The Freelance Life (Part 2)
So this post is a follow-up to my article yesterday – My (Simple) tips for Freelancing. I wanted to go collect some more ideas to share that I think can amplify the conversation beyond just my basic ideas. There are so many people freelancing and calling their own shots these days that there’s plenty of interesting insight to be found.
… The Couch is Calling …
@lauraabbey Ish. Feel better than yesterday but still weak. So lucky to be freelancing – have been working laid out on sofa all day.
— Michelle Buckeridge (@MichelleBuckers) December 14, 2011
One of the best / worst parts about freelancing definitely has to be when you’re not running at 100%… The upside is exactly what Michelle mentioned here – you can just post on the couch and tinker. The downside? You’re responsible for your own healthcare. Definitely a mixed bag – but believe it or not self-coverage isn’t that expensive. Gets a lot more pricey if you’re covering kids / family – but it’s still pretty reasonable.
The downside of Freelancing is that if you’re not focused on projects – it can be really easy to get distracted by things at home. Of course – anyone who’s been in a corporate environment knows that an office is full of distractions too!
And ‘freelancing’ is considered kind of a blasphemy by parents who think we earn ‘fake money’ online that way
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— Salman Latif (@SalmanLateef) December 14, 2011
Dude – I love this. That’s so true. Freelancing is definitely a legitimate enterprise, but older generations sometimes look at the online business world as a bunch of smoke & mirrors (and spammers). Sometimes it takes a good conversation with the family to really show & share what you’re up to. Great point Salman.
Mailing client gifts is expensive but gotta do it. #makeup #freelancing
— Makeup to Go! (@makeuptogo) December 14, 2011
That’s another thing often overlooked in freelancing… You really have to do everything by hand. There’s no “mail room” no shipping supplies, and you gotta foot the bill for all the postage. Direct mail (especially like pointed out here) is so effective if you’ve got an engaged client / prospect base, but it can add up really quickly. Look for deals on shipping products when you can – Staples or Office Depot usually have clearance racks for shipping supplies that can save you a ton of money on envelopes, packing material, and even weird-sized shipping boxes. If you’re sending more than a dozen pieces of mail a week, I definitely recommend checking out Stamps.com or similar print-stamps-from-home solutions.
Nothing’s more risky and rewarding than working on your own products. Freelancing is like working as an employee, just different.
— Rafael Bugajewski (@chiefsucker) December 14, 2011
There’s definitely some truth to this. Freelancing IS very similar to being an employee, since your clients will often place similar demands on you as they would an internal employee. Though if you prove your expertise, I think you can often establish more of a peer-to-peer relationship, rather than a client-vendor one. It’s tricky, but quite possible – especially if you’re providing skills that truly support the clients’ business that they don’t have internally.
@chiefsucker You must have taken on the wrong freelancing jobs
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— Alexander Repty (@arepty) December 14, 2011
Had to include Alexanders’ response, because it’s absolutely part of the reality too. Like I’d written before – the project & the client selection process is so crucial! If you find clients who are looking for skilled service providers to help amplify their business and meet their goals – it feels much less like an employee relationship and much more like a pair of business professionals working together towards a common goal.
Freelancing is fun, but not as much fun as a full-time job would be. #hireme
— Brian Gerwig (@GerwigBrian) December 14, 2011
And finally, I think Brian has conveyed what many freelancers feel after a period of time. There are two worlds when it comes to freelancing: People who freelance because they want the freedom, independence, and ability to call their own shots. They typically leave stagnant work environments to strike out on their own. Then there are also freelancers who are doing it because the job market is rough.
Thanks for reading! Again – if you want to check out the original post check out My Tips for Freelancers.
Tags: freelancing


A little while ago, I wrote a post that stated that
Ultimately, the NY Times suffers much like Netflix: Premium content is blended in with commodity content, driving the price down to some sort of mean value that is averaged across the whole array. Would I need to read the New York Times for coverage of a national news story? Of course not – they’re likely getting their information from the same wire service that AP, Reuters, and every other news outlet is using. And in the case of the East Coast earthquake this past summer, I was getting news on the quake from people I follow on Twitter about 5 minutes before the Washington Post website.