Exploring doing 1099 contract work via LLC on the side?
10 YOE and have had many jobs (due to startups, quick career leveling, dissatisfaction). Every job ends up the same after a few months where I only work a few hours a day. Idk why. I assume a mix of 1) I’m good at what I do 2) time management 3) ADHD + hyper fixation making me efficient 4) I never thought my stack/niche was really difficult.
After working up to senior levels and near 200k salary at LCOL, I’m no longer using that free time to ask for more responsibilities and promotions. I’m content. Beyond this is not a good ROI at this point in my life. Instead that time goes to hobbies and personal life. But I still have tons of time regardless.
Thus, I still feel as though I’m leaving so much on the table. I’ve literally joked to my wife how I could’ve easily done multiple of my previous jobs at the same time and it would have been fun and a cake walk and 2x pay. But of course I never wanna play do the “OE” thing. I just feel like I’m not taking advantage of what I’m good at and enjoy.
I also dreamed of one day being able to “retire” early from working for a company and do LLC stuff contracting when I’m 45-65yo. I like what I do. I don’t dream of retiring and never working again but instead being able to be financially independent and make money with my skills on my time
Moreover, when starting a family soon, if my wife can stay at home and not work, it would be a blessing.
I’ve been fishing with some recruiters who contact me for contract roles. I impress them and could easily get them if I perused. My only requirements would be: 1099 only via my LLC + Working hours outside my main job.
Looking for advice or feedback on this. I’m sure some of you all do this.