Automatic Bill-Payments — Is there a Right Way?

March 03, 2017  •  Leave a Comment

I’ll admit it, I’m addicted to life hacks. Too much of my time is spent looking for all the little things I can do (or tools I can use) to make my life and work just a little bit easier.

I feel like I’ve gotten pretty damn good at it too. I use Evernote (I’m currently enamored with Bear though), Trello, and Slack religiously. David Allen’s, Getting Things Done is at the top of my recommended reading list, along with Tim Ferris’ Four Hour Work Week, and Tools of Titans. I love Tim's podcast too!

But there is one area in my life where I still struggle…Keeping track of, and paying an ever-increasing list of monthly bills. Due dates are in my Google calendar as repeating events, but some of the dates change from month-to-month so the system isn’t completely reliable.

  • Morgtage
  • Electric
  • Car Payment
  • Car Insurance
  • Credit Cards
  • Student Loans
  • Cable TV
  • Cell Phones
  • Trash Service
  • Subscriptions

Automatic bill payment seems like an obviously easy answer, but I always tend to over-analyze things, making the decision more complicated than it needs to be. I’ve let perfect become the enemy of good.

I’m turning to my readers for advice. How do you do it?

I’ve got some ideas, but what is the best way? I’d love to get your input.

Do you use your bank’s bill payment system? I use CapitalOne360, for most of my banking, and I still haven’t even bothered to set bill-pay up yet. Or do you use your biller’s auto-pay system?

What about payments that fluctuate each month (i.e. credit cards)? I’ve considered at least setting up auto pay for the minimum payment (just to prevent the chances of a missed payment).

I’ve also heard nightmares about people being over-charged by the likes of cell phone companies, etc. What about accidental overdrafts of your checking account? An overdraft charge could easily be more expensive that a late payment on a bill.

I’ve also considered using a cash-back credit card to pay all of my recurring bills. That could make life a little easier, and make an accidental overcharge easier to contest than if I’d used a debit card.

Please give me your advice and feedback. I can’t wait to see how everyone else is handling their bill payments.


If you’re interested in reading Tim Ferris’ Tools of Titans please follow my Amazon affiliate link, and buy the book from Amazon.



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