re: Tough career decision

Won't be the answer you're looking for, but only you know the answer to this question and you've likely already decided on it.

If you're asking, my gut tells me you are looking for an out from the big company. I can likely relate as someone who worked at a Fortune 50 as a top sales rep at the same age. Just turned 30. Making assumptions, but assume you're tired of the bureaucracy from said Fortune 500. Too many reports. Too many team huddles/calls. Don't feel like you're making an impact. Seems like all my 25-35 year old sales buddies hit this feeling.

The small jump to operations may work. I have seen it work for good friends of mine. I will say though, everyone that did and did it successfully, left analyst or data type roles to to be operators not sales. It's a different beast.

It will be more work. If your fortune 500 is paying your company car, letting you work remote, and you have a good boss, sticking around may not be the worse. If you're set on leaving, you're young enough to go try for 18-24 months and at worst, jump right back into big corporate if it doesn't pan out. There's always BD roles there.

I left Fortune 50 for a smaller company with 300 people. I couldn't be more pumped about it and the vibe change is noticeable from day 1.