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

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

Author: Erik Dietrich January 23, 2026 Duration: 24:06
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 podcast as a video on YouTube. Links of the week: CSuite Content published a practical guide to Gen-Z slang for business leaders. Enov8 shared a clear explainer on SAP data masking. InfluxData put together a getting-started guide to MQTT. Unusual Ventures is an early-stage venture capital firm focused on technical founders. Careflow is a referral management platform for healthcare organizations. Tricentis offers Oracle App Testing for teams running Oracle E-Business Suite.

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: 98

Hit Subscribe Freelancer Q&A
Podcast Episodes
Is Coaching a Good Line of Work for Independents? [not-audio_url] [/not-audio_url]

Duration: 23:53
There are all kinds of people billing themselves as (non-athletic) "coaches" out there. As someone looking to go freelance, is becoming a coach a good line of work to get into, specifically in the B2B/professional world?…
Should Freelancers Have References, Like Employees? [not-audio_url] [/not-audio_url]

Duration: 15:44
It's common (at least in the US) for employees to furnish "references," which are essentially friends or colleagues who vouch for them as character witnesses. As a freelancer, should you also do this? View this podcast a…
What Are Taxes Like for Freelancers, Compared to Employees? [not-audio_url] [/not-audio_url]

Duration: 19:26
When you're an employee, you probably only really think about taxes once per year. But what about as a freelancer? Well... it's a little more complicated than that. View this podcast as a video on YouTube. Link of the we…
How Many Hours Per Day or Week Should Freelancers Work? [not-audio_url] [/not-audio_url]

Duration: 23:20
In this video I field a question about how much per day or per week a freelancer should work. That's not really an easy question to answer because, in a sense, it's not the right question. View this podcast as a video on…
Is Freelancing Riskier Than Employment? [not-audio_url] [/not-audio_url]

Duration: 20:54
If you're a salaried employee, freelancing or starting a business can seem like a major risk. But just how risky is it, actually? View this podcast as a video on YouTube. Link of the week: Test Automation from Tricentis
Should You Charge for Discovery Calls? [not-audio_url] [/not-audio_url]

Duration: 23:27
Once you start taking sales and discovery calls, sooner or later you might have the impulse to start charging people for your time during this process. Should you do that? View this podcast as a video on YouTube. Link of…
Is Data Science as Viable for Freelancing as Programming? [not-audio_url] [/not-audio_url]

Duration: 19:00
A lot of the questions I field about freelancing and business come from people that are programmers. But what about data science? Can that be as viable a trade for freelancing as programming is? View this podcast as a vi…
How Do You Win Long Term Clients? [not-audio_url] [/not-audio_url]

Duration: 26:22
Many freelancers, especially new ones, will want to earn long-term clients. How do you go about doing that, and is it actually valuable to do? View this podcast as a video on YouTube. Link of the week: Cypress vs. Seleni…
Is It Normal to Feel Guilty about Raising Rates? [not-audio_url] [/not-audio_url]

Duration: 20:49
One of the most important (and stress-inducing) times in the career of a freelancer/business-owner is when you increase your rates or prices. Is it normal to feel guilty when doing so? View this podcast as a video on You…
Do You Need a Bookkeeper to Freelance? [not-audio_url] [/not-audio_url]

Duration: 18:47
If you're going off on your own as a freelancer, do you need to have a bookkeeper? If so, when should you hire one? View this podcast as a video on YouTube. Link of the week: Data: What Is DevSecOps?