Your long track record in a fortune 50 company might be the thing that steers you away from getting accepted to such companies. If I was hiring you, the first red flag I'd get is 'this guys experienced' - how much is this going to cost me?
Likely, the jobs at small disruptive companies probably work on recommendations. I see your options like this if you want to make the change:
Option 1: Get a recommendation to a company your interested in and expect a pay cut.
Option 2: Find a startup that you're interested in, offer to help them out, make connections; or, join one.
Option 3: Start your own B2C startup, do it as a side project, build a team and quit your day job when you're ready.
There is nothing worse than doing a job that you're no longer interested in. I know your pain, everybody has been in your shoes at one stage in their life.
This is my email, your welcome to email if you want any advice, lukejamesfitzpatrick@gmail.com
Worst part is, I actually co-launched a (failed) startup years ago before moving into the enterprise. I did 3 years of hard time with it. I remember it fondly (my wife, not so much) as a time where I could do 18 hours days x7 and still wake up pumped for the next day, because we were building something that was going to change the world! I also haven't forgotten the stress and struggle with burn rate and how we going to shut down as funds dried up. Still, some wonderful memories. I looking to create something again, that's really what this is about. Thanks again.
Edit: missing a word.
Glad my answer helped you out.
It occurs to me that being "incredibly well compensated" at your current position could be both at the heart of the problem as well as holding the solution.
Problem: If you are already making 2X or 3X of what the small disruptive company is paying anyone in the company today it is really hard for a founder to figure out where to slot you in, and to believe that you will stick around and stay motivated for 1/3 your current salary.
Solution: If your compensation has been well managed then you should be in a position to invest several hundred thousand dollars. And that, combined with your sales and management experience might be really attractive to a technically sophisticated founder who needs a co-founder with business experience.
I agree with your description of the problem. It's your solution I'd have trouble with - money is invested in secure but low yeild areas - the wife is extremely risk adverse. She's supportive of my aspirations as long as they don't touch the nest. Although it's something I'll need to consider. Thanks so much.