Are you too senior to go 1099?


In my book, I make a point that if you're already pretty senior (management level) at a company, it will be a little tricky to go 1099 (at least, using my methods) as there are less spots for senior people and most companies won't want to bring on a management level person as a 1099.

I think if you're at this level, you have a few options.

The first option is to fall back to an individual contributor type role. This might mean going back to doing work you did a few years ago, if you still have those skills. You would probably be a Subject Matter Expert (SME) and lean heavily on your client relationships to pull this off.

The second option is to go straight to building a company. Presumably if you're senior enough, you have the experience and the network to convince four or five people to come work for you, and then find a friendly prime to bring on your company to an existing contract or a future proposal. You can take one of the positions for yourself so you're billable.

It will come down to a personality/interest thing. If you like being a SME and not managing people, pick option one. If you like the idea of being a business owner and growing a successful company, pick option two.

Either way, I don't think it's impossible to become a 1099 if you're very senior, I think it's just less straightforward because there are fewer opportunities at a higher level.


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.

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