Hi there,
I am facing the same issue with my 11-month old son. For the past 2 weeks, I have tried many different EASY combos. The best one has been to make the am nap a little earlier (around 9:15am), and wake him up if the am nap goes beyond 90 min. Then, he actually goes down again by 3:00. If the am nap is any longer (or later in the day), then it is impossible to put him back down. He will just play in the crib, then fuss and eventually cry until I pick him up.
Our experience has been that if he skips the pm nap altogether, some days, he's totally fine, but some days, he gets cranky at 5:30pm... which is then too late to put him down for a nap, and too early for bedtime...
Good luck