In defense of mileage running for top-tier elites

I have the rather unfashionable view that mileage runs on Delta, American, and United are more likely to be worthwhile for top-tier elites now that those programs are revenue-based than they were under the previous, distance-based regime.

Mileage running is definitely not for everyone: it takes time, and unless you actually like flying, it's not particularly fun. You may end up paying for transportation, parking, and meals, so it's far from free besides whatever you pay for your actual airfare. But there are still reasons you might consider it.

So here's why I don't think mileage running is dead.

Revenue-based programs give a fixed rebate on airfare dollars

Top-tier elites in all three of the legacy carrier frequent flyer programs earn 11 redeemable miles per dollar spent on airfare on their own flights.

That fixed rebate in miles produces a rebate in value that's likewise fixed, although not by the carrier, but rather by your own planned pattern of future redemptions. If you redeem miles for domestic economy flights, you might get 1.5 cents per mile in value. For international business class flights, you might get 2.5 cents per mile. And on partner first class flights, you might get 4 or more cents per mile in value.

In an extreme case, you could imagine a top-tier elite consistently getting 9.09 cents or more per mile in value, in which case their entire airfare expenditure would be rebated back to them in the form of a future high-cost flight: buy one get one free.

Most travelers, however, don't consistently get 9.09 cents per mile in value, and so even top-tier elites don't earn enough miles to completely rebate their out-of-pocket expenses, if they're paying cash.

Using fixed-value points to fund mileage runs

The above is a strong argument against paying for mileage runs with cash: the difference between the amount paid and the rebate earned in miles is too large to justify wasting a day or more in flight, unless you're very close to top-tier elite status and have no opportunity to qualify otherwise (and plan to fly enough the following year to take advantage of your top-tier benefits).

But what if you're able to fund mileage runs with cheaply-acquired fixed-value points? How would that change the calculus?

Rather than look at the out-of-pocket cost of manufactured spend, as I did last Thursday, let's look at four fixed-value currencies and compare a straightforward cash redemption value of 1 cent each to the redemption value when spent on a mileage run.

• Chase Ultimate Rewards are worth 1.25 cents in paid airfare, earning 13.75 redeemable miles for a top tier elite. To break even compared to a one-cent cash redemption, you'd need to get 7.27 cents in value per redeemable mile.
• Citi ThankYou points in a Citi Prestige account are worth 1.33 cents when redeemed on Delta or United, or 1.6 cents when redeemed on American. Compared to a one-cent cash redemption (for example, for a student loan or mortgage rebate check), you'd need to get 6.8 cents per SkyMile or MileagePlus mile, or 5.7 cents per AAdvantage mile to break even.
• American Express Membership Rewards points in a Business Platinum accounts are worth 1.43 cents each when redeemed for flights on your selected airline, requiring a value of 6.4 cents per redeemable mile to break even compared to a cash redemption.
• US Bank Flexpoints are worth 2 cents each when redeemed for paid airfare, requiring 4.55 cents per redeemable mile in value compared to redeeming the same Flexpoints for cash at one cent each.

Obviously your out-of-pocket cost for those fixed-value points currencies will be lower than one cent each. However, once you've earned them, the question is how you'll redeem them, and at that point they're worth roughly one cent each in cash (slightly less in the case of Membership Rewards points, which have to be liquidated with American Express gift cards).

Why swap fixed-value points and time for redeemable miles and elite status?

My beloved readers sometimes accuse me of making arguments just to be difficult. My defense is that I don't give advice — my only advice is that people should do whatever they want to do!

But top-tier elites who have access to cheap fixed-value points and who redeem their Delta, United, and American miles for long-haul premium cabin awards may do well to consider mileage running to requalify for top-tier status for a few reasons:

• Upgrade priority. Smaller domestic first class cabins and more pressure to sell first class seats for cash means top-tier elite status is the only reliable way to secure free first class upgrades on routes with a lot of elite volume. If you fly on paid economy fares regularly, that may matter to you.
• Award flexibility. I haven't had high-tier elite status for a few years now, but when I was a Delta Platinum Medallion I used free award changes and redeposits constantly to make slight alterations to my itineraries or to recoup miles when cheaper awards became available. On my last trip to Europe business class award availability opened up at the last minute, which would have made our trip much more comfortable, but I couldn't bring myself to pay United's extortionate award change fees — top-tier elite status would have made the free change a no-brainer.
• Top-tier elite status benefits. United Global Premier Upgrades, American systemwide upgrades, and Delta's Platinum and Diamond Choice Benefits have concrete value if you're able to take advantage of them. Not everyone will, so like everything in the world of travel hacking, they're not worth pursuing if you don't have a plan or intention to use them. But for many people, being able to upgrade paid economy tickets may provide even greater value and flexibility than booking award tickets in premium cabins.

If redeemable miles are based on revenue, only distance matters

One important thing to note is that unlike the previous era of mileage running, the number of cents paid per mile flown is totally irrelevant to this calculation: if you've accurately calculated that you'll receive the total price of your airfare back in redeemable miles, your only goal should be to maximize the distance flown on any given mileage run, in order to secure top-tier elite status while spending as little out-of-pocket time as possible.

Long, multi-leg, inconvenient flight routings are ideal regardless of whether they're more or less expensive than direct flights.

Conclusion

Most people rightly think that mileage running, if it ever made sense, only did so in the distant past. However, for top-tier elites with access to cheap fixed-value points, mileage running in revenue-based legacy mileage programs may still make sense, if they plan to redeem their miles for long-haul premium cabin awards, if they have a realistic expectation that they will take full advantage of top-tier elite benefits, and if they have the time to do so.

That may be a smaller subset of the travel hacking population than it was when the legacy carriers offered miles based on distance, but it's not nobody.

When deals don't stack

One of the most popular approaches to travel hacking is finding deals that "stack:" when you can apply multiple techniques to a single transaction, you can bring your out of pocket expenses even lower than you would applying any one of them individually.

Some deals stack

Since stacking deals can amplify total savings, deals that stack tend to get a lot of attention. For a simple example, you might click through a cash back portal to Hotels.com, apply a Hotels.com coupon, and pay for your stay with an Arrival Plus card. The cash back portal and coupon lower the amount you're charged, and then your final out-of-pocket cost is reduced further by redeeming against the transaction Arrival Plus miles you've manufactured as cheaply as possible.

Stacked deals can get much, much more complicated that that: Frequent Miler has painstakingly shown how portal cashback, coupons, credit cards, and even the tax code can be stacked to earn a Southwest Companion Pass with as little out-of-pocket expense as possible.

Most deals don't stack

What's usually glossed over by credit card salesmen is that most deals don't stack, which is important to both understand and take into account when developing a travel hacking strategy.

To take an example from last Thursday's post, the 4th-night-free benefit of the Citi Prestige card gives a roughly 25% discount off paid stays of exactly 4 nights. Ideally, you'd like to stack that with something like the Barclaycard Arrival Plus or BankAmericard Travel Rewards credit card, to redeem cheap points against your final bill. But because the stay has to be paid for with the Citi Prestige, your discount is limited to 25% — less than you'd save simply paying for a 4-night stay with one of those credit cards.

Another example is the American Express Delta Platinum and Reserve credit cards, which offer an annual companion ticket in economy (Platinum) or first class (Reserve). Such tickets offer a discount of almost 50% off 2 domestic tickets (though only the primary ticket earns redeemable and Medallion Qualifying miles). But manufacturing spend at grocery stores with a US Bank Flexperks Travel Rewards card offers a discount of, for example, between 53.2% and 68.9% on paid airfare! Buy two tickets with Flexpoints and not only are you unconstrained by fare class, but both tickets will earn miles and be upgrade-eligible, as well.

That doesn't mean the Delta American Express cards are bad cards (I personally have a Delta Platinum small business card). It does mean you need to think critically about the value of the companion ticket, perhaps using it to book travel for friends or relatives who will reimburse you (maybe) rather than using it for your own travel.

Conclusion

The question, "can I stack this deal?" should be one of the first ones you ask whenever you see a pitch for a new credit card or discount on purchased points, but also as you proceed through your everyday routine. If the answer is yes, you can amplify your savings by applying as many angles as possible to each transaction.

If the answer is no, that doesn't render a deal instantly worthless. But it is an invitation to examine the deal more closely, to ask whether and how you'll incorporate it into your overall travel hacking strategy. It may turn out to be superior to your other techniques, and it's those other strategies that should yield to the new, cheaper method of paying for your travel.

But if it offers a smaller discount (like the Prestige 4th-night-free), less-flexible booking options (like the Delta companion tickets), or interferes with your other goals, like elite status requalification, then you should take seriously the possibility that you will get less value, or have greater out-of-pocket expense, then you would pursuing a different strategy that incorporates more, better, and stackable deals.

Is the Citi Prestige a good deal? Compared to what?

This isn't my favorite kind of blog post to write, but I do consider it essential service journalism in the context of a travel hacking blogosphere whose default mode is "breathlessly excited."

The Citi Prestige credit card is often pitched as an essential tool for the sophisticated travel hacker. In this post I want to make the argument that, on the contrary, the benefits of the Citi Prestige are valuable almost exclusively to the least-sophisticated travel hackers, who don't have a well-designed portfolio of credit cards, or to travelers who don't have access to even the most mundane techniques for manufacturing spend.

Let's take each of the benefits of the Citi Prestige card in turn.

Price compression makes airfare cheap

The first thing you hear about the Citi Prestige card is how it multiplies the value of your ThankYou points: with the card, ThankYou points are worth 1.33 cents each towards airfare, or 1.6 cents each towards airfare on American Airlines-marketed flights.

That creates a theoretical cash value of the current 50,000 ThankYou-point signup bonus of $665-$800 in paid airfare.

But $800 in paid airfare manufactured with a Chase Ink Plus card at office supply stores costs $380 in purchase and liquidation fees ($665 in paid airfare costs just $316).

So don't tell me a 50,000 ThankYou-point signup bonus is worth $800; it's worth between $316 and $380, the money you'd spend manufacturing the same airfare with a much more versatile (and, obviously, much cheaper) Chase Ink Plus.

If you have access to manufactured spend at grocery stores, then you'll find a card like the US Bank Flexperks Travel Rewards Visa runs around the world before the Citi Prestige has even got its boots on.

Compare a 25% discount on paid hotel stays to real travel hacking

The "killer app" of the Citi Prestige is supposed to be its "4th-night-free" benefit, whereby reservations made through Citi's contract travel agency, and paid for with the Citi Prestige, earn a statement credit equal to the amount of the stay's fourth night, including taxes.

In other words, when used for stays of exactly 4 nights, the Citi Prestige offers a discount of 25% on average (the actual discount will vary depending on the distribution of room rates over the four nights; Frequent Miler provides some extreme examples here).

By contrast, using only the most commonly available manufactured spending techniques, the Barclaycard Arrival Plus produces $21.05 in hotel stays for just $11.50 — a 45.4% discount.

A Chase Freedom Unlimited, earning 1.5 Ultimate Rewards points per dollar spent (or 1,515 Ultimate Rewards points for the same $11.50 above), paired with a $95 Chase Sapphire Preferred or Chase Ink Plus, requires just 1.01 cents in value per Ultimate Rewards point transferred to Hyatt Gold Passport point to match the 25% discount offered by the Citi Prestige. You have to look pretty hard to get that little value from a Hyatt Gold Passport point.

Finally, using an American Express Hilton Surpass card, you'll earn 6 HHonors points per dollar spent at grocery stores. Given only the most widely available cost of $6.30 for 3,036 HHonors points, you'll need to get just 0.28 cents per HHonors points to beat the Citi Prestige's 25% average discount on four-night stays. And that doesn't account for the value of 5th-night-free award reservations for Hilton elites.

Which brings me to the most important drawback of the Citi Prestige's "killer app:" it's only useful on stays of 4 nights or more! While all the cards and techniques I described above are useful on stays as short as 1 night, to get even a 25% discount on your paid stays, you'll have to stay for exactly 4 nights: any less, and your stay isn't eligible; any more, and your discount shrinks as a percentage of your total stay.

How does the the Citi Prestige 4th-night-free differ from the Club Carlson last-night-free?

When the US Bank Club Carlson co-branded credit cards offered the last night free on award stays, I was one of their biggest enthusiasts. That's because the last-night-free benefit allowed you to leverage the already generous 5 Gold Points earned per dollar spent on all purchases. In other words, it made valuable manufactured spend more valuable.

The Citi Prestige 4th-night-free benefit is exactly the opposite: it requires you to pay cash out of pocket for your room, which violates one of the most important principles underlying a successful travel hacking strategy: spend cash last.

Value all the other Citi Prestige card benefits at what you're willing to pay for them: nothing

You can check out the remaining benefits of the Citi Prestige over at Miles to Memories. They include:

• airline fee credits (worth much less than cash);
• lounge access (you're not paying for it now, are you?);
• Global Entry fee credit ($100 every 5 years, so, $20 per year);
• and 3 rounds of golf (not 3 foursomes, just 3 rounds: your friends will have to pay their own way).

Reimbursed business travelers should ignore everything I've said

Travelers who are reimbursed for their out-of-pocket expenses have opportunities that are, from a normal person's perspective, stratospherically lucrative. If you're able to book Monday-Friday hotel reservations for a product launch, investment banking intervention, or Republican Party platform committee meeting with your own credit card for later reimbursement, you have no excuse not to earn thousands or tens of thousands of dollars per year in 4th-night-free reimbursements from a Citi Prestige card.

But when a rich weirdo like Ben Schlappig tells you how much money he's saved with the Citi Prestige 4th-night-free benefit, remember that you don't have to pay cash for your hotels, and when you do, you can get a much better discount than 25% by developing a credit card portfolio and manufactured spend strategy that meets your actual travel needs.

Ways you could (but shouldn't) manufacture spend

In addition to the garden variety manufactured spend I do day in and day out, I also enjoy keeping my eyes open for new avenues that might prove easier or more lucrative. Naturally, most of those either don't work or do work, but cost too much to be worth pursuing. Here are a few examples in the latter category.

Reselling Marriott gift cards

There's a whole cottage industry devoted to gift card arbitrage, which consists of buying discounted gift cards and reselling them at a higher price or theoretically even the same price while pocketing any rewards earned on the initial purchase.

Remembering an Amex Offer from back in 2014, it occurred to me that you could manufacture unlimited spend by buying Marriott gift cards and earning bonus points on a card like the Chase Ink Plus, then reselling the cards below their face value.

And it would work! Except at the rate offered by Cardpool (currently the highest payout), a Marriott gift card receives just 88 cents on the dollar, meaning you'd need to get 6 cents per Ultimate Rewards point just to break even, or 4 cents per ThankYou point earned with a Citi ThankYou Premier or Citi Prestige card.

That's certainly possible with a premium cabin redemption on a partner like Singapore Airlines, but it's not even close to worth doing unless you're desperate to top up an account and don't have the liquidation bandwidth (or free time) to manufacture your points more cheaply.

Returning merchandise to a different form of payment

What if you could make a purchase with a rewards-earning credit card, preferably at a bonused merchant, then return it and send the refund to a different form of payment, like a non-rewards earning debit card or even a check?

That would be great, except for obvious and non-obvious reasons banks are extremely sensitive to returns or refunds from merchants where purchases weren't originally made. The obvious reasons have to do with interchange fees and the costs of processing transactions, and the non-obvious reasons might include concerns about money-laundering: a refund to a debit card would be a great way to deposit money in someone's checking account without attracting attention — which is why it attracts attention!

All sorts of stuff is plainly illegal

I've been living in my current apartment for 2 years, and an Oster-brand toaster has been living here with me just as long. I'm moving soon, and don't particularly care to haul a 2-year-old toaster across the country with me. If I were a thief, instead of a travel hacker, I could just order up a new one from Amazon, take it out of the box, send the old one back in the same back, and sell the new one on eBay.

But again, that would be illegal, so don't do that either.

Conclusion

I find that keeping my eyes open and walking through potential techniques step-by-step is worth doing, even when I find that a deal isn't ultimately worth pursuing. It usually isn't! But it's the rare deal indeed that's discovered by someone blindly following only the most-travelled paths.

Is this how UberPOOL is supposed to work?

On our return from Germany last month, we stayed overnight in New York City, flying into JFK on airberlin Saturday evening and out of LaGuardia on Delta the next morning. Traveling between the two airports and midtown Manhattan should be easy on public transportation, but when we boarded an E train Saturday evening in Jamaica, we discovered after 30 seconds of panic and 2 minutes of confusion that E trains were running on F tracks in Manhattan.

Unrelated: is there another city in the world that phrases their maintenance-related inconveniences in this way? On every other system I'm familiar with, if such a rerouting were required, they would announce that "this train is an F train between such-and-such stations." Why do New Yorkers insist on saying that it remains an E train while behaving in every way like an F train? Is it for union-related purposes, so E-train drivers can continue to operate what are obviously F trains?

Rather than try to figure out which E trains were E trains and which E trains were F trains, Sunday afternoon we decided to take a car to LaGuardia instead.

UberPOOL was strange, but cheap

This taxi fare guesser suggests a yellow cab would have cost $26.70, plus tip, for our Sunday trip to the airport, and the Uber app estimates an UberX would cost $32-$41. Then, since I'd never seen the UberPOOL icon in my Uber app before, I decided to check how much that would cost, and was offered a fixed price of $26.27.

This ended up feeling like an even better deal than those numbers suggest because Sunday was also the day of the New York City Pride march, and 5th Avenue was tied up with revelers. So instead the driver took what I guess you would call the scenic route under Central Park to avoid the parade. This longer route would have run up a higher UberX or yellow cab fare, so we benefited from locking in our UberPOOL rate in advance.

That's not the strange part. The strange part is that since the driver ignored the directions Uber was feeding him, he was forced to ignore all the other UberPOOL users trying to hail him. For Uber to add people to a pool they have to be able to predict where a driver will be, and when. But since our driver was never where he was supposed to be, he ignored all the additional UberPOOL requests he was given, and we enjoyed a private ride to the airport.

Conclusion

I will definitely use UberPOOL again, if I'm ever in a city where it's offered as an option. Their prices seem extremely competitive, and I consider being able to lock in prices in advance regardless of traffic and route to be a big convenience.

Now, I'm perfectly aware that having a fixed up-front price does not save anyone money, on average, and indeed allows Uber to apply "sneak" surge pricing and quiet rate increases. I'm totally fine with that — if the ride's too expensive, I'll take a different form of transportation. You should too.

This is what Uber's promise should be: identify the most annoying practices of the existing cab monopolies, and eliminate them. Then, some people will be willing to pay higher prices to avoid experiencing those inconveniences and some people won't. I consider the constantly-ticking taximeter and attendant fear that a driver is taking you on the long haul and deliberating missing traffic lights to be one such inconvenience, and I'll happily pay a premium to avoid it.

Microhacking: ATM fee refund edition

Even before most travel hackers' American Express prepaid cards were shut down last year, American Express had restricted Bluebird and Serve cash withdrawals to ATM's in the United States. That was a shame since they had previously worked as fee-free ATM cards around the world, and with reasonable exchange rates.

Fortunately, I have a Consumers Credit Union Free Rewards Checking account, which offers as one of its rewards "No ATM fees - CCU will reimburse all ATM and surcharge fees." I'd never actually made an ATM withdrawal with the card (I bank with a local credit union), so I was eager to see how this benefit works.

My experience withdrawing money in Europe

It works really well!

I made three ATM withdrawals during the two weeks we were in Europe, and incurred ATM fees on each withdrawal:

• 30,000 Hungarian forint ($109.40), $0.87 ATM fee;
• 200 Euro ($226.85), $1.81 ATM fee;
• 200 Euro ($225.96), $2.26 ATM fee.

On the first of July, I received an ATM fee credit of $11.19. Since only $4.94 had been charged to my account in separate ATM fees, that leaves $6.25 in ATM fee refunds unaccounted for.

That $6.25 happens to be the sum of the difference between the first two ATM withdrawals in dollars and the next lowest multiple of $5 ($109.40 minus $105, plus $226.85 minus $225).

Now, maybe that's a coincidence ($6.25 is the sum of a lot of numbers, real and imaginary). But it's my current best hypothesis, although it doesn't explain why the odd $0.96 on my final ATM withdrawal wasn't refunded.

Microhacking ATM fee refunds?

If my hypothesis is correct, that means a simple hack is possible: intentionally make ATM withdrawals that are at least $1 more than a multiple of $5, getting the additional amount refunded the following month.

The only ATM's I've ever seen that allow such odd withdrawals are TD Bank ATM's, which allow you to specify the exact composition of a withdrawal, including $1 and $5 bills.

According to this CNN article, Chase and PNC were rolling out ATM's with this function back in 2013, but some light Googling didn't turn up any more recent information than that.

Have you tried this? Does it work? And do you have a better explanation for my mysterious $6.25 ATM fee refund?

When do you contact the hotel, or, living gratefully

The feeling I most associate with travel hacking is "gratitude." That's because before I discovered the world of miles and points, or at least before I knew just how big and beautiful that world is, I still traveled all the time.

Back then I traveled "on the cheap," the same way many people travel today: booking flights based on the price of a ticket, regardless of the number or inconvenience of the connections, and booking noisy, inconvenient hostels. That wasn't all bad — I once stayed in a trailer park reconfigured as a hostel on the far, far, far outskirts of Amsterdam and had a great time biking around the Dutch countryside. But it also wasn't great (the steel trailer got up to 100 or so degrees in the sun).

Altogether, that means I'm sometimes confused about what conditions rise to the level of a "complaint."

Club Carlson properties are confusing

Last month we stayed in two Club Carlson properties, the Radisson Blu Beke Hotel in Budapest and Radisson Blu Carlton Hotel in Bratislava, and both properties had an ice situation that was confusing (remember, I'm easily confused).

The Radisson Blu Beke Hotel had an ice machine on our floor that appeared to me to be a Soviet relic. After I tweeted about the thing, someone apparently managed to get it working and it was full of ice the next day. Although in all honesty, I'm fairly sure they just filled it with ice from the restaurant to get me to shut up.

The beautiful old Radisson Blu Carlton Hotel in Bratislava upped the weirdness ante: every single floor of the hotel had an ice machine in a specially designed cabinet across from the elevators, and every single ice machine was unplugged, apparently permanently. I called the front desk for an explanation and the young lady working was happy to send up a bucket of ice from the bar. So that was terrific service, on the one hand, but on the other hand what were the ice machines doing there on every floor?

Hyatt Diamond food and beverage amenities are confusing

One of my favorite things I learned last month was the neologism "regranding." It's when, well, it's when this happens.

But that's neither here nor there. What I find confusing is when a Hyatt property has already installed some fruit basket or something in your room, then asks whether you'd like the Diamond points amenity or the food and beverage amenity. As a rule, I always take the food and beverage amenity.

At both the Park Hyatt Vienna and Grand Hyatt Berlin, the property then sent up a bottle of wine, which was much appreciated after a day of travel.

But under those circumstances, does the already-existing bowl of fruit in the room count as the food amenity? If I selected the points, would someone come up and take the fruit away? At the Grand Hyatt Berlin I simply told the agent at checkout that we'd never received a food amenity and he gave me the 1,000 Gold Passport points instead. Was I wrong?

What kind of feedback do hotels appreciate?

The waiters at the Park Hyatt Vienna breakfast buffet are absolutely incompetent (with one marvelous exception). The first day, we got a cup of coffee from our waiter and never saw him again. The second day, I managed to place an order with my waiter from the à la carte menu, and never saw him again. Only on our third morning in Vienna was I able to actually receive eggs Benedict cooked to order from the à la carte menu, once I shanghaied the only competent waitress in the entire restaurant (if you're staying there, e-mail me and I'll let you know which one she is).

Why I started this post by mentioning "gratitude" is that none of these things bother me at all. I tweet about stuff because it amuses me, or because I think my readers will find it amusing, but the fact that I'm able to stay in a hotel with a spa (even if the guy who does massages no longer works there) is a radical improvement over the kind of travel I did before I learned about the game.

But the response on Twitter from the brands themselves is invariably, "did you contact the hotel?" And that's a question I never have a good answer to. The Radisson Blu Carlton Hotel presumably knows that its ice machines don't work, but does the Park Hyatt Vienna know that its service staff is incompetent?

What helps improve the experience of guests, and what is just another box the property has to check when the chain's social media team tells them a guest is complaining?

Conclusion

I never "contact the hotel" unless my comfort is directly impacted in some way, like the time we had to get a maintenance man to fix the lights in our very strange room at the very weird Grand Hyatt New York. So I'm just throwing this out there: when do you "contact the hotel," and when do you just enjoy the ride?

Quick hit: things I've learned about German trains

On our trip to Italy in 2015, I reserved all our train tickets in advance, thinking by analogy to airline tickets and hotel rooms that I was locking in the best prices ahead of time. That turned out to be totally unnecessary, as Italian train tickets seemed to cost the same whether you book 6 months in advance or just walk up to the ticket counter on the day of travel.

Having learned from that experience, on last month's trip to Europe I didn't book any of our train tickets in advance, planning to maintain flexibility in case we wanted to spend more or less time in a particular city. That worked great until we got to Germany.

Buy at least a day in advance

Unlike the Hungarian and Slovak trains we took, the German national railway service Deutsche Bahn offers multiple fare types on many of their trains. The price differences aren't always very large, but if you don't know about them you might find yourself overpaying. Here are the fare options for a non-stop train from Vienna to Berlin:

View fullsize

Here's the train we actually took from Vienna to Regensburg to visit my partner's relatives in Bavaria:

View fullsize

And here's the train we took from Schwandorf to Berlin:

View fullsize

While the fares are reasonably close, the fixed-date and fixed-routing tickets purchased in advance would save 36.50 Euro per ticket on our routing, or 28.50 Euro per ticket on the nonstop routing.

So if it's at all possible, buy German Deutsche Bahn train tickets in advance!

Reserved seats

Like coach class tickets on Amtrak, second class tickets on Deutsche Bahn do not come with assigned seats. However, for an extremely modest charge (4.50 Euro on a sample trip), you can request a reserved seat.

You can decide whether or not this is confusing (we were extremely confused), but reserved seats on Deutsche Bahn trains are indicated by a pair of cities listed above each pair of seats. For example, seat 65 on this train is reserved by someone boarding in Leipzig and leaving the train in Hamburg:

View fullsize

In other words, if you are departing the train before Leipzig, or boarding after Hamburg, you're free to sit there. If you are sitting there between Leipzig and Hamburg, you'll have an irate German standing by your seat angrily gesturing at his ticket and at the digital panel above your seat.

The travel hacking index card

I popped by the library this week to pick up "The Index Card," the famously slender volume of personal finance advice by personal finance columnist Helaine Olen (author of "Pound Foolish," a previous entry in my pretty good book review series) and University of Chicago professor Harold Pollack.

It's a pretty good book about personal finance, although not spectacular. The authors' "model portfolio" is invested in small-cap and international index funds for reasons that are not made clear, presumably in order to keep the book as simple as possible. But people who don't understand why they're doing the right thing are just as vulnerable to persuasion from hucksters are people who are doing the wrong thing. So while their model portfolio isn't terrible, it also doesn't have a straightforward evidence-based argument presented for it.

Reading "The Index Card" got me to thinking about what would go on a travel hacking index card. There's plenty of information about individual rewards programs and "sweet spots," which makes it easy to get bogged down in specifics — and difficult to tell the difference between real values and credit card sales pitches.

So what kinds of simple rules can keep a travel hacker from making expensive mistakes while developing a travel hacking practice that helps them achieve their financial and travel goals?

Here's what I came up with, with a few words about each.

View fullsize

1. Start slow

When you're just getting started, there's absolutely no reason to sign up for more than a single new credit card as you get a feel for how credit card rewards programs and travel loyalty programs really work.

This rule also applies to experienced travel hackers testing out new techniques. I'm happy to take a loss by putting $5 on a prepaid debit card with a $5 activation fee, so I can find out whether it's PIN-enabled before I start filling up shopping carts with them.

2. Keep good records, but don't get hung up on a single system

When you're dealing with thousands of dollars in financial products or merchandise, you obviously want to keep good records. But the system you develop when you are just getting started might not serve you well as you scale up or down. A reseller handling $50,000 in merchandise per month has different record-keeping needs than one who just jumps on the biggest deals. When a system starts to get clunky, take a step back and think about how you can improve or simplify it.

Likewise, an envelop in the glove compartment may work great when you're handling a few thousand dollars in money orders, but may start to become unwieldy when you're handling a hundred thousand dollars.

3. Build relationships

The overwhelming majority of travel hackers love this game and love helping people think about the myriad problems we encounter on a daily basis. The rest are ornery bastards, but you'll learn to identify them pretty quickly.

I'm always reminded of the couple that spent a million Starpoints on a paid American Airlines flight using SPG Flights, instead of transferring a small fraction of that number to AAdvantage and booking award tickets. If they'd known to ask anyone in the travel hacking community, they'd have half a million Starpoints left in their account! Don't be them.

4. Every deal dies eventually

I like to joke on Twitter about bloggers killing deals, but the simple fact is, most bloggers of any merit are fairly circumspect about deals they believe are fragile, and most credit card affiliate bloggers either don't know or don't care about real travel hacking deals, since there's no money in it for them.

Bloggers don't kill deals; time kills deals. So when your favorite deal dies, take a moment to mourn, but don't lash out at the blogger you're certain is responsible for its passing.

5. Treat employees calmly and with respect

Let's stipulate that you're always right. You know a store's point-of-sale system better than any of the cashiers there. You know a chain's purchase limits by heart. You have a Christmas card from the CEO clearing you to purchase an unlimited number of cash equivalents using the payment method of your choice.

If you cannot explain yourself briefly, calmly and with respect for the employee you're dealing with, you will fail, you will be remembered, and you will draw attention to techniques that will become harder to implement. Service employees don't work for you: they work for their supervisors, managers and, ultimately, for faceless corporations that they know are completely indifferent to their well-being.

Customer service employees have more to lose than you do.

6. Spend cash last

Once you've dug deep into the travel hacking weeds, you're going to have some unavoidable expenses (or investments, if you prefer): annual fees on your most valuable credit cards, activation fees and liquidation costs, losses on reselling mistakes, postage on 94 envelopes, and so on.

The last thing you want to do is unnecessarily add to those expenses by paying cash for your travel while you hold out for some "ideal" points redemption! You've already paid for the points — now use them. Save your cash for expenses that can only be paid for with cash.

7. Be realistic about your travel goals

In other words, earn the points you redeem and redeem the points you earn. I'm not saying you should think small: if you want to go to the Maldives, travel hacking makes that possible, if not exactly easy. But don't build a travel hacking strategy around something amorphous like "this blogger made the Maldives sound nice."

If you have an ambitious goal, then pick a date (or range of dates, since award availability can be tough), pick a strategy (Hilton or Hyatt?), earn the points you need, then stop. Enjoy your vacation.

If you have less-ambitious goals, then focus on earning the miles and points you find yourself redeeming most often. Consider using fixed-value points currencies like US Bank Flexpoints. Earn points you're likely to be able to use across a range of destinations, like Hilton HHonors.

8. Don't structure transactions

It's against the law, and if you do it the government will ruin your life.

Conclusion

The travel hacking index card isn't a travel hacking strategy: it's a strategy for developing a practice that will achieve your travel and financial goals with mistakes as few and cheap as possible along the way.

So what did I miss — what would my readers add to a travel hacking index card?

About Hyatt suite upgrade awards

Hyatt Diamond enthusiasts know that there are three kinds of room reservations at Hyatt properties: paid reservations, Free Nights, and Points + Cash reservations.

Points + Cash reservations are popular for two key reasons: they earn elite-qualifying stay credits and, like paid reservations, they're eligible for Diamond suite upgrade awards.

During my stay at the Park Hyatt Vienna, I got the best of both worlds.

Hyatt is thrilled to combine reservations into a single stay

There are few trivialities more annoying than having a room key deactivated in the middle of a hotel stay because you made two or more reservations as award availability or points became available.

As Joe Cheung pointed out during my most recent appearance on the Saverocity Observation Deck podcast, Hyatt is able to combine reservations so that multiple reservations are treated as a single stay, which is a terrific convenience given how some of their properties throttle Points + Cash award availability, potentially making you piece together a stay gradually over many months.

How I applied a suite upgrade award to two award nights

Soon after being matched to Hyatt Diamond status, I booked three Points + Cash nights at the Park Hyatt Vienna, and applied one of my four Diamond suite upgrade awards.

Then, since I don't chase signup bonuses and was well below the supposed "5/24 rule" for new Chase credit card approvals, I applied for a Chase Hyatt credit card and was approved, which quickly earned me two free nights at any Hyatt in the world, as long as award space was available.

I bided my time (i.e. set a Hotel Hustle award alert) and finally award availability opened up for my second and third nights in Vienna. I placed a quick call to Hyatt and had my Points + Cash award nights replaced with free credit card nights.

That made me wonder: would I have to change rooms after my first night, since that was the only night I had the right to apply a suite upgrade award to?

Of course not.

Can you apply suite upgrade awards to award nights? Maybe!

If you can replicate my experience, the advantages are obvious: you can earn a stay credit based on your first, Points + Cash night, but save cash by redeeming only points for all your subsequent nights.

So to review, here was my experience applying a suite upgrade award to my Park Hyatt Vienna stay:

• book a Points + Cash stay;
• apply a suite upgrade award to the entire stay;
• replace all but the first night with award nights;
• enjoy my suite for the entire stay.

Since my first night was also my 5th paid night during the current Stay More Play More promotion, I even got to take home 5,000 bonus Hyatt Gold Passport points for my trouble.