I don't know how old your tractors are or what brand they are, if they don't have three point hitch or modern hydraulic remotes or are just not big enough, then yes you should get a newer one that will do the jobs you need done.
I'm a small farmer that owns 125 acres and tends another 160, we make around 1000-1100 rolls of hay and raise a few acres of corn to feed 70 head of cows and sell some of the extra hay, we also have 3 poultry barns that my wife raises chickens in.
All work is done with 60's, 70's and 80's model tractors, some years we have not tractor break downs, this year one broke a fan belt, one blew a power steering hose and one had a injection pump seal fail, all were back going within a hour to the next day.
Yes over the year we have had a few major break downs but I had another tractor there to get the job done with the broke tractor was in the shop to be repaired on evenings and rainy days.
I consider tractors built from the mid 60's to early 90's to be the best years, every brand build some of their best tractor during that era.
New tractor with all of their electronic gadgets are nice and probably necessary for the BTO, the price of one is out of my budget and the cost to have one repaired (and it will need repaired at some point) would break me.
So if you need a newer or bigger tractor to get the work done, get one, but for me it would be newer, not new.
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