Say it before it's too late.
Exclusive Founding Member Offer
Exclusive offer for our first 100 members
Founding Member
How It Works
Choose Your Plan
Choose the plan that fits you — monthly or yearly. Founding Member spots are limited, so lock yours in before they’re gone. Then prepare to reconnect with yourself, friends, family, and the moments that shaped who you are.
Receive Your Kit
Every month, receive a beautifully curated letter-writing kit — complete with everything you need to write, seal, and send two meaningful letters. Your kit arrives on the first of each month, ready to begin your next step in the journey.
Write & Connect
Follow our expertly designed prompts that guide you to write with honesty and care. Whether it’s gratitude, forgiveness, love, or closure — our proven structure helps you finally say the words you’ve always held inside.
The 12-Month Connection Challenge
A year-long journey of truth, gratitude, and reconnection—told through the timeless power of the letter. Over the course of 12 months, you will write dozens of letters to the most important people in your life. Click over to the 'The Journey!' page to learn all about the year!
Parents — Roots of gratitude
Whether to honor, forgive, or reflect, this letter faces the roots of where you came from.
Self — Reflection & growth
Write to yourself with honesty — celebrate growth, confront wounds, or capture who you are now.
Family — Ties that bind
Strengthen bonds, acknowledge distance, or put into words what family has meant in your story.
World — Letters to society
Speak your truth to the world — sharing hope, disappointment, or vision for what could be.
Friend — Kindred connections
Celebrate loyal companions, reconnect with those lost, or express what was left unsaid.
Someone Lost — Words beyond
Honor the memory of someone gone, or release the words you never had the chance to say.
Partner — Love remembered
Express the love that shaped you — whether enduring, broken, or forever in the past.
Future Self — Letters forward
Encourage, remind, or leave a trace for the person you’re still becoming.
Estranged — Bridging distance
Offer peace, speak your truth, or release what no longer serves you in a broken connection.
Stranger — Unexpected humanity
Extend kindness, curiosity, or unspoken thoughts to someone you may never truly know.
Mentor — Guidance & wisdom
Thank the ones who lit your path, or voice what was missing from the guidance you longed for.
Life Itself — A letter to everything
Pause to reflect on existence — celebrate, question, or simply witness the miracle of being here.
What's Inside Each Kit
Every detail is designed to guide you into connection
Vintage Airmail Stationery
4 sheets of premium vintage-style paper (2 each) + practice paper
Premium Envelopes
4 matching envelopes with vintage charm & room for your seal and postage!
Themed Prompt Cards
More than simple questions. Thoughtful & expertly crafted prompts that guide you into writing the perfect letter.
Pilot G2 Pens
The best pen in the world. 2 premium writing instruments included.
Wax Seal Kit
Included with your first kit at no charge. Add an elegant finishing touch with our Signature red wax seal.
Postage Stamps
Forever stamps are ready to get your letter where it needs to go. Everything you need is included.
Mailing Kit
Essential preparation tools. Allowing your recipient to respond with ease.
Welcome & Instruction Card
Your no-frills guide to significant connection. Welcome to the Dear... family!
Ritual & Ceremony Guide
Create sacred moments of intention. The beauty of a letter is in the time it takes to write one thoughtfully.
Digital Vault Access
Join our Discord & read heartwarming community letters and more!
Why Join This Journey?
The letters may be simple, but their impact lasts a lifetime.
Strengthen Bonds
Reconnect with the people who matter most, one letter at a time.
Personal Growth
Gain clarity, heal, and express truths you've held inside.
Expert Guidance
Follow thoughtful, relationship-specific prompts designed to unlock what's unsaid.
Lasting Legacy
Create a written record that can be cherished for generations.
Choose Your Plan
Three simple ways to begin your reconnection journey
Month-to-Month
Begin your Dear… journey with one guided letter kit each month, complete with themed prompts, premium paper, envelopes, a Pilot G2 pen, wax seal, and instructions card. At just $49 per month, this option lets you follow the full 12-month challenge at your own pace, with the freedom to cancel anytime. A simple and flexible way to reconnect, one letter at a time.
Year Plan
Commit to the full year of connection and receive 12 complete kits for the price of 10. Alongside everything in the monthly journey, you’ll also receive an exclusive Dear… keepsake box to store your letters and priority customer support for the entire year. At $490 upfront, this is the best value and the smoothest way to embrace the year-long ritual of reconnection.
Founding Member
Available to our first 1,000 members, the Founding Member option offers special edition kits, plus founders pricing locked in for life. Choose either $39 per month or $390 upfront and join at the lowest price we’ll ever offer. Your chance to step in at the very beginning, help shape the Dear… movement, and carry the journey forward as one of our first thousand voices.