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Re:Ask HN: How did you transition from FTE to self-employed/... by garrickvanburen on Friday April 30, 2021 @01:40PM (#26996701)
I was on my own for 14 years.

Yes, doing the work and selling the work and getting paid are 3 different jobs.

It is possible to build a sustainable business on top of 90 day engagements. I don’t recommend it, but it is possible.

You need to consider yourself a small business. Not a freelancer, not a consultant, but a small business.

Get a good accountant to keep you um…accountable.

Alan Weiss is my favorite author on how to run a high margin solo business.

Re:Ask HN: How did you transition from FTE to self-employed/... by mooreds on Friday April 30, 2021 @01:43PM (#26996737)
I never had the guts or expertise to do value based pricing, but that is certainly an intriguing path.

The "value based pricing" book was great. Here's a nice "hot take": https://www.alanweiss.com/styles/pdf/The%20Case%20for%20Valu...

Re:Ask HN: How did you transition from FTE to self-employed/... by EvanAnderson on Friday April 30, 2021 @04:38PM (#26998974)
I was on my own for 15 years (ending in 2019). It was a great ride, and if factors outside the business itself hadn't put the brakes on it I'd still be doing it today.

re: sustainable business on short engagements - I had a mix of long-term contracts and short-term gigs. The short term gigs were the most fun, but most stressful, so I always tried to bill them at the highest rate (and didn't mind if I didn't get the gig because I was bidding too high). I valued the long-term gigs tremendously for the "stability" they provided.

Having a diversity of Customers was the key to my piece-of-mind. As long as I didn't do something so bad that my name would appear in the newspaper I knew I could screw-up with one or more Customers and still have a livelihood, even if I did have to tighten the belt for awhile.

I can't agree w/ the statement re: considering yourself a small business enough.

Definitely have an accountant. Learn bookkeeping if you want to minimize accountant expense. Take a 100-level college accounting class and you'll know enough for a solo venture.

Re:Ask HN: How did you transition from FTE to self-employed/... by jmll on Friday April 30, 2021 @02:49PM (#26997648)
Which works by Weiss would you recommend first? Thanks!
Re:Ask HN: How did you transition from FTE to self-employed/... by garrickvanburen on Wednesday May 05, 2021 @10:22PM (#27058445)
* Million Dollar Consulting

* Value-Based Fees

* Million Dollar Consulting Proposals

Any one of those will have bits of the other two in it. MDC establishes the mindset, the other two are deep dives into setting fees & drafting proposals the learnings in both of which served me very well.