The world's five weirdest tricks to earn frequent flyer points

How far would you go to earn masses of frequent flyer points?

George Clooney's character, Ryan Bingham, did it the hard way in Up in the Air by flying a million bum-numbing miles back and forth across America in his job as an 'executive redundancy consultant'.

Plenty of travellers twig to the fact that there are easier ways to rack up reward points – if you know how to work the system.

Here are five true stories of frequent flyers who took point-earning to extremes, with equally epic results.

1. Make a lot of 1c transactions

In January this year Melbourne resident Anthony Agius found and exploited a loophole which netted him some 380,000 Qantas Frequent Flyer points for a mere $70.

Agius, who launched and later sold Australia's popular MacTalk website, caught wind of a National Australia Bank promotion offering 100 extra Qantas points for each 'eligible purchase' made on the bank's Qantas credit card.

So he set about using his NAB card to make purchases of a mere 1 cent each – mainly to Melbourne toll road operator CityLink, which counted as credit against his CityLink account.

Each purchase was intended to yield Agius a clean 100 Qantas points on top of the usual earning rate of a half point per dollar.

However, things didn't pan out exactly as planned.

As BRW explains, NAB pulled the plug after Agius had made 3800 one-cent transactions over a three-day period, citing that it considered 'eligible purchases' would be "usual everyday purchases".

At the time, Agius told BRW the bank still owed him around 250,000 points, although when later approached by Australian Business Traveller Agius replied via email that "I can't talk about this" – so we're hopeful that some settlement for those missing points was worked out in the end.

2. Buy 12,150 serves of chocolate pudding

Standing head and shoulders above the select band of point-hoarding heroes is US civil engineer David Phillips, also known as 'Pudding Guy' for earning a massive 1,253,000 frequent flyer miles by buying 12,150 servings of packaged chocolate pudding.

While the puddings cost him some US$3000 ($3185), Phillips' million-mile haul was the equivalent of 21 return tickets from the US to Australia.

The eagle-eyed engineer, who also teaches at University of California, was shopping in a supermarket when he noticed a promotional deal on Healthy Choice products: 500 free miles for every 10 products purchased, plus another 500 points if the products were purchased and claimed within that month.

The first product Phillips spotted was a TV meal costing $2, but further down the aisle he spied a Healthy Choice can of soup for 90c.

Philips quickly did the maths and realised that 1000 points for 90c - or less than 1c per 10 points - was a very cheap way to accrue points, so he filled his trolley with soup.

He headed to another nearby grocery mart to buy more soup, but discovered something that set his mathematical brain into overdrive: small plastic tubs of individual-serve Healthy Choice chocolate pudding were on sale as part of the flyer miles promotion for just 25c each.

This meant that each individual frequent flyer point had an effective cost of just 0.0025c, because he could buy 10 tubs at 25c each to claim 1000 free miles.

Phillips promptly bought out the whole store's supply of chocolate puddings, then visited three more grocery stores in the area and cleared out their shelves as well.

He also had a store manager order him three pallets, or 60 more cases, of the individual serve puddings.

Having stockpiled 12,150 serves of chocolate pudding, Philips then realised he wouldn't have enough time to peel off all the labels and fill in the redemption forms before the "bonus 500 points" deadline expired. So he enlisted the help of local Salvation Army staff to peel off the labels and fill in the forms in exchange for the donation of the chocolate pudding tubs for people in need in the area.

And because this was a donation, Philips was also able to claim a tax deduction on The Great Pudding Purchase, which put $825 back into his pocket via his next tax refund.

Healthy Choice initially baulked at making good on their points promotion, claimed it hadn't received Philips' redemption forms. But after showing them proof of registered delivery, they honored the promotion, and he started receiving thick wads of vouchers in the mail, able to be redeemed with his choice of airline for points.

He deposited 1,037,000 of the points into his American Airlines account and split the rest – 216,000 points – across United, Delta and Northwest airlines.

3. Bet the house (literally)

Another champion Aussie effort was made by a person signing himself as "Abeyant" on the Australian Frequent Flyer forum, who used his NAB Platinum Visa card to gamble on very low-risk bets.

Some credit cards don't treat gambling purchases as cash advances, which don't earn points, but rather as actual purchases – which then count towards points and also qualify for the interest-free period on most cards.

Abeyant maxed out his card's $30,000 credit limit to buy $30,000 dollars of credit in a CentreBet account.

He then redrew on his home loan to pay off his credit card and dump more money into CentreBet, until his account balance was up to around $200,000.

Then it was just a matter of finding extremely low-risk bets to place the money on – bets which were close to being 'even money'.

"The night before the (2010 Federal) election I put the $200,000 on ALP (Julia Gillard) to retain the federal seat of Lalor paying $1.01 for every $1 bet," Abeyant said.

With Julia Gillard retaining her seat, this safe bet delivered 132,000 Qantas Frequent Flyer points plus a bonus $2000 in winnings – at which point Abeyant withdraw his funds from CentreBet to pay off his home loan again.

"I've done this over a number of elections; both state, federal and US Presidential," he explained.

"US election betting basically goes on whether the Democrats or Republicans will win a particular state. So far I've amassed close to 550,000 points in just over 2 years just from this particular strategy."

Don't go rushing out to try this trick: the NAB has since changed its credit card rules to prevent gambling usage from accruing frequent flyer points.

4. Buy money orders

Reconciling a bank statement paid off for one man who noticed that Bank of America was awarding frequent flyer points for some purchases made via EFTPOS, not just credit purchases.

He noticed that debit purchases at Walmart appeared to be contributing to his points balance, so he tested what would happen if he bought money orders (similar to Australia Post Money Orders) from Walmart. Sure enough, the bank applied frequent flyer points to his account.

He started buying money orders and depositing them back into his own bank account, producing an effectively endless stream of points – until Bank of America detects and fixes the problem, of course.

When he posted the information on the popular Flyertalk website, some members accused him of "ruining it for all us" because it might raise Bank of America's awareness of the loophole in its system, while another disclosed that he had his bank accounts frozen after doing it.

"Both of my accounts got frozen after running about 30k over 3 months on the debit card. With my personal banker's help I've been able to get my business checking back up, but I'm worried my personal might not be able to be saved. Thinking back, the hassle is not worth the 17,500 miles I got," he said.

5. Run company purchases through a personal credit card

When Telstra had an effective monopoly on providing ADSL broadband services in Australia (around 2000-2005), Internet service providers were forced to buy internet services from Telstra, and then on-sell them under their own name to their customers.

Today ISPs use their own equipment installed in telephone exchanges, so they don't have to pay Telstra nearly as much as they used to – but back then, the majority of your monthly Internet fee went straight into Telstra's pockets.

The enterprising CEO of one ISP discovered that although his wholesale bills could not be paid by credit card over the phone, they could be paid at Telstra shops.

When he walked in to retail stores and handed over bills for $20,000 or more at a time, teenage sales assistants would blindly scan the bill into the system and take a credit card payment on the spot.

The ISP boss, who spoke to Australian Business Traveller on the basis on anonymity, said he accrued "hundreds of thousands of frequent flyer points" this way until Telstra eventually realised the loophole and shut it down.

Customers of the ISP would have had no idea that their monthly fees were being passed through the boss's credit card as a healthy points-earner, but it's a tactic used every day by small business owners, who find ways to run large business purchases through points-earning personal credit cards.

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