Honestly, I care more about the RF weight than the FF weight. Keep the child RF as long as you can as that's the safest way for them to travel. You can work out FF when it comes times to FF.
As for the 36", I know that's what the sticky says, but the online manual for Canada says 40". So, I'm unsure which is accurate. Have you read the actual manual for the seat to see what it says? Regardless, we have a ton of seats in Canada that say 32" for RF height limit and obviously that makes zero sense as kids reach that around 18 months and most are nowhere near the 30/35# weight limit on the seats that say that and are nowhere near outgrowing the seat by height. The main thing is, you want your child's head to be within the shell, so give them an inch leeway. Torso height differ on kids so one 40" kid could sit several inches higher than another 40" kid. If my options were to turn my child FF at a young age or exceed the RF height limit (as long as their head wasn't less than inch from the top of the shell or over the shell), I'd opt to keep them RF over the stated height limit.
What's your child's torso height? My DD is 39.5" inches and still has about 1.25" to grow in the My Ride (MR). So, your child is likely to have a few inches growth room in the MR. But, he's only 2 so having more height room would be better. Have you tried the Radian?
The Canadian Air Protect web site says 40" too
http://airprotect.safety1st.com/can/eng/carseats.php
The Safety 1st® Complete Air™ Convertible Car Seat with Air Protect™ Side Impact Technology is perfect for infants rear-facing from 5-40 lbs. and 19"-40" and toddlers forward-facing from 22-50 lbs. and 34"-45".
along with the Canadian manual available for download
http://airprotect.safety1st.com/can/eng/documents/CompleteAirInstallation.pdf (pages 12, 36 and 44 of the manual)