Here’s why I have trouble buying things quickly online

Like many of you, I’ve been doing a fair amount of online shopping. But I’ve probably been much slower at it than most of you.

Not “slower” in the sense of taking forever to pick one product over another (although my indecision-making there is considerable), but in the sense of deciding how I’ll pay for it and which third-party site I should click through before making the purchase.

Picking a credit card is the easier part even if I’m not buying stuff for my job (work expenses go on a separate card to ease my accounting). Most of the time, the 2% cash-back rebate on the Citi Double Cash Mastercard makes it the obvious choice. It’s been an even easier call when Citi’s offered extra cash back in promotions with various merchants.

But other card issuers have their own extra incentives. American Express and Chase offer extra cash back and do so much more often, but you have to sign up for each such offer on their sites or in their mobile apps. So I need to consult both before any purchase–and then hope the merchant in question doesn’t drop one of these deals the week after my purchase.

(Note that Amex and Chase also have tiered cash and points rewards for categories outside of online retail; a proper discussion of them would require a separate post.)

Not too many years ago, my shopping decisions would have ended there. But then I had to start considering shopping portals, the points-for-purchases sites most frequent-travel programs provide for members. By itself, a mile or a point for a dollar spent somewhere is barely worth thinking about. But that incremental addition does deserve your time if you’re nearing an award-redemption threshold or have miles or points that will expire without new activity in your account.

These portals don’t all offer the same rate or each offer the same rate over time. To verify which one offers the most return, I use a site called Cashback Monitor that tracks these deals and lets you set up a custom page with your favorites. (For more details, see this concise how-to by One Mile At A Time’s Tiffany Funk.) JetBlue consistently offers some of the best earn rates; fortunately, TrueBlue points have not seem the same deflation as other frequent-flyer currencies in recent years.

You may find no future-travel benefit for a potential purchase. Best Buy, Target and Walmart recently seem to have dropped out, while I can’t remember seeing any travel incentives for Amazon. In those cases, I’ll go to one last site before starting a purchase: my client Wirecutter, which often tells me what to buy and makes a decent chunk of its money off affiliate payments from Amazon and other retailers. If I can’t treat myself to a little kickback on a purchase, helping one of my favorite clients seems like a decent fallback.

Weekly output: EMV credit cards

Last week’s flurry of work–enough for me to lose track of it when trying to inventory it here–was evened out by this week. I also didn’t have to travel any further for work than Capitol Hill and downtown D.C., although one of this week’s events did require me to dust off the tuxedo I hadn’t worn since maybe 2009. (Can we not talk about how the pants fit before the intervention of a tailor?)

Yahoo Finance EMV-update post5/6/2016: Those chip cards have a long way to go, Yahoo Finance

Watching a panel at the Rayburn Building Tuesday reminded me of two things: It’s been over six months since the “liability shift” that was supposedly going to end the tenure of old-school magnetic-stripe credit cards, and it’s been almost as long since I covered this topic. Revisiting the issue convinced me that making people enter a PIN at each purchase won’t solve the bigger security issues of paying with plastic–and that my earlier writing about “EMV” cards should have acknowledged the extra time spent with your card in a point-of-sale terminal.

(Notice the new Web address? Stay tuned for more about that.)