Episodes

Feb. 11, 2026

How Do You Start Consulting?

Maybe you're currently employed or between jobs. But it occurs to you that you want to go off on your own and start consulting (as opposed to freelancing with labor services). How do you do that? Join us to learn more. View t...

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Jan. 22, 2026

How Can You Go from Employed to Freelancing with Low Risk?

Plenty of employees entertain the idea of going freelance. But one of the biggest barriers to entry is the perceived risk of doing so. Is there a way to jump to freelancing with minimal risk? Join us to learn more. View this ...

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Dec. 23, 2025

Should I Gain Leadership Experience Before Freelancing Programming?

In this installment, a question submitter wonders whether it would be better to earn promotions into leadership before leaving the salaried world, or whether to leave as an individual contributor. Which is the right path? Joi...

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Nov. 19, 2025

Can You Avoid Having Your Efficiency Questioned by Having Flat Rates?

Occasionally, you might find yourself with a whale client, or at least a profitable one, that treats you poorly and shows no trust in you. How should you handle this? Join us to learn more. View this podcast as a video on You...

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Oct. 11, 2025

How to Handle a Lucrative Client with No Trust in You

Occasionally, you might find yourself with a whale client, or at least a profitable one, that treats you poorly and shows no trust in you. How should you handle this? Join us to learn more. View this podcast as a video on You...

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Sept. 10, 2025

How to Avoid Giving Away Consultative Services as a Throw-In?

Sometimes a client is looking for labor, and expect you to bundle in the strategic piece. For instance, they expect architecture to come along with a software development project. How to handle this? Join us to learn more. Vi...

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Aug. 5, 2025

Setting Up and Filling Your Funnel with Leads to Avoid Gaps

Depending on fate to bring you business can lead to gaps between projects. How do you setup some kind of sales funnel and get leads into it to avoid these gaps? Join us to learn more. View this podcast as a video on YouTube. ...

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July 14, 2025

How To Handle a Client Wanting Work When You're Sick?

You're collaborating with your client on a time-sensitive deadline and you get sick. How should you handle that? Whose problem is it, ultimately? Join us to learn more. View this podcast as a video on YouTube. Links of the ...

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June 18, 2025

How to Calculate Runway When You Have an Initial Contract

You've got a full-time job but want to go indie, and you line up your first contract. How do you think about how much runway you need to create between current savings and that first contract, for when it expires? Join us to ...

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May 10, 2025

How to Build a Marketing Funnel with an Audience on Another Platform

If you've built an audience on a platform other than your own website, how do you go about turning that following into a marketing funnel for something you're offering? Join us to learn more. View this podcast as a video on Y...

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April 28, 2025

What Should You Do When Asked to Implement a Bad Idea?

It will sometimes come up that a prospect or client asks you to implement something that's either too vague to work or a flat-out bad idea. What should you do in this situation? Join us to learn more. View this podcast as a v...

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March 24, 2025

Is Strategic Advice a Good Up-Sell for a Programmer?

If you're a programmer (or, generally, a labor-based freelancer), is it a good idea to sell strategic advice as a kind of "up-sell" to your normal offering? Join us to learn more. View this podcast as a video on YouTube. Link...

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Feb. 25, 2025

How Should I Price an Hour-Long Training Session?

I do a lot of theory in this series, but here's something practical. How would I recommend someone price an hour-long training session to teach social media tactics to a salesforce? Join us to learn more. View this podcast as...

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Jan. 23, 2025

How Should I Handle a Non-Compete Agreement from a Client?

Sometimes, a client may ask you to sign a non-compete agreement as a prerequisite for engaging with them. Should you do it? How should you handle this situation in general? Join us to learn more. View this podcast as a video ...

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Dec. 11, 2024

How Can You Move to Niching and Value Pricing?

The default with freelancing is to charge by the hour and do generalist work. You might have, however, heard of value pricing and heard the idea that you should establish a niche. How should you go about doing that? View this...

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Nov. 15, 2024

Does Having More Leads Mean You Can Raise Your Rates?

As you grow your business successfully, you'll have more demand for your work and, thus, more leads. Does that naturally mean you can raise your rates? The answer is more complex than you might think. View this podcast as a v...

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Oct. 30, 2024

Is It Worth It to Bring in Subcontractors?

If you establish a practice and start to earn a good bit of business, sooner or later you'll have to contend with the decision of whether or not to bring on subcontractors to help you. Should you do it? View this podcast as a...

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Oct. 23, 2024

Will ChatGPT Replace Freelance Programming?

I resisted talking about ChatGPT as long as humanly possible, but I did wind up getting a question in the backlog about it. So, will ChatGPT replace freelance programming? View this podcast as a video on YouTube. Links of the...

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Oct. 16, 2024

Freelancer or Self Employed: What Should You Call Yourself?

If you go into business for yourself, what should you call yourself? Freelancer? Self-employed? Something else? View this podcast as a video on YouTube. Link of the week: Enov: The IT & Test Environments Management Company

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Oct. 9, 2024

What Bookkeeping Software Should I Use to Freelance?

If you're thinking of hanging out your shingle or have just done so, you might wonder whether to use bookkeeping software and, if so, what to use. I have a surprisingly specific and opinionated answer for this one. View this ...

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Sept. 25, 2024

How Freelancers Can Avoid Self Employment Tax

When you go off on your own, at least in the US, you might be in for a rude tax awakening. In this video, I talk about what self-employment tax is, and what you can do about it. View this podcast as a video on YouTube . Links...

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Sept. 18, 2024

Which Meetings with Clients Should I Bill For?

You're a freelancer and doing regular work with your clients. If you bill by the hour or, more generally, for time and materials, which meetings should you bill the clients for? View this podcast as a video on YouTube . Links...

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Sept. 11, 2024

When Do You Look Too Much Like an Employee?

Freelancers, especially newbie freelancers, can find themselves caught in situations where their only, large, 40-hour-per week client starts to treat them more like an employee than a freelancer. What should you do? View this...

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Aug. 28, 2024

Is California a Bad Place to Start a Business or Practice?

I've been asked this more than once, but eventually got around to doing a video about it. Rumor has it that California is "business-unfriendly," and, if you live there, you should start a business in another state. What's my ...

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