Things started off poorly for Simple when the scheduled maintenance window for the August “2.0 upgrade” went longer than expected. But that’s not so uncommon – and Simple communicated the problems during the event, which locked some users out of their accounts for as long as 24 hours. Given my experience banking with a small, community bank prior to Simple, I’ve seen maintenance windows of this length before, so while the issues were disconcerting, they weren’t completely out of the ordinary. What has been difficult, though, has been every day since Simple came back online. Initially, a host of bugs were left unaddressed, including — critically — bill pay. The problem became so bad that Simple began crediting its angriest customers $50 to make up for the problems, which The Oregonian determined equalled roughly $600,000 in payouts. While the vast majority of Simple’s issues – like card downtime – were resolved within the 24-hour maintenance period, some customers (like myself) continued to have problems. Some of these problems were one-offs, while others were more widespread, and were related to things like customers’ individual spending or balances, Simple told me at the time. I personally experienced issues with the “safe to spend” amount showing incorrectly, duplicate payments, slow refunds, numerous display issues, and an overall, fairly broken bill pay system. I’m not alone.

http://techcrunch.com/2014/10/10/months-after-its-upgrade-simples-online-bank-is-still-broken/