If I Could Start Over: The First 5 Credit Cards I’d Get Today

I’ve opened a lot of credit cards over the last few years.

And honestly? If I could go back and do it all over again, I would approach the credit card game very differently.

Now don’t get me wrong — I’m happy with my current setup. But looking back, I realize I opened way too many random cards just because I got mailers or saw flashy offers. I wasn’t intentional. I wasn’t building toward a long-term strategy.

If I had slowed down and focused on building the right foundation early, I’d have a much cleaner setup today that earns more points toward the travel experiences I actually care about.

So if I were starting from scratch today, here are the first five cards I would get — and why.

Card #1: Your First Credit Builder Card

If you’re just getting started — maybe you’re 18, in college, or have little to no credit history — your first goal is simple:

  • Build credit history

  • Avoid annual fees

  • Earn rewards from day one

That’s why my first card would be either:

  • The Discover it Card

  • The Capital One Quicksilver

These are beginner-friendly cards that still let you earn rewards while building your credit profile.

My Biggest Beginner Mistake

My very first card was the Capital One Platinum card.

Why did I get it?

Because I got a mailer in the mail and thought, “Sure, why not?”

That’s the wrong mindset.

You shouldn’t open cards just because you can. You should open cards with a strategy.

Why I Like the Capital One Quicksilver

The regular Quicksilver (not the QuicksilverOne with the annual fee) earns:

  • 1.5% cash back on every purchase

  • No annual fee

That makes it a great “grow with you” card. It works as a beginner card, but it can also stay useful years later.

Why the Discover it Card Is So Interesting

The Discover it card is also excellent because:

  • It has no annual fee

  • Discover matches all cashback earned during your first year

  • Rotating 5% categories become effectively 10% during year one

For example, if restaurants are the quarterly category, you could effectively earn 10% back during your first cardholder year.

That’s incredible for a beginner card.

I’m especially interested in Discover right now because of the ongoing migration into the Capital One ecosystem. Nothing has been officially confirmed yet, but I personally believe Discover cards could become more integrated with Capital One miles over time.

In fact, I recently opened another Discover it card because I want to position myself well for the future.

Card #2: Start Building Into a Points Ecosystem

After 6–12 months of responsible use, you’re ready for your next step.

At this point, you should be:

  • Paying your statement balance in full

  • Never carrying interest

  • Building a positive payment history

Now we start thinking about travel rewards ecosystems.

For beginners, I think the best ecosystems to focus on are:

  • Chase Ultimate Rewards

  • Citi ThankYou Points

Why Not Capital One First?

I love Capital One cards, but I think Capital One Miles can be a little harder for beginners to use effectively.

Chase and Citi are more beginner-friendly if your goal is learning points and miles.

Understanding Chase’s 5/24 Rule

Chase is famous for its “5/24 Rule.”

If you’ve opened 5 or more personal credit cards in the last 24 months, you’ll likely be denied for most Chase cards.

That’s why planning matters early.

Citi Is Inquiry Sensitive

Citi doesn’t have a hard rule like Chase, but they’re sensitive to recent applications and inquiries.

So again — intentionality matters.

Which Ecosystem Should You Pick?

It really depends on how you travel.

Choose Chase If You Fly:

  • United

  • Southwest

  • Hyatt stays

Choose Citi If You Fly:

  • American Airlines

  • Choice Hotels

  • Preferred Citi transfer partners

My Pick for Card #2

Citi Double Cash

The Citi Double Cash earns:

  • 1% when you buy

  • 1% when you pay

That effectively makes it a 2x catch-all card with no annual fee.

It also earns Citi ThankYou points, which become much more valuable later once paired with a premium Citi card.

Chase Freedom Unlimited

If you’re going the Chase route, I’d choose the Chase Freedom Unlimited.

It earns:

  • 1.5x on everyday purchases

  • Chase Ultimate Rewards points

  • No annual fee

The key with BOTH cards is this:

Don’t cash out your points yet.

Bank them.

You’re building toward something bigger later.

Card #3: Your First Premium Travel Card

Now we’re ready to unlock transfer partners.

This is where points and miles start getting really fun.

Citi Option: Citi Strata Premier

The Citi Strata Premier has:

  • 60,000 point welcome bonus

  • $95 annual fee

  • 3x on dining

  • 3x on groceries

  • 3x on gas

  • 3x on airlines and hotels booked directly

Most importantly:

It unlocks 1:1 transfers to Citi transfer partners.

That means your Double Cash points suddenly become much more valuable.

You also get:

  • No foreign transaction fees

  • Basic travel protections

  • Access to American Airlines transfers

Chase Option: Chase Sapphire Preferred

The Chase Sapphire Preferred is one of the best beginner travel cards ever made.

It offers:

  • 75,000 point welcome bonus

  • $95 annual fee

  • 3x on dining

  • 3x on online grocery purchases

  • Excellent transfer partners

Most importantly, it unlocks transfers to:

  • Hyatt

  • United

  • Southwest

  • Virgin Atlantic

  • Air France/KLM

This is where you can start booking serious travel value.

International business class.
Domestic economy flights.
Hotel stays.
Weekend trips.

This is the card that turns your setup into an actual travel system.

Card #4: A Retailer Card You’ll Actually Use

This step surprises a lot of people.

But retailer cards can be incredibly valuable if you spend consistently at one store.

Great Examples:

Amazon Prime Visa

  • 5% back at Amazon with Prime

  • Financing options on large purchases

  • No annual fee (outside Prime membership)

This is personally one of my favorite cards.

My wife and I put every Amazon purchase on this card. I simply added my card to her Amazon account so all spending funnels through one setup.

Walmart OnePay Card

  • 5% back at Walmart with Walmart+

Target Circle Card

  • 5% off at Target

These cards may not sound exciting, but if you shop there regularly, they can save you hundreds every year.

Card #5: Your Travel Perks Card

By now, you’ve learned:

  • How you travel

  • Which airlines you use

  • Which hotels you prefer

Now it’s time to add a specialty travel card.

Airline Card Options

If you’re in the Citi ecosystem and fly American Airlines, I’d strongly consider the Citi AAdvantage Platinum Select card.

Benefits include:

  • Free checked bags

  • Preferred boarding

  • Better travel experience overall

If you’re in the Chase ecosystem, you could look at:

  • United cards

  • Southwest cards

These cards help eliminate annoying travel costs like baggage fees.

Hotel Card Options

Hotel cards can also be incredibly valuable.

World of Hyatt Card

  • Annual free night certificate

  • Elite qualifying nights

  • Hyatt perks

IHG Premier Card

  • Strong status benefits

  • Great earning rates

  • Annual free night

Hotel cards can make travel dramatically more comfortable with perks like:

  • Late checkout

  • Early check-in

  • Room upgrades

  • Elite status benefits

Final Thoughts

If I could restart my credit card journey today, this is exactly the path I would follow.

Instead of opening random cards from mailers, I would focus on:

  1. Building credit

  2. Staying under Chase 5/24

  3. Choosing one ecosystem

  4. Earning transferable points

  5. Adding cards intentionally

The goal isn’t to open the most cards.

The goal is to build a setup that helps you travel better, save money, and create long-term value.

And honestly, if you start with intention early, you can build an incredible wallet much faster than I did.

Previous
Previous

Bilt Just Changed the Credit Card Game Again: Massive $50,000 Credit Limit Increases Are Rolling Out

Next
Next

The Citi Custom Cash Card MayWhat That MeansBe Dead. Here’s