How to Choose the Right Wallet as a Gift for Him (Without Asking His Size)

Buying a wallet as a gift sounds simple… until you actually start looking.

Suddenly there are card holders, bi-folds, front pocket, back pocket, RFID, crazy horse leather, smooth leather—and you’re three clicks away from giving up and buying him another hoodie.

You don’t need his waist size, ring size, or “favorite brand” to get this right.

Here’s a simple way to pick a wallet he’ll actually use every day.


Step 1: Look at the wallet he has now

Before you shop, look at what he’s carrying today. It already tells you almost everything.

Ask yourself:

  • Is it huge and bulky?
    If you can see the outline through his jeans, he’s overdue for an upgrade.

  • Does he sit on it in his back pocket?
    That’s the classic “brick” that ruins pants and annoys his lower back.

  • Is it falling apart, overstuffed, or just ancient?
    If it looks like it’s survived three decades and two careers, you’ve got your opening.

You’re not trying to change who he is.
You’re just upgrading what he already does.


Step 2: Decide where his wallet should live – front pocket or back pocket

Once you know what he has, the next question is simple:

Should this new wallet live in his front pocket or his back pocket?

My bias: front pocket wins almost every time.

  • Front pocket = slimmer, more comfortable, less obvious target when he’s out.

  • Back pocket = bulky, annoying when he sits, easier to misplace or forget.

Most guys never switch because they don’t know front pocket wallets exist—or they’ve never been given one.

If he:

  • complains about back pain

  • constantly adjusts his wallet when he sits

  • or always throws keys/phone/wallet into his front pockets anyway

…a front pocket wallet is probably the right move.

That’s exactly what our Heritage front pocket gift wallets are built for: slim shape, crazy horse leather, everyday use.


Step 3: Figure out his ID situation

This is where models like HT1, HT2, HT3 make sense without you needing to memorize specs.

Think about how many IDs he carries and how often he flashes them.

1. He carries two IDs (license + work badge)

He’s that guy who always has:

  • a driver’s license

  • a work ID, badge, or access card

He pulls them out constantly.

For him, you want dual ID windows or in & out ID:

  • HT1 – dual interior ID windows, simple everyday carry

  • HT2 – one interior + one exterior ID window (license inside, work ID outside and ready)

These let him show what he needs without digging around like he’s opening a filing cabinet.


2. He carries one ID and mostly cards

This is most guys.

  • License

  • A few main cards

  • Some folded cash

He wants everything quick and clean, not a giant filing system.

For him:

It feels familiar but upgraded.


3. He wants the smallest possible wallet

Some men hate carrying anything. Keys, phone, wallet—he’d ditch all of it if he could.

For him, a small bifold or slim card holder is the move:

They still work as front pocket wallets but don’t feel like a full “big guy” bifold.


Step 4: Pick the leather that fits his personality

You don’t need to be a leather expert. Just notice his style.

Crazy Horse leather (Heritage)

  • Has a vintage, rugged look

  • Marks and scuffs become part of the patina

  • Feels like something that belongs in an Old West movie or on a well-traveled desk

This is what Heritage uses. It’s for the guy who:

  • likes things with character

  • wears jeans a lot

  • appreciates stuff that looks better the more he beats it up

If that sounds like him, you’re safe with a Heritage crazy horse leather wallet.


Step 5: Make it easy on yourself

Last part: don’t overthink it.

You are not trying to design his whole life. You’re just trying to give him:

  • a wallet that fits his pocket

  • works with his IDs and cards

  • and doesn’t turn into another bulky brick

That’s why we pulled everything into a single collection of perfect gift wallets for him—Heritage front pocket models and small bi-folds that already cover most real-life use cases.

When in doubt:

  • If he has two IDs → HT1 or HT2

  • If he has one ID and cards → HT3

  • If he wants small → S or S2


The bottom line

A good wallet gift is not flashy. It’s not “look at me.”

It’s the thing he touches every day that quietly makes his life easier.

If you want a shortcut, start with our curated gift wallets he’ll actually use and pick the Heritage layout that looks most like a smarter version of what he already has.