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Freelancing After 50: The Best Path for Supplemental Income & Flexibility

Writer's picture: jeannebellewjeannebellew


Hi!

 

For professionals 50 and older, freelancing offers the freedom to earn on your terms, whether you want to supplement income, travel more, live abroad, or adopt a flexible lifestyle. However, not all freelancing paths are the same.

 

Here are three common ways to freelance:

 


1.    Contracting – Putting Out Your Own "Shingle"

 

This is the traditional entrepreneurial approach, where you market yourself, find clients, and manage everything from contracts to invoicing.

 

✅ Pros: Full control over pricing and branding

❌ Cons: It takes time and money to build a client base.


 

2.    Remote Work for One Company

 

Some freelancers earn remotely for a single company on a long-term contract or retainer.

 

✅ Pros: Predictable income, steady workload

❌ Cons: Many U.S.-based companies won't allow you to work outside the country, so this isn't an option if you want to travel or live abroad.


 

3.    Using a Talent Marketplace to Find Clients (I coach people to do this!)

 

Many professionals 50+ don't know about freelancing on a talent marketplace—but it's one of the fastest, most accessible ways to start earning. Instead of spending time prospecting, you tap into an existing marketplace of 200,000+ clients looking for help.

 

✅ Pros: Quick startup, minimal upfront cost, clients already looking for talent

❌ Cons: Requires learning the platform's rules and standing out in a competitive market

 

Which Path is Right for You?

 

If you're 50+ and looking for supplemental income, financial flexibility, or a way to work from anywhere, a talent marketplace is often the best place to start.

 

I coach professionals 50+ on successfully transitioning their skills into freelancing on a talent platform—whether to supplement income, delay Social Security, support a digital nomad lifestyle, or gain more freedom in their next chapter.


Curious how earning on a talent marketplace could work for you? Let's chat! 📩👇


Schedule a time that works for you using my Calendly Link:

 

 Earn Digitally, Thrive Globally, ✈️ 🌍 👩🏻‍💻

 

Jeanne

 

 
 
 

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