Start with the shape of your parent's home, because Toronto's housing stock changes what's possible. In older east-end and downtown houses, upstairs bathrooms sit above wood-frame floors, so a roll-in shower may need the subfloor lowered or the drain relocated. That's real work, but a good renovator does it every week. In midtown and North York condos, the bigger question is building approval and where the waterproofing and drainage can go, so budget time for property-management sign-off before anyone swings a hammer.
Decide early between a true roll-in (zero-threshold) shower and a low-curb model. If your parent uses a wheelchair or a rolling shower chair now, or likely will soon, go roll-in. If they walk with a cane or walker and just want the step gone, a low-curb design is easier to fit into an existing house and still a big safety win. Either way, insist on built-in seating, properly anchored grab bars, a hand-held sprayer, and anti-scald controls. Those four together do the heavy lifting on safety.
For the installer, prioritize hands-on accessibility experience over the lowest quote. Ask to see past senior bathroom projects, confirm they're licensed and insured, and get the warranty in writing, both on the waterproofing and the labour. Toronto winters and humid summers are hard on tile and grout, so proper membrane work matters more here than in a drier climate. Also ask how fast they respond if a leak shows up after the job.
Our recommendation: pay for a full professional install rather than piecing it together with a handyman, especially the waterproofing. A step-free shower is a wet, permanent change, and a botched membrane behind a downtown wall is expensive and miserable to fix. The trade-off is honest: a specialist costs more up front than a general contractor, and you'll wait a little longer for the right one.