On a trip like you are considering, you need to think about the "perceived need" go out in conditions as identified:
Or staying in harbor and waiting for the weather conditions to improve.
If you choose to "keep going" when the weather says "you know a day in harbor should be considered" you may find having a skipper anxious to get the trip over is more a liability.
In addition to preparing the new to you boat, begin doing a daily weather brief for difficult portions of the route you plan to take.
Remember you do not have to prove anything by taking your boat out into a storm.
Weather forecasts are pretty accurate out 72 hours and not bad for 5 days out. This provides plenty of time to plan your route and find places to hole up until bad weather passes.
Time and schedules are not your friends when trying to move a boat and avoid bad weather. Over the past year I can only recall three days where the weather was not to my liking while motoring or sailing, once in an all day rain, once with strong (~20K wind) on the nose and once with 20-30k behind us. In each of those cases we had a schedule to keep. The all day rain was on the Erie Canal, well protected but we were very concerned about canal water levels and a possible canal closure. The windy day was a weak forecast, the wind was stronger than predicted. And the last was in the Bahamas when we had to get to departure point in order to catch a weather window across the Gulf Stream.
The @Maramalades suggestions about locating trucking companies are good. You might also contact a few local new boat dealers near the boat and ask for trucking referrals. They are frequently involved in moving boats.
Essentially you have three options, hire a captain to take you some or all of the way, sail home by yourself, or truck the boat. Hiring a captain will be the most expensive option and you will constantly be trying to balance paying him to stay in port during bad weather or going in bad weather. If you have time and can travel with out a schedule sailing the boat home will be the least expensive, the most satisfying, and a great learning experience. Trucking will be the fastest, easiest, and only a little more expensive than sailing home on your own.