Hit Subscribe Freelancer Q&A

Hit Subscribe Freelancer Q&A

Audio of the livestream Q&A that we do, answering questions from our community of freelancers.

Recent Episodes

114
Oct. 15, 2026

Pros and Cons of Sole Proprietor vs LLC for Freelancing

To view this as a video, head to our YouTube channel. As an indie, especially if you're a new one, you might be wondering about doing business as yourself vs starting an LLC. What are the pros and cons of each option? Join us to learn more. Link Picks Tricentis's cloud migration solutions help organizations streamline and de-risk the process of moving applications and infrastructure to the cloud through continuous testing and automation. Building a strong professional identity becomes more
112
Sept. 14, 2026

Should I Take a Lower Rate to Work with an Agency?

To view this as a video, head to our YouTube channel. If you're a free agent, you may find yourself in a situation where an agency doing the same kind of work as you offers to pay you to subcontract for them. Should you accept a lower rate for this arrangement? Join us to learn more. Link Picks Backing up Google Drive data is essential for protecting against data loss caused by accidental deletion, ransomware, and other threats that Google's built-in tools may not fully safeguard against. G
110
Sept. 8, 2026

Should You Do Strategy Work for Non-Executive Engagement Sponsors?

To view this as a video, head to our YouTube channel. A question came up in our community recently about whether or not to do strategy work for non-executive engagement sponsors. I talk a lot about engaging with economic buyers, particularly if you want to do strategic work. But what about strategic work with people who aren't executives in the org? Join us to learn more. Link Picks Understanding the patient intake process from start to finish, this complete guide walks through the
108
Aug. 4, 2026

Is Automation to Spare Enterprise Devs/QAs from Toil a Good Niche?

To view this as a video, head to our YouTube channel. Another podcast taking on ideas for services niche. In this installment, I look at the idea of creating automation systems to spare enterprise developers and/or quality assurance folks from toil. Join us to learn more. Link Picks Jim Collins' classic business framework for what separates truly great companies from merely good ones is explored in this breakdown of *Good to Great* by Unusual Ventures. Enterprise automation and RPA are two
107
Aug. 4, 2026

Can You Make a Living Selling Info Products as a Tech Expert?

To view this as a video, head to our YouTube channel. "Info products" are things like podcast courses or eBooks that anyone with an internet connection can create and sell pretty easily. Can you make a living selling these types of products to software engineers? Join us to learn more. Link Picks Managing low census periods in home health can be challenging for agencies, and this resource explores strategies to help maintain staff productivity and agency stability when patient volume drops.
104
July 6, 2026

Is Helping with Strategic Decisions about Codebases a Good Niche?

This one hits close to home for me. A reader/viewer wondered if helping companies make strategic decisions about codebases is a good niche, and I can answer this because it was once kind of my niche. View this podcast as a video on YouTube. Picks: ----------------------------------------------------------------------------------------------------- Unusual VC shared advice on how do you work with design partners?, with a StackRox co-founder's take on setting expectations and getting honest fe