Ask HN: Employee wants stock; what do I do?
I run a small SaaS. It’s just me and one other person. I’m CEO and he’s COO (but mainly does customer support). He came on when the company was seven years old. It’s now like 14 years old. I pay him well, treat him well, and now he’s pushing for stock (1-3%).
TBH, it doesn’t feel right— I busted my a* to build this company. I’ve been on-call 24/7/365 for the past 14 years. He has killer work-life balance— federal holidays off, PTO, clocks in and clocks out, doesn’t take his work with him after hours. I don’t. But kinda seems like he feels entitled to ownership.
Should I give it to him?
And if so, what steps do I need to take to make it happen? The company is an S-Corp if it matters. I’m the sole shareholder currently.
Appreciate any advice.