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Have you been thinking about starting a business, consulting, changing jobs, or creating another source of income—but never quite getting started?
Sometimes the problem isn’t a lack of ideas. It’s a lack of urgency.
Think about shopping for a car. When your car works, you can research forever. But when your car gets totaled, suddenly you need answers and decisions.
What if you created that same urgency around your professional future?
In this episode of Company of One, Dale Callahan introduces a practical 60-day transition exercise. You’ll learn how to calculate your income requirements, identify possible income paths, turn conversations into genuine opportunities, and run a small test before making a major commitment.
You don’t have to leave your job. You just need to discover what your options really are.
THE CHALLENGE: What would you do this week if you knew your current paycheck would end in 60 days?
➡️Get the free Calling Exercise: https://dalecallahan.com/op/find-your-calling/
Watch on Youtube:
https://youtu.be/GLAzXhU-KEo
Show notes:
https://dalecallahan.com/What If Your Job Ended in 60 Days? Build Your Transition Plan/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
You want out of corporate. But what would you actually do instead? Dale Callahan walks you through three questions to identify what you want to change, find work you might enjoy, and arrange a conversation with someone already doing it. With examples from teaching, software work, and real estate, this episode helps you choose one possibility worth exploring while you keep your job. Bring a piece of paper and leave with a next step for this week.
➡️ Get the free Calling Exercise at https://dalecallahan.com/calling
🎥 Watch on Youtube: https://youtu.be/rZceLqYvZ1E
Show notes:
https://dalecallahan.com/want-to-quit-job-what-to-do-instead/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
You don't need to quit your job to create another source of income. Start smaller: find one problem you already know how to solve and see if someone will pay you $100 to solve it. Here's a practical way to turn years of experience into the beginning of Income #2.
watch on youtube: https://youtu.be/50djnBvqRJ4
Company of One is about taking ownership of your work and finding a path toward something you’d love to get paid to do.
🔥 Get the free calling exercise: https://dalecallahan.com/calling
Reddit discussion referenced:
https://www.reddit.com/r/Entrepreneur/comments/1n86l6t/dont_do_like_me_save_10_years/
Alex Hormozi, “Make Your First Dollar In Business”:
https://www.youtube.com/watch?v=pezYn5doSIA
Show Notes:
https://dalecallahan.com/how-to-make-your-first-100-outside-your-job/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
You can appreciate your job and still want to explore work that means more to you. In this episode of Company of One, Dale Callahan talks about how to find work you love while keeping your job.
Trent went to work at Disney. Brian opened his own company. Their stories show two different paths toward work they wanted to do.
Dale shares questions to help you notice what interests you and practical ways to explore a possibility before making a big decision. Start with a conversation, observe someone doing the work, or try a small project. You can learn more about your calling without having the whole path figured out.
Download the free calling exercise: https://dalecallahan.com/calling
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
The traditional career ladder rewarded professionals for moving farther away from the work. Now organizations are flattening, management layers are shrinking, and leaders are expected to produce again. Dale explains why your title may offer less protection than you think and why a small second income can provide something more important than money: evidence that your value exists outside your employer. This is not about quitting your job. It is about testing one clear offer, earning the first $500, and building options before you need them.
Watch on Youtube: https://youtu.be/9zaz5PAYd-Y
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
AI was supposed to save us time. Instead, many people are producing more, responding faster, managing more information, and ending the day more exhausted.
In this episode, Dale Callahan explains why better technology rarely leads automatically to less work. When every competitor gains the same productive capacity, faster output becomes the new baseline. Deadlines shrink, expectations rise, and the time saved by AI is quickly filled with more work.
You will learn why AI can make the workday mentally heavier, who usually captures the time AI saves, and how to turn some of your increased capacity into judgment, assets, reputation, and options you control.
Subscribe to Company of One wherever you listen, or watch on YouTube. Then share this episode with one experienced person who is producing more than ever but wondering why work keeps getting heavier.
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
For years, career success meant moving farther away from the actual work and deeper into management. That model is changing. Organizations are removing layers, teams are getting smaller, and AI is increasing what one person can produce.
In this episode, Dale Callahan explains why the leader of the future will increasingly be a player-coach: someone who can develop people, set direction, use new technology, and still contribute directly to meaningful results.
You will learn why experienced professionals can become vulnerable when their value depends too heavily on title and hierarchy, how to reconnect leadership with value creation, and three questions that reveal whether your experience remains portable.
Subscribe to Company of One wherever you listen, or watch on YouTube. Then share this episode with one experienced leader thinking about the next stage of work.
Show notes: https://dalecallahan.com/the-middle-manager-is-disappearing-are-you-ready-to-become-a-player-coach/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
You've built 25 years of experience. But could you sell one hour of it outside your job? Dale Callahan explains why a job hides the product, why experience alone isn't an offer, and the small test that turns "I have experience" into "I have proof." No quitting required — just one problem, one conversation, one small result.
Video: https://youtu.be/NqieH1MLNwQ
Show notes: https://dalecallahan.com/you-have-25-years-of-experience-why-cant-you-sell-it/
Free resource — Moving Past Obstacles:
https://dalecallahan.com/op/moving-past-obstacles/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
One customer controls 100% of your income — your employer. Dale breaks down why that's riskier than it feels, and gives you a three-step way to land your first $500 from someone else, without quitting your job or starting a business. Full video and show notes on YouTube.
Watch on YouTube: https://youtu.be/3H5JXE4GtTQ
Free resource — Moving Past Obstacles:
https://dalecallahan.com/op/moving-past-obstacles/
Show notes:
https://dalecallahan.com/your-employer-is-your-only-customer-thats-the-problem/
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
You make too much money to quit — and starting over doesn't sound any better. I lay out why success can quietly turn into a trap, and introduce a fourth option most professionals never consider: building income and options around what you already know, without walking away from your job. Includes four questions to find your own hidden assets.
This is Company of One.
Helping professionals stop drifting and take ownership of their work, income, and future.
If something in this episode connected with you, send me a message on LinkedIn and tell me what hit home.
🌐 dalecallahan.com
🔗 LinkedIn: linkedin.com/in/dalecallahan
🎙 Company of One Podcast on YouTube
Dale Callahan, Ph.D., P.E.
Director of Engineering Management @ UAB
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