profile

I'm Dale, the author of Going 1099

What I learned from Happy Hour with the PM

Published 26 days ago • 1 min read

I set up a happy hour with the PM on my current contract.

I didn't have much of an agenda. I wanted to establish a good relationship.

BUT, here's what I learned:

  • The previous PM was basically fired (juicy drama)
  • The relationship between the prime and the other subs have some tensions (opportunity for me to make my company stand out)
  • Two of the government clients are frenemies (more juicy drama)
  • One government client is interested in AI but not sure how to think or use about (opportunity for me to talk to the client about it)
  • PM has a candidate he would hire onto the program, but his company wouldn't hire since he didn't look good on paper. I might have the opportunity to do so (another opportunity)

You can learn a lot from an in-person meet up or happy hour, and help grow your business or find another 1099 gig.


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

My coffee breaks weren't quite like this but you get the idea. One of the reasons I wanted to go 1099 was because I'm not really a team player. I like to do my own thing. I always rolled my eyes at company parties at social events. They always seem forced and awkward. So going 1099 was right for me. BUT, there is a risk you can isolate yourself. Going solo means you actually need to be more deliberately social than if you work for a bigger company. This WSJ article wrote about a Swedish...

3 days ago • 1 min read

If you want to make it as an actor, LA is probably your best betI live in the Washington, DC area, the center of government and therefore government contracting. There are thousands of government contracting companies and billions of dollars flowing through contracts here. If you want to be a solo 1099 federal sub-contractor, this is the best place to be. But what if you don’t want to live in the DC area? That’s totally okay, but you need to be aware of the tradeoffs. You might have a smaller...

4 days ago • 1 min read

Here's a great Tweet that resonates with my own experience: Sahil Bloom @SahilBloom If you want to win: 1. Be diligent to spot tiny openings 2. Be relentless in diving through them If you think that the opportunities are just going to be staring you in the face, wide open, you're crazy. Every great story starts with a tiny crack. Spot it. Dive through it. 7:46 AM • Feb 6, 2024 123 Retweets 993 Likes Read 68 replies I exploited a tiny opening to get my first 1099 gig. Here were the...

5 days ago • 1 min read
Share this post