Author: matt

  1. Do this now: Check for targeted Chase MyBonus offers for spend through March 31. We’ve seen:

    – +7x on gas, grocery, and dining (IHG)
    – +5x on gas, grocery, and dining (Hyatt, Aeroplan, United, Southwest, and Marriott co-brands)
    – +2%-5% bonus cash back for physical card transactions (Instacart)
    – +5% back on gas, grocery, and dining (Amazon)

    The caps on these are historically $1,500 in spend, but this round it’s been reduced to $1,000. If you get an error while checking, open an incognito browser tab.
  2. Do this now: Check for your targeted United Mile Play bonus offer. I wasn’t targeted this round, but there are offers as high as 40,000-50,000 miles for things like taking three trips of $500+ or flying in a premium seat four times.
  3. Truist Bank has a $400 checking account bonus after receiving two direct deposits totaling at least $1,000 within four months with promo code AFL2425TR1400.

    In theory this works in only a limited set of states. In practice, many brokerage account ACHs and business account ACHs count too. (Thanks to David)
  4. Citi Merchant Offers has $50 back on $250+ at JetBlue.

    These are more like Chase and BankAmeriDeals, not like American Express Offers.
  5. Office Depot/OfficeMax stores have $15 off of $300+ in Visa Giftcards through Saturday. For best results:

    – Buy in even multiples of $200
    – Link your cards to Dosh 🪦
    – Try for multiple transactions back-to-back

    These are Pathward gift cards.
  6. Safeway, Albertsons, Vons, and Just4U stores have a digital coupon for 10x points on Zillions Zift gift cards through Saturday, and on Saturday it may be 12x with the right coupons.

    Zillions Zift convert to eBay and Lowes, amongst other brands.
  7. Giant Food, Stop & Shop, and Giant/Martins stores have 8x points on Zillions Zift through Thursday, limit $2,000 per household.

Happy Monday!

Monday’s hair product, apparently.

EDITOR’S NOTE:Some of the smartest members of the community have stepped up with guest posts during the holiday break in 2024 and now on Saturdays in early 2025. Special thanks to today’s author, Graham from TC Tailwind, for his enumeration of failures in the hobby. Have a nice weekend!

Introduction

We are, almost as a rule, optimizers in this hobby. Optimizing is supposed to pay off (for some definition of “pay off”), but it doesn’t always. I’ve failed in a lot of interesting ways when optimizing, and I console myself in those failures by telling myself I’ve learned something from them. For your benefit –or at least entertainment– I’ll enumerate some of my failures, and the tactics that I’ve developed to avoid repeating them.

My Failures

Taking on more complexity than I could understand

As a Canadian student earning internship money in the US, I had a brilliant idea to stash that money in a TFSA (the Canadian equivalent of a Roth IRA). I was planning to (and did) return to the US to work full time, and I knew the US didn’t respect the tax free nature of TFSAs. But I was also smart, and knew that the US doesn’t charge you tax on your investments if you don’t sell them, so I figured I could safely stash the money there tax free until I returned to Canada eventually.

It turns out I wasn’t smart enough. I did not know that the US has a special designation for money you invest in passive investments outside the country, and that it applied to Canadian ETFs. Nor did I know that they had an extra special tax treatment for them. I also didn’t know they had a handy little 4 page form that you have to fill out per ETF you own, and which no tax software I know of supports. In the end, this little stunt saved me nothing, and cost two rounds for foreign exchange fees on the money, and burned through countless hours of my time across multiple years of tax filings.

My tactic to avoid repeating this failure is:

  • If you have a clever idea, validate it with some experts first: I could have saved a ton of pain if I’d talked to an accountant. The churning world doesn’t have certified professionals you can go to, and it isn’t exactly known for its openness, but I’ve always found folks in the chat groups I’m in to be willing to call bullshit on a bad plan. Turns out people like correcting you when you’re wrong on the internet, who knew?

Not considering the opportunity cost

When purchasing my house, I was very proud of how I used a 0% offer on a Chase Freedom Unlimited card and some credit limit transfers to get $43,000 loan for no cost. This was a fun act of financial engineering, and I calculated that it saved me about $654 in interest on a loan I’d taken against my assets. Putting that spend on my Chase Freedom, however, meant that I wasn’t using it to hit sign up bonuses. That $43,000 would have been enough for seven Chase Ink Cash/Unlimited sign up bonuses, at $750 each (or a mix of equivalently lucrative offers). That means I gave up a chance to make $5250, just to save $654.

My tactic to avoid repeating this failure is:

  • Consider the opportunity cost of your plan: Any time you undertake an optimization, think whether it precludes you from doing something else (especially if that’s something else you’d normally be doing, like I would have been in this case). Calculate the value of the alternative, and make sure it’s less than the value of your plan.

Being too early

I’ve always been the type of person to try and get things done early, and boy have I found a million ways in which that can burn you. Closing a credit card with lounge access? Of course I end up with a last minute flight and no other lounge options in that airport. Burning my Dell credits on something frivolous on Jan 1? Of course I end up needing a new router that I could have gotten for free with those credits. In each case, my desire to get things done early meant I gave up optionality that I could have used later.

My tactic to avoid repeating this failure is:

  • Wait until the last minute, if there’s no benefit to being early and little risk of losing the opportunity: Credit cards have well known annual fee refund rules. If a bank will refund your money 30 days after the fee posts, there’s no benefit to cancelling it the day the fee posts. Set a reminder for a few days before tha last possible day instead. Similarly, if you have an annual benefit you’re clearly entitled to, there’s no reason to blow it early on something you don’t want at the beginning of the year, when you might want it for something else later in the year.

    There are some huge caveats here. If something is too good to be true and might get nerfed, or it is less than above-board that might get patched, you should absolutely continue to get on that ASAP.

Not valuing my time

For a great take on this, which highly resonated with me, read Kai’s post from last year’s blogging vacation. For my concurring take, read on.

I love Doctor of Credit, and I was hooked on getting their deal alerts after I got a free phone out of one. But one day, I caught myself responding to one of those alerts by spending 10 minutes punching my personal information into a random website to get a free cookie dough bar. In retrospect, I view saving a dollar or two on a thing I didn’t even want as a failure (and it’s indicative of dozens of other micro-optimizations I’ve done, like the time I’ve wasted going through 1% back shopping portals on ~$20 purchases).

My tactics to avoid repeating this failure are:

  • Set a minimum dollar value on your time: I have a hard $200 / hour rule for my time now. Obviously I don’t spend every hour focused on making / saving money, but if I’m doing something to make / save money, it better meet that bar.
  • Remember free can still be too expensive: Just because something is free, doesn’t mean it’s worth taking. There are extra costs in terms of time, the environment, your health, etc., even on free items. If you don’t actually want it, don’t waste your time on it.

Not valuing my comfort

I recently flew home from Tanzania, and booked the cheapest business class ticket that I could using points. The problem? It involved an awkward 6 hour overnight stay at Cairo airport (a completely wonderful airport with no faults at all). Even finding a soft place to hole up in a lounge, I barely slept and I was a miserable traveller for the rest of my trip. In retrospect, not paying the extra ~50k points for a better flight was a failure to value my comfort appropriately.

My tactic to avoid repeating this failure is:

  • Set hard rules for your comfort: I can’t put a dollar value on comfort as easily as I can on time, so instead I make strict rules for myself. I already had a hard line that I don’t do red eyes in economy. Now I have a new rule that I don’t do overnights in an airport. These hard and fast rules help me feel mentally compelled to take the options that I know are better for me, even if they’re more expensive.

Want more content like this?

If you’re interested in content like this, check out my blog. There’s a subscribe box at the bottom of every page, if you’re interested in seeing new posts as they come out. And if you think I’ve missed something, gotten something wrong, or should write future posts on a particular topic, please drop me a line.

– Graham

Other fails in no particular order.

  1. The Bank of America Alaska Business card has an increased offer of 75,000 miles after $4,000 spend in 90 days. You can usually get multiple cards with multiple businesses.

    In the before times, I loved getting multiple Alaska cards each time a heightened offer came out. Now that (a) BofA’s payment options aren’t what they used to be, and (b) the Alaska and Hawaiian merger completed so you can transfer Membership Rewards → Hawaiian → Alaska, this card is mid at best; especially when Membership Rewards card bonuses approach a half-million points with a little 15x fun.
  2. US Bank has a $900 sign-up bonus for a new Platinum Business checking account with promo code Q1DIG25 through March 31. You’ve got to bring $25,000 in new funds within 30 days and maintain them through day 60, and you’ve got to have 5 debit, ACH, or other transactions.

    If you time everything perfectly, that means that you only need funds in the present for 31 days, which is an effective APR of 43%. Last I checked, 43% was slightly better than, let’s say Chase, was paying on checking accounts too. Having this account will help with US Bank business credit card approvals, like the $750 Business Leverage or $750 Triple Cash rewards cards. (Thanks to DDG)
  3. The American Express Delta SkyMiles personal cards have increased sign-up bonus for direct links and referrals, but the increased bonuses require the American Express random number generator to work in your favor. The offers:

    – Gold: 80,000 miles after $2,000 spend in six months, annual fee waived first year
    – Platinum: 90,000 miles after $3,000 spend in six months
    – Reserve: 100,000 miles after $5,000 spend in six months

    If you don’t see the heightened offer, try switching browsers, using incognito mode, or poking an Ed Bastion voodoo doll.

Have a nice weekend, and watch for a guest post tomorrow!

Q: Why does the Ed Bastion voodoo doll have a cape?
A: AmEx works better that way.

  1. The Citi Shop Your Way Rewards Mastercard sent out mid-month offers for online spend through February 14, which stack with other offers nicely:

    – 325,000 SYWR points after $1,000 spend
    – 250,000 SYWR points after $1,000 spend
    – 11,500 ThankYou points after $750 spend
    – $100 after $1,000 spend
    – $45 after $500 spend

    Because Citi gonna Citi, not all online spend counts as online spend. (Thanks to Tyler, birt, Cashback Cowgirl, Jen T, and Charlie)
  2. There are a few more card linked travel related offers:

    – American Express: $50 off of $250+ at Grant Hyatt hotels through April 15
    – Chase: $15 off of $50+ at Lyft through February 27
    – BankAmeriDeals: $30 off of $150+ at Turo through January 26
    – BankAmeriDeals: 15% back, up to $150 with Celebrity Cruises through February 14
    – BankAmeriDeals: 15% back, up to $150 with Royal Caribbean Cruises through February 14

    Some are more gameable than others.
  3. The Alaska MileagePlan Shopping portal has 1,200 bonus miles with $300 spend through January 24. Giftcards.com is a good option for churners that aren’t keen on spending $300 on Dubai chocolate bars.
  4. Some long lost friends from a popular bill payment service are back in town. Always be probing.

Citi marketing materials, proving again that Citi gonna Citi.

  1. Do this now: Register for Hyatt’s Bonus Journeys promotion for:

    – 3x points at Hyatt Place and Hyatt House, up to 10,000 bonus points
    – 2x points at other Hyatts, up to 20,000 bonus points

    Valid for stays between January 27 and March 28.
  2. American Express has several new travel and gift card related offers, and with some trickery you can often get the same offer on multiple cards too:

    – $200 back on $1,000+ at Norwegian Cruise Lines through April 23
    – $70 back on $250+ at Hertz through March 10
    – $75 back on $250+ at Avis through March 31
    – $30 back on $75+ at Pepper through March 31
    – 5,000 bonus points on $2,000+ on the Marriott Business card through April 30

    The Pepper one is a $30 hedge against any potential failure, should they fail in the next couple of weeks.

With some trickery you can often get different types of hundos too.

Yesterday’s Change

Yesterday, AirFrance and KLM’s FlyingBlue program devalued its low level awards (again). Long haul prices on KLM or AirFrance:

  • Economy: 25,000 miles each way, up from 20,000 miles
  • Premium economy: 40,000 miles each way, up from 35,000 miles
  • Business: 60,000 miles each way, up from 50,000 miles
  • La Premiere: 165,000 miles each way, up from 150,000 miles

Partner award prices went up somewhat too. The change was intentional, and in theory will also bring increased award availability on first party metal.

Devaluations Will Happen

Unfortunately, devaluations will continue over time in all programs because:

  • Inflation in consumer prices means more points earned for buying the same things with a credit card
  • Inflation in hotel and airfare prices means more points are awarded for revenue bookings
  • For airlines, CASM inflates over time, and providing an award seat costs more over time
  • For hotels, CPOR inflates over time, so providing free nights costs more over time
  • Decreasing the value of issued points lowers liabilities on a company’s balance sheet

The only way devaluations won’t happen is with regulation, but (a) that’s unlikely to come, and (b) would just cause a different type of devaluation, such as no award space released.

Protecting Yourself

To effectively shield yourself from devaluations to the extent that such a thing is possible:

  • Book awards as early as possible: Points on average are worth more now than they will be in the future, so lock in current pricing when you can
  • Book speculative awards with spare points: As long as a program offers free cancelations, you can lock in current pricing and cancel if the trip won’t work out (or if a lower price comes along)
  • Don’t save more points than you can reasonably burn in the next n months: Saving points that will decrease in value probably isn’t fiscally sound, just like eating a tub of lard probably isn’t nutritionally sound. Ok, but what value should you use for n? It’s hard to say, but I think the half-life of devaluations is around 24 months with some medium variance
  • (A corollary to the prior item) Cash out excess points, especially those you can’t burn in the next n months: Cashed out points turn into cash, which: earns interest, can be invested, and can be used to buy more miles if you cashed out too many. It turns out, money is fungible

Good luck out there!

Next time on Tuesday Wisdom: Elmo’s airplane explains RASM.

EDITOR’S NOTE: Saturday’s emailed newsletter missed picking up Sam’s guest post, please take a look here if you missed it!

  1. Citi has a heightened offer on the AAdvantage Business Mastercard for 75,000 AA miles after $5,000 spend in five months, and the $95 annual fee is waived for the first year. The current enforced language requires that you won’t receive the bonus if you’ve had a Citi Business AA sign-up bonus in the last 48 months.

    You can double dip by separating two applications by eight days with one business AA card and one personal, just don’t hit the spend target on either card until you have both cards in hand. UPDATE: Corrected double dip language
  2. There’s are two generic, targeted no lifetime language (NLL) American Express no-annual fee card offers:

    – Blue Business Plus 75,000 Membership Rewards after $6,000 spend in four months
    – Blue Business Cash $750 statement credit after $6,000 spend in four months

    These cards usually have offers for additional points or statement credits for adding employee cards and spending on those cards too. (Thanks to EarthlingMardiDraw)
  3. Chase Offers has an offer for 10% back on Southwest airfare, up to $40 cash back, through February 15.

    Buying discounted Southwest gift cards is always 10% off at Sam’s, but occasionally 20% off too so gamers will likely find this offer more interesting than non-gamers.
  4. The Dosh app, famous for awarding extra cash back at Korger, Office Depot, and OfficeMax (and sometimes paying it out too), is shutting down on February 28. They’re allowing redemptions through that date in theory, but there’s no bonus prize for waiting until the last minute and there’s no guarantee that they won’t prematurely fold so cash-out early, cash-often.

    Now it’s time to queue the song: Ding-dong the Dosh is dead! Which old Dosh?
  5. Office Depot / OfficeMax stores have $15 off of $300+ in Mastercard gift cards through Saturday. For best results:

    – Link your cards to Dosh
    – Buy in even multiples of $300
    – Try for multiple transactions back-to-back

    These are Pathward gift cards.

Happy Monday!

The Dosh executive staff delivers the news.

EDITOR’S NOTE:Some of the smartest members of the community have stepped up with guest posts during the holiday break in 2024 and now on Saturdays in early 2025. Special thanks to today’s author, Sam from both HelpMeBuildCredit.com and from the amazing CardRight credit card tracking app. Have a nice weekend!

I enjoyed many of the other guest posts, but based on the length, it seems like there’s a competition of who can write the lengthiest post. (It also looks like there’s a competition for the longest name – if your name is long enough, why add 233 at the end?:)!

I love that Matt’s posts are short and sweet (short enough that I can read them in the same amount of time it takes me to finish my morning coffee.) I decided to write this guest post short and sweet as well- Matt style. 

OK, let’s dive into the post, because I’m already a quarterway through my coffee.

Over the last few years, I’ve been maximizing an extra 5% or so back on my credit card spend by utilizing 0% APR offers on credit cards.

This topic is something that I feel is not being written enough about. Especially with today’s high interest rates, it’s definitely something that someone in the churning game should explore.

I swipe my daily personal and business expenses on 0% APR credit cards that offer interest-free periods of up to 21 months.

Then, instead of using the cash in my bank account to pay the balances, I put the cash into a high-yield savings account. I only pay up the card balance once the 0% APR period on the card is up.

So ultimately, the bank is giving me rewards for swiping, potentially a welcome bonus as well, plus an interest-free loan, and at the same time, they’re letting me earn the interest by me putting my money into a savings account.

I currently have close to $200k in high-yield savings accounts, earning me over 5% interest!

I find Raisin to be a good resource for finding the best high-yield savings accounts and HelpMeBuildCredit’s Ultimate Credit Card Finder is a good resource for finding the best 0% APR credit cards (they list all cards, both affiliated and not).

Here are a few helpful tips to keep in mind

  • I try to focus mostly on business cards rather than on personal cards. A balance on a personal credit card will affect your credit, while a balance on a business card will not.
  • Don’t confuse offers for 0% APR on balance transfers with 0% APR on purchases. You should be looking for cards with 0% APR on purchases.
  • Be extremely careful not to make a single late payment, as even one can cause you to lose the 0% APR promo.
  • Be super organized and responsible, otherwise you will lose more than you will gain.
  • The Ink Cash and Ink Unlimited are really great for this, as they offer both a great welcome bonus and 0% APR for 12 months (and they are business cards). 
  • As a bonus tip, (since I still have one sip left in my coffee), once the 0% APR period on a card expires, you can transfer the card balance to a new card with 0% APR on balance transfers and gain an additional 12 months or so of 0% APR on that same balance.

Most cards have a 3% fee to transfer balances, which is still worth paying with today’s rates. But I found one card (on the website mentioned above) that surprisingly has no balance transfer fee, plus is a business card, and has 12 months 0% apr. It’s the Edward Jones Business Plus Mastercard. I plan on getting it now to roll the dice and knock over my coffee, but ultimately, to get another 12 months of interest and laugh all the way to the bank.

– Sam

A barista makes Sam’s morning coffee.