What sort of vulnerabilities are you worried about? You're running trusted code, connecting to a trusted service via https. Not browsing arbitrary websites. I doubt many vulnerabilities would affect this.
The biggest dangers are going to be non-paying clients, and leads drying up. If you can't find any leads, you'll end up spending all your "self time" eaten up with business development.
This is essentially what I've been doing for about a year and a half.
I've found that the best way to do it is to focus 100% on client projects for a month or two, and then take a month or two for yourself. IMHO "single-tasking" results in much better quality work.
While you're working on your own thing, you should be meeting with potential clients and setting up your next paying gig, since the sales cycle on a couple month project large enough is about a few weeks to a month anyways.
My comment was actually incorrect, since it's 11.4 in 100,000 per year. I think I'd want my spouse to spend 1/5th less time driving for the increase in risk.
If you had the choice between getting to your destination in 20 minutes, with a 11.4 in 100,000 chance of dying, or arriving in 25 minutes with a 3 in 100,000 chance, which would you choose?
Wait. What? I'm gonna need some deets here. Please provide more context to the story of your paying strangers to call up your girlfriend every day.
-What did you have them say?
-Did she find your delegation of affection to a paid third party extremely bizarre and off-putting?
-What was her reaction to only receiving encouraging calls from strangers twice a week rather than every day?
I'd personally much rather see the source of the problem fixed (reduce carbon emissions). I also hope this doesn't turn into an excuse to clear-cut more rain forests.
i.e. We'll cut down the real trees and replace them with efficient carbon collecting "tree" buildings.