What will my pen pal and I receive in the mail every month?

Each month, you'll both get a parcel in the mail that includes:

  • A pre-stamped, pre-addressed envelope for your pen pal

  • Lined stationery where you can spill your heart out

  • A curated question prompt to spark meaningful conversation

In short: everything you need to connect, reflect, and be ready to send.


Does my pen pal need a subscription, too?

Nope! One subscription covers two people. This is all about making connection easier, after all.


What kind of questions will we be asked?

We don’t want to spoil all the surprises, but here’s a little peek:

Each subscription comes with its own tailored question path—because let’s be real, you’d ask your best friend different things than you’d ask your dad. The questions build gradually over time, starting light and going deeper as the months go on. From beginning to end, all of our questions are geared towards connection and span far beyond normal small talk.

Can I cancel whenever I want?

Totally—you’re free as a bird (though we’ll definitely miss you!). You can cancel directly in your customer profile on our website.

How will my pen pal know I gifted them a subscription?

With their first delivery, your pen pal will receive a custom “Ticket to Connection” card. It includes simple instructions, a quick intro to who we are, and—most importantly—your name, so they know exactly who to thank (and write back to!).

I want to gift this subscription for a birthday or a holiday. How can I schedule my first delivery?

We operate on a rolling, month-to-month basis. We usually need about a week to process your order and work our magic (team of 1 over here!), but if you're on a tight timeline, send us a message on our contact page. We'll do our best to make it happen.

Can I have multiple subscriptions and pen pals at once?

Absolutely—the more, the merrier! Just keep in mind that if you have multiple pen pals within the same subscription type (like two active "Dear Friend" subscriptions), you may receive the same questions for each. That’s because each category follows a preset question sequence that gradually builds over time. So, while the connections will be unique, the prompts may repeat.