TLBs are more stable than tractors, and both can be somewhat comfortable to downright scary on hills - but you already know all that.
I'd still hire a landscaping savant on a dozer to do all the the main work first. Afterwards you will have flat areas that still need a lot of work - but it will be safe work. Working them will be a good way to learn about the TLB.
On price, I wonder what that machine costs if it has a few hrs of demo time on it and without all the bells and whistles? All you really need is a 3pt kit, a thumb, heavy FEL bucket, and maybe a 3rd function.
For comparison, that combo on an M59 in 2010 was quoted to my neighbor at $56K (without tax) - which would be about $80K now using inflation-adjusted dollars.
BTW, there is an inflation calculator (Consumer Price Index) at
U.S. Bureau of Labor Statistics if you are curious about inflation adjusted prices.