You don't need six cards. You need one card that earns transferable points, one card that earns a lot of them for free, and the four minutes it takes to combine the two.
Reviewed September 2026 · Justin RasmussenEvery points article you'll read is written by someone who flies 40 times a year and has eleven cards. That's a hobby. What you have is a business with predictable spending and no time to think about which card to pull out at the counter.
So the goal here isn't maximum points. It's maximum points per unit of hassle — which in practice means: cover your two or three biggest recurring expenses at an elevated rate, put everything else on one catch-all, and stop.
Look at a year of your business statements and the same categories come up in almost every case:
The Ink Business Cash handles your recurring overhead. Its 5x category — office supply stores plus internet, cable and phone service — is far more useful to a contractor than it sounds, because office supply stores sell gift cards. A gift card bought at 5x and spent at a supply house effectively earns 5x on materials that would otherwise earn 1x. Check your own supplier's gift card availability before you count on it, and don't buy more than you'll actually use.
The Ink Business Preferred handles travel, shipping and advertising at 3x, and does the job the Ink Cash can't: it transfers points to airlines. Points earned on the Ink Cash are cash back until they're combined into an account that can transfer. That step is free, takes about four minutes, and is the one people miss.
Roughly $95 a year between them. Everything below assumes you'll combine the points before you redeem — see the step-by-step at the bottom.
Disclosure. Card buttons on this page may be my personal referral links — if you’re approved I earn points, at no cost to you and with no change to your bonus. The label under each button says which kind it is. I’d give you the same advice either way.
Run your own numbers rather than trusting mine, but here's the shape of it for a one-truck residential operation with, say, $180,000 of annual business spend:
| Spending categoryANNUAL | Card | Rate | Points |
|---|---|---|---|
| Phone, internet, software subscriptions | Ink Cash | 5x | ~30,000 |
| Fuel | Ink Cash | 2x | ~24,000 |
| Advertising and shipping | Ink Preferred | 3x | ~27,000 |
| Materials and everything else | Either | 1x | ~90,000 |
| Total before any welcome bonus | — | — | ~170,000 |
Illustrative only — the split between categories varies enormously by trade and by how much of your material cost runs through a card at all. Category caps apply to the elevated rates; check the current terms before you plan around them.
At a realistic 1.8–2 cents per point transferred to a partner, 170,000 points is somewhere around $3,000–$3,400 of travel. Add a welcome bonus on either card and the first year is considerably more. That's a family trip funded by money you were spending anyway.
Points earned on the Ink Cash sit in that card's account and default to being worth 1 cent as cash. To get the real value:
It's in the Ultimate Rewards section, not on the card page. Every Chase points account you hold appears there.
Free, instant, unlimited. You can also combine with a spouse or domestic partner's account, which matters when you're trying to reach one big award.
Transfers to partners are one-way and can't be reversed. Confirm the seat exists on your dates first, then transfer, then book — same sitting.
This is the honest weak point. Building supply houses rarely code into a bonus category, and many surcharge for cards. Three things worth checking:
Two cards is the right answer until one of these is true: you're consistently hitting the Ink Cash's 5x annual cap, you've got significant spend in a category neither card covers, or you want a personal card in the mix for household spending. Even then, the answer is usually one more card — the Ink Unlimited at 1.5x on everything with no annual fee — rather than three.
The full program picture is in the Chase Ultimate Rewards guide, including which cards can transfer and the 5/24 rule that decides what order to apply in.
Not usually. Sole proprietors qualify for most business cards using their own name as the business name and their Social Security number as the tax ID. If you invoice anyone for work, you have a business for this purpose. Apply honestly and use realistic revenue figures.
Generally no, for most issuers — which is why business cards are the standard way to keep earning without burning through Chase's 5/24 count. The application itself still produces a hard inquiry on your personal report.
Then run the numbers rather than assuming. A 3% surcharge against 2x points worth roughly 2 cents each is a losing trade — you're paying $3 to earn about $1.20. Pay those suppliers by check and save the card for the ones who don't surcharge.
Chase's 5/24 rule will deny you if you've opened five or more personal cards from any bank in the past 24 months — and application order can't be undone. Read how 5/24 works first →
One points move a week, written for business owners rather than frequent flyers. Free.
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