Should I Gain Leadership Experience Before Freelancing Programming?

Should I Gain Leadership Experience Before Freelancing Programming?

Author: Erik Dietrich December 23, 2025 Duration: 26:27
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? Join us to learn more. View this podcast as a video on YouTube. Links of the week: CSuite Content published a practical guide on how often executives should post on social media, including benchmarks and strategy tips for staying visible without becoming noise. Enov8 shared a clear explainer on test data in auditing, breaking down what it is, why it matters, and how teams should think about it from a compliance and risk perspective. InfluxData put together a solid glossary entry on data lakes, covering what they are, how they work, and when they make sense compared to other data architectures.

Erik Dietrich, a seasoned freelancer and entrepreneur, brings his practical Q&A series to your ears with Hit Subscribe Freelancer Q&A. This isn't about abstract theory; it's a direct line to the real, often unspoken, questions that come with building and running your own independent business. Each episode tackles the specific hurdles freelancers face, from setting rates and finding clients to managing projects and navigating the personal challenges of solo work. You'll hear straightforward answers and actionable advice drawn from experience, all aimed at helping you make better decisions for your career. Think of this podcast as a regular conversation with someone who's been in the trenches, offering clarity on the complexities of self-employment. Whether you're just considering the freelance leap or are years into your journey, these discussions provide grounded perspectives for anyone looking to build a sustainable and fulfilling business on their own terms. Tune in for honest talk that cuts through the noise.
Author: Language: English Episodes: 100

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Podcast Episodes
Invoicing Basics for New Freelancers [not-audio_url] [/not-audio_url]

Duration: 22:24
Invoicing Basics for New Freelancers ------------------------------------------------------ This Week's Picks Deploy a Django app with Kubernetes in 20 minutes Data Compliance: A Detailed Guide for IT Leaders Episode 15:…
From Employment to Freelancing Collective, with Cory Koehler [not-audio_url] [/not-audio_url]

Duration: 55:57
In this installment of our community guest speaker series, we talked to Cory Koehler about how he went from being an employee to running a collective of application development freelancers. A lot of folks in our communit…
When Should a Freelancer Start Paying People to Do Other Things [not-audio_url] [/not-audio_url]

Duration: 17:49
Subcontracting? Bringing on a VA or a bookkeeper? As a freelancer, when does the time come to start hiring people to do other things? Join us to learn more. This weeks picks: This Appium tutorial that explains how Appium…
What To Do When Freelance Clients Won’t Pay [not-audio_url] [/not-audio_url]

Duration: 25:10
If you're a new or aspiring freelancer, this is probably one of your worst nightmares. What do you do when a client won't pay? What options do you have and what recourse? Picks -------------------------------------------…
Pricing When You Start Your Freelance Practice [not-audio_url] [/not-audio_url]

Duration: 25:00
In this video, I field a specific question about how to structure pricing for an offering around legacy code remediation. But because that's very specific, I lead up to it, spending most of the video talking about the di…
How to Avoid Bad Clients as a Freelancer [not-audio_url] [/not-audio_url]

Duration: 22:25
As a freelancer, winding up with bad clients can be the bane of your existence or even drive you back to the salaried world. So what can you do to avoid having bad clients? I walk you through my tactics to help toward th…
Building an Audience for Your Business or Practice [not-audio_url] [/not-audio_url]

Duration: 21:24
How do you go about building an audience to help with your marketing efforts for your business or freelance practice? I'll go through all sorts of things that you can do in general, but the most powerful thing you can do…
Interviewing, Negotiation, and Sales as a Freelancer [not-audio_url] [/not-audio_url]

Duration: 20:44
How do you go about closing the deal as a freelancer? Do you agree to interviews? Do you have some kind of sales that you do? And, in either case, how does negotiation work during the process? In this video I walk you th…
Freelancing vs Salaried Employment: Is Freelancing Right For You? [not-audio_url] [/not-audio_url]

Duration: 21:58
Have you historically been a salaried employee, but are curious about dipping your toes in the water of freelancing? In this video I take on a "compare and contrast" of freelancing and salaried employment, and how to fig…
Incorporating as a Freelancer: Your Options and How to Choose [not-audio_url] [/not-audio_url]

Duration: 23:45
It's near universal to wonder whether and how to incorporate when you start a freelance practice. In this installment of the freelancer Q&A Facebook Lives, I walk through the options that you have, and weigh in on what I…