I only give the discounted $150 per hour rate because I work full time at another company.
Since someone else brought up tax advantages - I don’t pay social security tax on my self employed income. Because I max it out on my full time job. I also have an Individual 401k plan that I can contribute 20% of my self employed income as the employer contribution. I can’t contribute my self employed income as the employee contribution though because I max that out at my full time job.
Having combination W2 and 1099 income gives a ton of tax benefits.
I imagine he has covered his business development expense by now.
This is how I do it too, by the way. Long term relationships with good companies. It's more like contracting, but without the 40h expectations of a contractor. ( Unless I feel like working 40 hours in a given week for some reason).
It sounds like he’s basically been employed by this one company for 11 years, albeit on a contract basis.
These positions exist, but they’re not all that common. Usually if a company is paying a single person a premium for many years they’ll just hire a full-time person and be done. The average freelance contract you find should not be assumed to be a decade-long opportunity.