I would hire it done unless you plan to row crop to sell stuff...or something?  You don't have the kind of acreage I'm used to seeing for row crops (grains) but maybe you want to grow sweet corn to sell or something....in that case I would still hire out any ground engaging work, and get a good spreader and a good sprayer.

There are reasons to choose traditional tillage vs chemical farming, but whoever said "you need a plan" is correct.  That way you will be able to make better decisions and not waste money. You need to know what you are going to do, fairly specifically.    If you don't already know, you could hire out for a year or two, trying things and figuring out your long-term plan in more depth.  

Equipment is just really expensive, and storing it 51-1/2 weeks per year, to use it for three days, seems like a big waste.  One of the reasons to OWN is that when you are wanting something raked, etc, everyone else is wanting the same thing, so those who do the work for others have a lot to get done in a small span of time.  Depending on what you want to do/grow, it may not be that time sensitive.