Hit Subscribe Freelancer Q&A
We’re publishing the freelancer Q&A series as a podcast. Hope you enjoy!
Episodes
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 threat...
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 PicksTo 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 PicksTo 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 ...
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:
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- Unusual VC shared advice on how do yo...
As a freelancer and service provider, you'll likely offer value during your sales and onboarding process. But when should you stop? When should you charge for things to show your clients that your work is valuable?
View this podcast as a video on YouTube.
Picks: -----------------------------------------------------------------------------------------------------
- Careflow published a piece on patient referral leakag...
Long ago, when I was blogging more regularly about identifying niches, a reader asked me how I found mine. While I don't do a ton of exposition content, I thought this topic might be interesting for viewers.
If you're offering services as a freelancer, does it make sense to unbundle strategy from labor? This episode digs into that question.
This podcast is courtesy of Hit Subscribe. Prefer to watch the video version of this podcast? View this podcast as a video, here!
If you have a single big client, engaging your services for an unspecified amount of time, it can be easy to fall into an employee-employer style relationship. How can you avoid that?
View this podcast as a video on YouTube.
Picks: --------------------------------------------------------------------------
- CSuite Content published a guide to brand strategy consulting firms and how to choose the right partner.
- Enov8 shared a ...
For a while, I was getting a lot of questions about whether something would be a good niche for indies. In this video, I answer the question of whether improving code performance is a good niche.
Join us to learn more.
View this podcast as a video on YouTube.
Links of the week:
- CSuite Content published an introduction to personal PR and managing your personal brand.
- Enov8 has a new guide to GCP data masking.
- InfluxData added a...
You may hear the terms "niche" and "positioning" tossed around a lot, often interchangeably. What do these really mean, and what's the difference?
Join us to learn more.
View this podcast as a video on YouTube.
Links of the week:
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CSuite Content just shared a guide to enterprise reputation management.
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Enov8 has a new checklist for DLP.
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InfluxData recently updated a node red dashboard tutorial for 2026.
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 this podcast as a video on YouTube.
Links of the week:
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CSuite Content has a practical guide to executive bios for business leaders.
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Enov8 shared a clear explainer on Oracle ERP data masking.
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:
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CSuite Content published a practical guide to Gen-Z slang for business leaders.
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Enov8 shared a clear explainer on SAP data masking.
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 stra...
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 YouTube.
Links of the week:
- Enov8 published a helpful guide to data masking tools (and they also define data masking, if you're interested).
- Our friends over at CSuite Content published an...
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 YouTube.
Links of the week:
- Enov8 has a helpful guide to test data management.
- The DataOpsZone community site has a handy explainer about the concept ...
Sometimes a client is looking for labor and expects 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.
View this podcast as a video on YouTube.
Links of the week:
- Enov8 recently published a take on application portfolio management best practices, for you enterprise fans.
- Spin has a round-up of the t...
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.
Links of the week:
- Enov8's guide to data masking.
- This comparison of Logstash and Fluentd from Sawmills.
- Tr...
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 week:
- Enov8's list of enterprise architecture tools to be aware of in 2025.
- This introduction to the subject of log parsing from Sa...
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 learn more.
View this podcast as a video on YouTube.
Links of the week:
- A post from Sawmills, which introduces log parsing, explains its importance for transforming unstructured logs into actionable data a...
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