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Episodes

Nov. 1, 2023

What Motivates Companies to Hire Freelancers Instead of Employees?

If you're a freelancer, you may be tempted to apply to job openings looking for employees so that you can convince them to hire you instead. Is that a good idea? And, more generally, why do companies hire freelancers versus …

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Oct. 25, 2023

Should a Freelancer Maintain a Portfolio?

A lot of people will tell you that, as a freelancer, you should create and maintain a portfolio that you can show to prospects. But is that really good advice? Link Picks Local development with PostgreSQL containers Enterprise Release Management...

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Oct. 18, 2023

What Should You Title Yourself on LinkedIn or in Business Cards?

As a freelancer, it might not be clear what kind of title to give yourself in "official" venues, like LinkedIn or on business cards. What should you put there to best represent yourself? Link Picks: A developer’s guide to GitOps …

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Oct. 11, 2023

Building a Python Training Business, with Reuven Lerner

This time around in our community speaker series, we talked to Reuven Lerner about starting a Python training business. Hear about how he got into tech, into training, into business for himself, and, eventually into a specific, stable, and profitable...

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Oct. 4, 2023

Should Freelancers Give Talks as a Way to Generate Business?

Someone in our community asked whether it was worth it for freelancers to gain recognition by giving conference workshops or online workshops. I generalized this to the subject of "should you give talks as a freelancer to generate new business?" …

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Sept. 20, 2023

Is Freelancing a Lateral Career Move?

There are a lot of factors to consider when leaving a salaried job to go off on your own. One of the perhaps lesser considered ones is what, exactly, does this mean for your career. Is starting to freelance a …

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Sept. 13, 2023

Bootstrapping and Evolving a Web Development Agency, with Marg Reffell

n this installment of our community speaker series, we talked to Marg Reffell about her experience starting a web development agency and then evolving it over the course of time. Included in this is how she arrived at a decision …

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Sept. 6, 2023

How Can a Freelancer Improve Their Sales Win Rate?

In sales lingo, "win rate" is the percentage of prospects you talk to that eventually become customers? How can freelancers improve the rate at which they close business so that their time doing sales is more efficient? Join us to …

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Aug. 30, 2023

Should Freelancers Use ”We” on Their Business Websites?

When you're first starting out and building your website, how should you position yourself? Specifically, should you talk about yourself as "I" or should you talk about yourself as "we," the way an agency or larger business might? I definitely …

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Aug. 23, 2023

Balancing Serious Side Hustles and Fulltime Work, with Swizec Teller

In this installment of our community guest speaker series, we talked to Swizec Teller about balancing serious side hustles with full time employment. He has balanced a career working for startups in Silicon Valley with building info products and busi...

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Aug. 16, 2023

How Do You Vet Clients as a Freelancer?

Not all clients are created equal. Many are great, but some you'd rather avoid. How do you tell the difference ahead of time, in order to avoid the headache of having nightmare clients? ________________________________________________________________...

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Aug. 9, 2023

What Do Freelancers Do for Benefits?

If you're used to salaried employment, especially in the US, you're used to having a lot of stuff taken care of for you when it comes to benefits. Medical, dental, vision insurance covered and mostly paid for, retirement savings, and …

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Aug. 2, 2023

When Should You Quit Freelancing?

I get a lot of questions about freelancing, but this is both one of the most interesting that I get and the least-asked. When should you quit freelancing? People set out with nothing but plans for success, so the "when …

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July 26, 2023

Invoicing Basics for New Freelancers

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: Simple Cookie Based Authent...

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July 19, 2023

From Employment to Freelancing Collective, with Cory Koehler

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 community are interested in …

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June 12, 2023

When Should a Freelancer Start Paying People to Do Other Things

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 helps …

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May 26, 2023

What To Do When Freelance Clients Won’t Pay

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 -----------------------------------------------------------------------...

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May 25, 2023

Pricing When You Start Your Freelance Practice

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 different pricing …

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May 24, 2023

How to Avoid Bad Clients as a Freelancer

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 …

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May 23, 2023

Building an Audience for Your Business or Practice

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 …

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April 18, 2023

Interviewing, Negotiation, and Sales as a Freelancer

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 …

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April 18, 2023

Freelancing vs Salaried Employment: Is Freelancing Right For You?

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 figure out which …

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April 18, 2023

Incorporating as a Freelancer: Your Options and How to Choose

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'd recommend, …

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March 16, 2023

Should Freelancers Use Upwork?

Another episode from our Q&A series, where I take on Q&A about business and freelancing from authors in our author pool. If you're going to moonlight or go into business for yourself freelancing, should you use Upwork or sites like …

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