I also noticed that for a pull on the Simplii side to take money from another bank, my money disappeared on the date selected (I initiated a pull on Monday to take place on Tuesday), but it did not appear or post until a second day later (Wednesday). I thought it was a bug as well since I didn't see the money on Tuesday and it wasn't in pending. I called Simplii on Tuesday to ask about it and they couldn't see the transaction at all, which is pretty worrisome considering it was a large amount. I waited and my money showed up finally.
The transaction had taken place and they couldn't verify it was even happening! That's the scary part, I don't care about waiting an extra day, but at least give me a record of it. What if it didn't happen? Do I wait a week to confirm money didn't get moved and try transferring again? I don't have time to play unnecessary waiting games.
I guess lesson learned is that it might actually take 2 days for your money to post, the day you selected (the disappearing day) + 1 day for it to show up. This is different than Tangerine were the money moves and posts on the date selected. I would suggest not scheduling a pull on Fridays and do it earlier. You can lose interest for 3 days that way (Fri - the day it disappears, Sat and Sun).