Soon-to-be-former Simple user here.
I am not sure what the hype is of pockets being separate accounts. Both Envel and One Finance do the same thing. This is completely opposite of what Simple did, and seems really limiting.
For one, the money you put in your pockets is now no longer accessible to your debit card. You have to manually change what pocket your debit card spends from before making a purchase, or you must manually move money over. This doesn’t work for me when I temporarily use money from other pockets to cover large expenses such as my mortgage, especially if the mortgage is due a few days before payday.
The other problem is that my wife and I need to share these pockets, but each pocket I create needs to have her be added to it separately. It doesn’t give me the kind of flexibility I need to create quick goals on the fly.
I would rather see the approach Simple took. Their software worked off of two accounts, a low-interest checking and a high-interest savings. They then allowed you to create virtual envelopes (they call goals and expenses). These envelopes all worked off of those same two accounts.
Simples approach solved both of my issues in that it allowed me to “borrow” from my envelopes until payday since the envelopes all belonged to the same account, and it allowed me to create, delete and modify my envelopes whenever I chose without having to make sure I added my wife to any newly created envelopes. It also let me budget better because I didn’t have to choose the envelope i was spending from before I actually spent the money.