What exactly do you hate?


When I converted my job into a 1099 gig, a lot of my stress went away.

This was because I

  • Increased my income
  • Took Fridays off
  • Only answered to myself and my client

The actual day-to-day client work was easy and I worked with a fun team.

But, what if I hated the actual client work?

Going 1099 would have certainly helped, but the project would not have been sustainable and I would have had to find a new gig.

If you don’t like the actual work you’re doing now, you will need to solve that problem in addition to the 1099 problem.

It’s easy to attribute our frustrations to the wrong thing.

If you have a bad client, and you go 1099 thinking that will make you feel better about the client, it won’t. At least, not for long.

If you don’t like the actual technical work you’re doing, going 1099 but doing the same type of work won’t make you happy. You need to go 1099 and find work you enjoy.

Sometimes going 1099 IS the solution though. If you like the work, you like the clients, but you just don’t like working for anyone else and think you should be better compensated, going 1099 is the right way to do it.

Be honest with yourself about WHY you feel frustrated and address the real problem.


If you're interested in learning how to get your first solo 1099 federal sub-contract, check out my book:

Going 1099: How to become a solo federal sub-contractor and gain control of your working life, earn more money and unlock more free time

I'm Dale, the author of Going 1099

Going 1099 is a book that teaches you how to become a solo federal sub-contractor and gain control of your working life, earn more money and unlock more free time. I wrote it because quite a few people have asked me how they can become a 1099. I figured it was best to write a single book that I can send them and that I can share with others who are interested. This newsletter goes out Monday - Friday and covers topics that will help you succeed in starting and maintaining successful 1099 career.

Read more from I'm Dale, the author of Going 1099

Rocky was a 1099 If you're a decently skilled employee in the government contracting world, there is no reason you shouldn't be able to go 1099. The main differentiator I've seen between people who claim they want to go 1099 and the people that actually do it, are that the people who pull it off are just a little more aggressive (assuming they are equally skilled, in desirable fields, etc.). The successful ones "pester" their network a bit more, negotiate a bit harder, and push to go 1099 for...

Offering half a muffin can often be helpfulvia X When you're trying to go 1099, you're largely focused on what you want. Imagining getting what you want is highly energizing and motivating, so it's easy to focus our energies there. But it's important to focus on what you can do to help others. For example, when you network with people, see if there are ways you can assist them. Maybe they have a friend looking for a job in your field, and you can meet them for coffee and make an introduction...

Treat Yo Self ... to non-billable funvia Reddit One of the fun parts about going 1099 is find opportunities to increase your billable rate. My own billable rate progress sent from something like $85 -> $100 -> $110 -> $115 -> $160 ->$180 per hour over an eight year period. Those early rate increases made a big differences. Actually all of them made a big financial difference. But the thrill of bumping up your rate wears off quickly, and then you're left with figuring out how to make your work...