My first mower (new in 2000) was a John Deere LT-166 with a 38" deck. it cost me about $3,000 then. It was not one of the cheap ones made for sale at the Big Box stores but a real John Deere purchased at a licensed, long-established local, John Deere shop -- Waltemyer's of Red Lion, PA. This was half the problem. They went out of business about three years after I bought the mower and wouldn't (couldn't) stand behind Deere products. I won't go into details but it was the worst piece of junk I ever owned. I kept it for about 15 years and even had to have the engine replaced at one point. Horrible piece of equipment.
Fast forward to 2015. I bought a Simplicity Legacy mower for maybe $3,000 minus a $600 trade for the old JD. It is a 42" deck. This mower runs like a charm and I would easily buy it again. The only significant issue it had was that the wheels would slip when the grass on my somewhat uneven terrain would get wet. The dealer put antifreeze in the tires (to increase the weight) and it has worked wonders ever since with an amazing turning radius and excellent traction.
Why did I pick a Simplicity? One burned by the" big show in town" (Deere) I liked the fact that it was a good, solid brand but not one with the reputation of Deere, Cub Cadet, Toro, or Troy-Bilt. This mower is a real work-horse that handles the contours in my lawn nicely and has very few mechanical problems. It has about 550 hours on it now. My dealer told me it should run for many years if maintained well.
Let me tell you why I chose it. I had an "on-site" repair guy that used to come out and fix my mower at my house. He came many, many times on the Deere and finally told me I would need to get a new mower as the engine needed work that would cost a lot. I asked him what brand to buy. He said there are a lot of good ones but he mentioned Simplicity. When I asked him what was so good about it, he told me he almost never gets a call to repair one. I said, "that's for me!" So Simplicity it was.