Jokes On Shirts 2027 Business Roadmap

November 2026 through December 2027

Jokes On Shirts 2027 Roadmap

We started with ten funny tees and opened the shop early for the holidays. Here is what we plan to build next for the people who wear them, gift them and send us ideas for the next one.

What we’re building

  1. NOV–DEC 2026

    Get the basics right

    Improve mobile shopping, add clear sizing and shipping information, and test the path from product page to order confirmation. Invite early buyers to share honest feedback.

    Milestone. A verified mobile checkout and clear answers to common sizing, delivery and return questions.

  2. JAN–FEB 2027

    Give people a reason to come back

    Get our welcome email and member sign-in ready. Preview Vol. 2, invite shoppers to vote for a favorite, and give members the first look.

    Milestone. A working welcome email, a tested member experience and 10 new tees ready for the February drop.

  3. MAR–APR 2027

    Show the shirts in real life

    Share photos and short videos of the tees being worn, invite customer photos, and try our first small collaboration with a comedy creator who fits the brand.

    Milestone. Publish a real-wear feature, start a creator collaboration and aim to release Vol. 3 in April.

  4. MAY–JUN 2027

    Make favorites easier to find

    Group shirts by joke, interest and gift recipient. Use orders, customer votes and questions to decide what to feature and which ideas to develop next.

    Milestone. Publish a midyear favorites roundup and aim to release Vol. 4 in June.

  5. JUL–AUG 2027

    Invite customers into the process

    Put a few new ideas up for a vote, share how a design goes from sketch to shirt, and use feedback to shape fall designs and the next batch of real-wear photos.

    Milestone. Run a design vote and share at least one way the results shaped the fall lineup.

  6. SEP–OCT 2027

    Make the shop easier to discover

    Aim to release Vol. 5 in September. Publish gift guides, work with creators whose audiences enjoy the shirts, and test new ways for shoppers to find us.

    Milestone. Publish fall gift guides and review which partnerships and promotions brought in orders.

  7. NOV–DEC 2027

    Make holiday shopping simpler

    Aim to release Vol. 6 in November, highlight gift picks and share holiday order-by dates after they are verified. Ask customers what they want to see in 2028.

    Milestone. Publish a holiday gift guide, a shipping update and a year-end community recap.

What to expect between drops

Every week

Share a shirt, a joke or a behind-the-scenes look. Review customer messages and fix one issue that makes shopping harder.

Every month

Send a shop update, ask customers one question, and review which shirts and promotions lead to orders.

Every quarter

Share a short progress update and use customer feedback, repeat orders and sales by design to decide what to improve next.

How we’ll measure progress

We’ll track first-time and repeat orders, checkout completion, reviews, and recurring sizing or delivery questions. Our updates will share what shipped, what we learned and what we’re working on next.

2027 tee drop targets

These are target dates. We’ll confirm them before each drop. We’re planning one week of member early access, followed by a public release.

Drop Member access Public release
Vol. 2 January 29 February 5
Vol. 3 April 2 April 9
Vol. 4 June 4 June 11
Vol. 5 September 3 September 10
Vol. 6 October 29 November 5

The 2027 members-only hoodie

We plan to offer a limited-edition hoodie for members. The release date will be announced when it is ready. The edition is scheduled to retire January 1, 2028.

Our goal of 100 tee designs

Five drops of 10 new tees would bring us to 60 released designs by the end of 2027, including the original 10. That leaves room for 40 more designs in future releases.

Follow along

Everyone can shop public releases. Members get early access and 10% off eligible tees for $5 a year. Join the email list for previews, release updates and chances to vote on what we make next.