No judgement here, I am right there with you. I live on the east coast and have a wife, 3 kids and all the expenses that go with the family too. So I get it.

No judgement here, I am right there with you. I live on the east coast and have a wife, 3 kids and all the expenses that go with the family too. So I get it. And you should really be thrilled you have done so well, that is totally awesome. Video's are awesome and seem to really help. Glad they are already working well for you. To your other point, I have trained my wife to handle our non-automated billed clients and I have outsourced all the other details like Accounting etc. It is amazing how much that frees up time and really does not cost much at all. I also use an online accounting system that is integrated to our products/services so that when a client purchases it is automatically added to the accounting system and so it removes the need to do bookings etc. The accountant than picks it up from there and does their thing and keeps everything straight for me. If you haven't already done that it may be worth your while to go there. Since you are using Wordpress there are existing integrations to QuickBooks, even if you don't use it for accounting today it might be worth moving to it and buying one of the plug-ins for like $100. We just built a subscription service website for a client (they do online training with videos and quizzes) and they wanted it in Wordpress, so we utilized Woocommerce, Paid Membership Pro and a QuickBooks plugin that basically allowed us to write a very small amount of code (for that part) but let them have a fully integrated solution from signup to purchase to accounting. Just a point, not an endorsement for any of those products, but damn it works and it was way cheaper than a fully custom solution for them. Lastly as to hiring someone, since you are in a more expensive part of the country, you could train/hire someone in say the Southeast or mid-west where salaries are a bit lower. Also, if you don't need a developer type to do the demo's, then you can likely find someone for a pretty reasonable rate to help you get people signed up.