Good luck with the business! I ran a lawn business for a few years and really enjoyed the work. Beats the crap out of what I do now (sit behind a computer all day at a flooring company, wondering where I went wrong in my career choices). Struggled to break even most of the time due to having several helpers and wear and tear on equipment and fuel costs. If I could do it myself, maybe with one helper even, and make a good living to support my family, I'd be all over it. My prices ranged from $25 to $60 a yard and we cut 13 yards weekly.
Yep, equipment failure catches up at some point or another. Years 5-7 are deadly for new bought lawn equipment if not sooner, if a financial plan is not made for replacing it, like not charging enough. There is a reason larger, successful outfits rotate/replace equipment every 3-5 years. $35 was a minimum for many in the early to mid 90s and $40-45 has become fairly normal as a minimum these days. $4000 mowers in the 90s are now $6500, $250 blowers are now $450, $22000 trucks are now $30000 plus. What is looking to be a respective income in the first years can hide the eventual demise of a lawn outfit.