Budgeting with reserves: Roof, HVAC, and everything else that will wear out over time.Home warranty buyers = people bad at math. 

What I learned: the flat fee covers their typical property management services.

Correction coming, already started. insurance through the roof.

They flat out lied about several issues, so I could tell those presenters weren't credible.   

If have RCv vs ACV all that means is a 90%+ discounted roof replacement every 17yrs on average.

I wouldn't worry as much about the age as I would what it would cost, how much it would rent for, how well it is built and when major repairs will be needed (ie how long will the roof last).Also for the two-are they both condos (ie strata/condo fees) or is one freehold and the other a condo (ie one has condo fees and the other doesn't)? 

Multiple improvements done on this duplex in 2021, including new roof, gutters, flooring, drywall, electrical, appliances, and heating/cooling unit for the second floor.

Structural, roof, mechanicals, cosmetic? 

We hired Bildwise for a renovation of our 1965 single-family home that included complete electrical rewiring and updating, roof replacement, light kitchen and bathroom remodeling, new flooring, new interior paint, and masonry repair.

However, given a lax board and the community's preference to avoid assessments and projects I believe no major repair or replacement work has been done since the building was built in the mid 80's (i.e. roof, plumbing etc.,).