I applaud your want to be independent and respect your dad. I had a similar situation many years ago. Fast forward to the present, my Dad is thrilled to see us doing our hay deal. I'm a firm believer in using what belongs to you and if it breaks, no who struck john afterwards.
With a full time job, even a 5 acre field, rejuvenating it, acquiring and refurbing old equipment can occupy all of you're spare time.
I recommend hay. Reason it - you can walk away from it. Live stock requires attention, grass needs mowed and baled. You can sell you're hay and recover you're investment.
When we started, the idea was, fix up some junk equipment, expose my boys to haying, let them turn a wrench. But as we continue to wade into it, we see potential income for college expenses. Once my kids are on their own, my intent two fold - one slowly upgrade equipment so we are not wrenching on it all the time and building an equipment/shed foundation should my family want to continue after I take up a rocking chair - such that they don't have to spend a dime on a piece of equipment. I'm also excited about haying and all aspects of it to give me something to do when I retire - much better IMHO than planting myself in front of a TV.
Said all that to say this:
Find you a few acres. Get a tractor or two and equipment. Make it a hobby and family ordeal. Some of the best quantity/quality time we've had last couple of years has been haying. Keep an eye out for excellence in your hay (if you go that route) so you can get top dollar. Start small and grow as you choose. Most of all, have fun!
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Today's Featured Article - Usin Your Implements: Bucket Loader - by Curtis Von Fange. Introduction: Dad was raised during the depression years of the thirties. As a kid he worked part time on a farm in Kansas doing many of the manual chores. Some of the more successful farmers of that day had a new time saving device called a tractor. It increased the farm productivity and, in general, made life easier because more work could be done with this 'mechanical beast'. My dad dreamed that some day he would have his own tractor with every implement he could get. When he rea
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