Are we talking new plaster or pebble? Uhg, tough situation. I did my startup myself. Based on my research I'm convinced that the startup process for any sort of new plaster-type finish is very critical to the future performance of the finish (how it feels, how it looks, now long it lasts, etc), and as easy to get right as it is to get wrong. First 30 days are important, first 14 days even more so, first seven days even more so, and the first hours even more than that. To do it right, I tested and balanced the water every day, and I brushed twice a day.
Based on my experience, I wouldn't trust that to anyone but myself. I watched two different pool guys that were semi-involved do some pretty stupid things, and I fired them both and took it over. TFP saved my butt.
If you have a guy that can do it right, twice a day is sufficient. $250 for how long? Day, week, month? A day, no. A week, fair. A month, steal!
The inherent problem is trust. Trust in the guy's knowledge and more importantly his integrity. It's not his pool. It's not his dime. He'll be long gone years from now when a bad start up might start showing its signs. (A really bad startup can reveal itself in days.) And if you're not around... yikes. How do you know you can trust this guy? How will you know he's doing his job if you're not around? You're supposed to be able to trust a professional to know his job, and to do his job. But that doesn't seem to be the case now-a-days. Maybe you'll be fine with your guy, but a business card or a sign on his truck or an emblem on his shirt means absolutely nothing. This site is filled with stories of people that have been let down by pros, and I've seen it myself with my own eyes.
Sorry, I'm anti-pool-professional (had some very bad experiences). So not the best guy to give you any confidence in your pool guy option. But that's my reality. I hope yours will be different.
OK, that said, here's some ideas that might actually help, as opposed to my whining, if you really aren't going to be around.
Ask for references. Ask about his testing methods, ask about the brand and model of his testing equipment (if he says strips, say bye-bye). Discuss and establish a start up plan and determine what he's going to use in the way of start up instructions and chemicals. Ask him to deliver to you each day a report of his test results and his dosing. Relay that here to TFP and get input from its experts.
The best thing that you can do for your new pool is to learn the proper way to start up your pool, monitor the entire process (using help from TFP), and manage the entire process, in person or remotely, whether you're doing the actual work yourself or not.
If you just hand the keys over to some guy, without understanding and managing the process, you run the very real risk of compromising your pool's performance for years to come.