The suggestion to open a Chase Checking account is a sound one ( you will get a $200 bonus for doing so). I always pay my Chase cards from the Chase account and I've never had an issue. The only downside to a Chase account is that you have to DD $500 monthly or keep a balance of at least $1500 to avoid monthly fees. But I use Chase as my banking hub so that's not a problem for me.
Chase usually gives a small CLI at the 4th statement cut so you'll likely get one anyway. But in general, trying to prompt an auto-CLI from Chase by running up spending is wasted effort. If you really want a CLI you'll have to spend a hard pull.
Is this a relatively new account? Neither DW nor myself have had any issues with payments going through immediately when scheduled.
The payments that I send from USAA's billpay also have no hold, so I'm not sure what the issue is.
Note that I don't usually make multiple payments in a month, though. Occasionally I'll make two in a month, but again they post as expected.
Cumulatively, between my BOA CC and AMEX I usually have about 12k/month in spending.
I’ve been shifting my spending to accommodate my chase card so I can get an automatic CLI at some point.
Doing that without a weekly payment would be tough. :3
Do you only use one checking account to pay Chase or different checking accounts?