I was in a similar predicament, and it was one of the reasons I considered selling the business.
I never hired. I should have hired. I had alerts waking me at night dozens of times as well. I planned family trips around internet availability. I thought I was needed to solve any problem. That's why I never hired. I thought it would be too much effort to train someone.
Selling the business resolved all these issues at once. Hiring someone to take care of these things for you will allow you to have time to yourself and wind down. I trained my replacement. Turns out other people can do this job.
You don't have to start with the sale. You can start with delegating.
If that's the case, can you describe how you ended up with customers?
Whenever I consider entrepreneurship as an option for myself, it is always the customer-facing sales part which leaves me feeling like I would struggle.
People come to the website and sign up, from ads, affiliates, social media, or through word of mouth from other customers. Most business does not involve any "customer-facing sales".
I never hired. I should have hired. I had alerts waking me at night dozens of times as well. I planned family trips around internet availability. I thought I was needed to solve any problem. That's why I never hired. I thought it would be too much effort to train someone.
Selling the business resolved all these issues at once. Hiring someone to take care of these things for you will allow you to have time to yourself and wind down. I trained my replacement. Turns out other people can do this job.
You don't have to start with the sale. You can start with delegating.