I'm on the cusp of launching my own startup in the near future. I've never been so excited about anything I've ever worked on and I think it shows in the near-final product (damn thing looks and works great).
I also happen to be in the single founder camp. This was just some small side-project that I realized had the potential to provide a nice little side income.
But I have more than a few worries. Don't get me wrong, I have good people around me to lean on for legal, business, and financial matters - but not too many technically-minded folks.
I'd love to hear from you guys about what specific tools and processes you've put in place to be sure your site(s) are always online, or that you can easily put up a "down for maintenance" notice on your frontpage if your server starts throwing lots of 404's, etc.
I imagine you guys have some pretty cool mobile apps specific to your company. But anything you can share with me about me a responsible business owner would help put me at ease.
I'm afraid of scenarios in which I go out with friends on a Friday night to see movie, the site goes down, I have no idea until the next morning - and then come Monday half my userbase has evaporated.
Hire part time or temporary first, then full time.
Get a phone with push notifications. Setup a second system to constantly check for failure in the primary system. Get the second system to notify you in case of failures. Better yet, if you can, have the second system be a failover clone and have the notification dashboard be a third system. Base all these systems on different vendors systems if you can.
Buy 3g/laptop/other mobile ssh solution and use this to fix things when you're more than 30 minutes from your office/home.
And lastly, don't worry so much. Money isn't everything, and you honestly sound like you're possibly going to worry so much about this, it will make your life a net negative.