MailedIt

Our story

It started with a reminder I swiped away.

A letter she could keep. A simpler way to send it.

Read my story
Kyle Fleming, founder of MailedIt, smiling in front of bookshelves
Kyle Fleming, Founder

One day, I was walking home from the gym when a reminder popped up on my phone: call Grandma.

I swiped it away. I had too much going on. I’d call her later.

Then I started wondering: When had we last talked? Did she know what I was actually up to? And when we did talk, how much stayed with her afterward? I talk fast. Probably too fast.

I wanted a way to share my life with her every month. Something she could enjoy at her own pace.

A letter she could read again

I knew an email wouldn’t feel the same to her. A physical letter would be familiar, nostalgic, and something she could hold onto. She could read it whenever she wanted, as many times as she liked.

I could picture her reading it again and probably crying happy tears each time.

That was the beginning of MailedIt.

Making it easier to follow through

Sending a letter meant drafting it on my computer, finding somewhere to print it, buying a pack of envelopes and a pack of stamps, then making a trip to the post office. For me, that could turn into half a day.

I wanted to make my part a ten-minute task: write, review, and approve the letter, with the printing and mailing taken care of afterward.

That’s what I built MailedIt to do. You can write every word yourself or start with a few notes and get help shaping a draft. You read it, make it yours, and approve it. MailedIt handles the printing and mailing. Nothing is mailed without your approval.

Something to hold onto between calls

I started with my grandma in mind. But the idea is for anyone who wants to share more of their life with someone they love.

A letter gives them something to keep, reread, and bring up the next time you talk.

Kyle
Founder, MailedIt

Explore letter ideas on the blog