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PLUS: The biggest bonuses right now


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PLUS: The biggest bonuses right now
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May 29, 2026 | View Online

Despite my magnetic personality calling to you from across the internet, I assume most of you arrived here via Dollar Flight Club. If you didn’t, now is a good time to remember that while points and miles are amazing…it’s best to have both sides of the equation covered and get cheap cash flights, too.


If you’ve never ventured onto the other side…check ‘em out here.


Let’s get to the points:

  • The biggest bonuses right now

  • How I’d get to Bangkok from the US

  • Transfer bonuses

Cheers,

Steven

| CARD OF THE WEEK

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The Biggest Bonuses You Can Earn Right Now

I’m keeping it simple this week. Go big or go home. These cards have some of the biggest bonuses around right now. Not all of them are easy to achieve, but for those with the right outgoings, they’re a surefire way to boost your points balance by hundreds of thousands.


As always, I can’t name them all, so you’ll need to click on the link for each.


The Shiny Business Card

This card is not for everyone. It’s a business card that requires a lot of spending, but it can reward you with up to 300,000 super valuable points. To hit that bonus, you’ll need to spend $20,000 within three months of opening the account. It’s hefty, but that’s worth at least $6,000 based on my valuations — probably more. Just know the top 300k figure isn’t offered to everyone.


That Shiny Card’s Personal Sibling

This is the personal version of the previous business card. As such, its bonus is a little lower, offering up to 175,000 points after spending $12,000 within the first six months of opening the account. Similarly, the bonus offered will vary from person to person. How they decide that, I have no clue.


The One I Won’t Shut Up About

I’ve been talking about this card for a few weeks now, and I still believe that its current elevated offer might be the most valuable bonus I’ve ever seen in terms of bang for buck. Currently, you’ll get 150,000 points after spending $6,000 within three months of opening the card. Think about it, you’re only getting 25,000 points less than the previous card, for literally half of the spending.


Capital One Venture X Business

This is one of my favorite business products, and if its spending threshold wasn’t so high, I’d recommend it to almost everyone. That said, it still offers an incredible 150,000 miles after spending $30,000 within the first three months. You’ll technically have at least 210,000, though, as you earn 2x miles per dollar on everything you spend.


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| STEVEN'S TIPS

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Here’s How I’d Plan A Trip to Bangkok From Nothing


I’m trying to offer a little more in the way of practical advice here as s**t is getting expensive out there. I want you to be able to travel, but not sell your eldest for the privilege. Let me show you how I’d plan a trip to Bangkok for myself if I were starting with no points.


Phase One: Check My Spending

Before opening any cards, I need to check my spending habits. As you saw in the previous section, each bonus has vastly different requirements, meaning some bonuses will be open to you, and others will not. For the sake of ease, we’re going to say that our monthly outgoings are $2,500. We’re prioritizing bonuses, so I won’t bother with what that money is spent on. We also have a small business with $2,000 in outgoings per month.


Narrow Down Potential Flights and Dates

It’s vital not to commit too hard at this point, especially if you’re giving yourself a lot of time to get it done. I know your employer might have PTO rules for when you can submit, but wherever possible, stay flexible.


In this case, I’m going to search for a broad range of flights from San Francisco (where we live in our imaginary world) to Bangkok, then check hotels. I wasn’t a fan previously, but now I use a site like seats.aero to check as many different options as I can. It’s tremendous and cuts my search times down drastically. I set my parameters to flights between San Francisco and Bangkok within a 28-day radius of February 9th. Annoyingly, flights are all pretty high, with the cheapest being 55K with United. A Biz class seat is only 87,500 points, though — worth remembering.


There were some flights to Singapore for 42,000, but we’d still need another 8-10,000 to get to Bangkok from there, so it’s looking like 55,000 is the best bet. The cash prices are hovering at around $500 for the cheapest op,tion which means 42K would be less than 1 cent per point. Terrible.


Instead, I switch to November and find an American Airlines flight for 37.5K + $25. Flights at that time were around $439, so I’m getting 1.1 cents per point. Slightly better but not great.


Hotels, on the other hand, are easy. There are multiple Hyatt hotels for just 4,500 points a night. That’s unbelievable. I’ve stayed at a few of them, and they’re great.


Work out what card to open.

We have rough options — these may go down or up, it’s not clear. But from the looks of it, I’m going to need at least 37,000 American Airlines AAdvantage Miles or upwards of 40,000 United Miles. No cards offer both, so I need to make a decision there. I could open a Citi card for American, or a Chase card for United, or a co-branded card for either of them. For the hotels, Hyatt points are earned with co-branded Hyatt cards or with a Chase product.


If we want to fly in November, we’ve really only got about five months to earn those points. That’s a short window.


With $2,500 of personal outgoings a month, I have $12,500 to spend on personal cards, plus another $10,000 in business expenses. That’s plenty.


In this case, I would:

  • Open this card, put all my spending on it, and hit the 150,000 point bonus in 2.5 months

  • Open this card and earn 60,000 points in 1.5 months

  • Open this business card and earn 60,000 World of Hyatt Points in 2.5 months.

With that, you’re covering multiple bases, giving yourself room for fluctuations, and potentially giving yourself some nice add-ons at the hotel, too.


You’d be ready to book within three months and have enough points to repeat the process on the way back.

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Our Investing Homepage


If you’re putting all this effort into your points and miles, you should be doing something similar with your money. Investing is the best way to gift your long-term wealth, and we’re building a big library of articles to help you get there.


Check out our investing homepage here.


| TRANSFER BONUS ROUNDUP

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The Best Transfer Bonuses Around

I have used far too many words today. To stop this from becoming a novel, here are this month’s best transfer bonuses. Some of them are ending soon, so jump on them if they offer you some potential.

  • Amex Membership Rewards → Hilton: 20% bonus through 5/30

  • Capital One Miles → Qantas Frequent Flyer: 20% bonus through 5/31

  • Bilt → TAP Air Portugal: up to 125% bonus on 6/1 only

  • Chase Ultimate Rewards → Southwest Rapid Rewards: 30% bonus through 6/5

  • Rove Miles → Air Canada Aeroplan: 25% bonus through 6/6

  • Citi ThankYou Rewards → Preferred Hotels & Resorts I Prefer: 30% bonus through 6/13

  • Citi ThankYou Rewards → Wyndham: 25% bonus through 6/13

  • Chase Ultimate Rewards → Marriott Bonvoy: 55% bonus through 6/30

I’d hone in on the Chase to Southwest one for any last-minute flights — that’ll seriously bump the value of your Southwest redemptions. The Marriott and Wyndham ones could both be helpful in the right situation, too. Check your eligibility for the Bilt bonuses because they’re tiered depending on your status.

| WHAT ELSE IS HAPPENING


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