Man, finding the right person is the biggest nightmare. I don't believe you're ever going to find the right person but someone who is on time, reliable, honest and trustworthy is the key. The rest of the stuff you can usually teach them. Keep your eyes open for clients kids, friends, neighbours and make an honest posting on job websites.
I knew it was time for me to hire when I found myself doing things that someone else could do, while I am doing other more valuable and technical jobs. Someone I could trust to show up, communicate and do the stuff that I could teach them. I could handle the quotes and tougher jobs, but the straightforward work anyone could handle.
Only you know when it's time. You may fail and choose the wrong person but you'll learn from it.
This is the way I have done it as well when I hit my limit as a one-man team. If I need skilled labor help, I will hire on temporarily per project and issue a 1099 at the end of the year. If I need unskilled labor help, I have a few kids in my neighborhood who are coming into their teenage years. I pay them cash at the end of each day to do basic tasks. The parents and kids are all usually very happy with cash at the end of the day. Some of the kids even show interest in learning a trade, in which case I usually help them prepare for an apprenticeship program with the trade union of their choice. I have had a few continue to work with me during their program. After earning their journeyman, I may push them to continue their career with larger companies to gain more experience than what I can offer.
All in all, there is usually a probationary period when hiring new workers. That is the time for you both to get to know each other and gauge whether or not this is a good fit. Best of luck.
