I think the capability to match transactions to scheduled bills used to work for me, but I cannot find any setting that controls it. I do find the auto-detect transfer option, though I do not like the way this functionality works. In today's version, a pop-up comes up for each suspected transfer, which is annoying after the "one step update" occurs. What I am looking for is similar to this auto-detect transfer feature, but I think that this capability can be improved by having a single screen and showing all possible transaction matches in one screen. I think it should show transfer matches and bill matches in one screen. By default, especially with suspected transfers and scheduled transactions which occur on or around the same date, they should be assumed to be the same. And just as implemented today, I would expect the option to not match one or any auto matched transaction. See the following which shows that despite having the payee named exactly the same, the account is the same, the date is close or the same, and in one case, the amount is exactly the same, the bills are not matched and so I must manually act upon each bill in the upcoming bills and income section. If I do not then my balance forecast is wrong.
If this feature is expected to work, I would love this to be fixed. If this is not a current feature, I think it should be relatively simple to add. And I hope you take my suggestion on handling all transaction matches in one window.
Note: In case someone wonders, I took these two screen snippets from different screens and put them together in this one view for clarity on my suggestion/problem.