares it all with us today.

As we just wrapped up our 2025 training of The Rise of the Digital CEO, I thought this was the perfect episode to show what’s possible with the revenue and impact you can achieve when you put in the time, effort and consistency!

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 @jeunejenni and @iammelwells.

In this episode you’ll hear:

• Why Mel pivoted from health coaching to empowering entrepreneurial women to embrace feminine energy

• What initially led her to invest in Business By Design

• How the power of focus resulted in Mel’s biggest launch ever, $670k with just one webinar

• What she has learned about overcoming the entrepreneurial "addiction to newness"

• A dive into the strategy she used for selling her $2-3K offer successfully on a single, impactful webinar

• How structure and planning (masculine energy) empowers creativity and magnetism (feminine energy) for unstoppable growth

• The way that data-informed decisions eliminate guesswork and reveal exactly what's working (and what's not) in your business
  
  

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/774

Ever feel like you're speaking a different language when trying to market your incredible skills? Or maybe you're an expert who secretly wonders how to truly niche down without shutting yourself off? Get ready to be inspired! In this episode, Jenni hangs out with another amazing Digital CEO, Eliza Kingford, a psychotherapist who has built a soon-to-be 7-figure digital business by niching down and refining her marketing skills in the process.

In this episode, Eliza reveals the mindset shifts and strategies from BBD she embraced to scale her offer, and how she navigated all the bumps along the way. If you're a helper, a healer, or any kind of expert ready to make a huge impact online, this conversation with Eliza is your direct hit of inspiration, showing you exactly what's possible right now in the online business space!

It’s finally here! The Rise of the Digital CEO is LIVE, and you can join us NOW at www.businessbydesign.net/rise!

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

In this episode you’ll hear:

• Eliza’s journey of niching down and the initial fears she had around being more specific with who she marketed her products to

• The challenges she faced in business and how her commitment to BBD in 2023 was the pivotal shift that propelled her forward

• A discussion on the human connection in the age of AI and why experts will thrive in this environment

• The "unsexy" but most impactful BBD module that fueled her exponential growth

• The death of the mega-influencer and why follower count doesn't equal sales in 2025
  
  

For full show notes and quotes, visit: www.mindyourbusinesspodcast.com/blog/773