What exactly would be the problem with this? Why would an investor refuse to invest in such a company (of course now at a higher valuation because company has significantly been de-risked)
If you spin your $100k as a founder’s share, it’s maybe less toxic. But investors want to see their money again, and revealing a share sale like this with a straight face is the economic equivalent of your wearing white makeup, a red rubber nose, a checked jacket that’s three sizes too large and clashes with the tie and pants, and size-85 shoes.
As an investor I’m taking a pass for this reason alone if you gave your first 20% away that cheap.