Cookie Bosses who participate in one or more challenges will automatically be entered to receive the grand reward, which includes one of each of the challenge rewards!
Click here to download the full challenge flyer and use it to track your challenge progress!
Need to submit content to complete a specific challenge? Click here for the 2026 Cookie Boss Challenge JotForm!
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #1 | 2/11–2/17 | Girl Scouts Love Their Heroes | Use your cookie business to give back to military, veterans, and local heroes through Cookies for Heroes. | From January 14 through February 17 at 11:59pm, sell 8+ packages for Cookies for Heroes through Digital Cookie and be automatically entered for a chance to receive 1 of 4 Woobles Heart Kits. |
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #2 | 2/18–2/24 | National Girl Scout Cookie Weekend | Celebrate National Girl Scout Cookie Weekend by sharing your troop’s goals and how cookie proceeds will be used. | Post on social media what you/your troop is planning to do with your Cookie Program funds - be sure to tag @GSOFCT and use #CookieBossChallenge2026 in the post and direct message GSOFCT your Girl Scout's name and troop information. The first 250 messages we receive will earn a special National Girl Scout Cookie Weekend patch. |
Maddie S. - Cadette from Avon
Maddie T. - Brownie from Norwalk
Juliette D. - Junior from Milford West Haven
Sinai A. - Daisy from Monroe
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #3 | 2/25–3/3 | Digital Cookie Customers | Grow your business by reaching new customers online with Digital Cookie. | Add 2+ new Digital Cookie customers between February 25- March 3 at 11:59pm and be automatically entered for a chance to receive 1 of 4 Amusable JellyCats. |
Madison M. Brownie from Arrigoni SU
Jacqueline S. Ambassador from Monroe SU
Isabella G. Daisy from Stamford SU
Clara S. Brownie from West Hartford SU
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #4 | 3/4–3/10 | Digital Cookie Sales | Increase your online sales and practice digital entrepreneurship skills. | Sell 10+ packages via Digital Cookie from March 3 to March 10 at 11:59pm and be automatically entered for a chance to receive 1 of 4 Cozy Cookie Sets. Cozy Cookie sets include slippers and a pillow. |
Stella B. Daisy from Greater Lyme SU
Maddy M. Cadette from Trumbull SU
Juliet P. Brownie from Wallingford SU
Isla S. Cadette from Greater Lyme SU
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #5 | 3/11–3/17 | Girl Scout Week (Carry the Torch) | Honor Juliette Gordon Low and the Girl Scout mission by showing how you are carrying her legacy forward through courage, confidence, and character. | Share one way you are “carrying the torch” this cookie season (helping others, leading, serving your community, or running your business with confidence). By March 17 at 11:59pm, submit a photo, short video, or reflection for a chance to receive 1 of 4 legacy patches and a GSOFCT sweatshirt. |
Salmon Brook | Junior Troop 66050
Greater Lyme | Daisy Troop 63069
Amity New Haven | Senior Troop 60323
Southington | Multi-level Troop 66538
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #6 | 3/18–3/24 | Creative Booth Ideas | Make your booth stand out with creativity and fun. | Share your new booth theme, decorations, or display ideas by March 24 at 11:59pm for a chance to receive 1 of 4 ice cream party experiences for your troop. |
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #7 | 3/25–3/31 | Flex Your Entrepreneurship Skills | Practice pitching your cookie business to new audiences. | Pitch cookies to a local business or organization and show us your entrepreneurial spirit by March 31 at 11:59pm to be entered for a chance to receive 1 of 4 GSUSA cookie-themed backpack purses and an Exploremore patch. |
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #8 | 4/1–4/7 | Girl Scouts Love Their Heroes (Round 2) | Continue giving back by supporting heroes through Cookies for Heroes. | From January 14 through April 7 at 11:59pm sell 15+ packages for Cookies for Heroes through Digital Cookie and be entered for a chance to receive 1 of 4 customized Supermix hat or pencil case. |
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #9 | 4/8–4/14 | Explore More Sales Push | Highlight the impact of the Exploremore cookie and boost sales. | Sell 3+ packages of Exploremores through Digital Cookie from April 8 through April 14 at 11:59pm and be entered for a chance to receive 1 of 4 LEGO sets. |
| Challenge | Dates | Weekly Theme | Cookie Boss Skills | Cookie Boss Action |
| Challenge #10 | 4/15–4/21 | Explore More Stories | Celebrate creativity and resilience by sharing how you explored new ways to reach customers this season. | Submit a short video or story by April 21 at 11:59pm showing us how you reached new customers this year versus last year (flyers, door-to-door, social media, business pitches, etc.) and be entered for a chance to receive 1 of 4 Kodak Mini Keychain Cameras. |
Every year, Girl Scouts troops throughout Connecticut use their cookie earnings to make their communities a better place. All proceeds from the cookie program stay in Connecticut! These funds allow Girl Scouts to participate in events and activities they choose and helps Girl Scouts of Connecticut (GSOFCT) to fund programming, leadership development opportunities, and trainings for youth members and adults throughout the state.
As the largest girl-led entrepreneurial program in the world, the Cookie Program offers both first-time and veteran cookie sellers the opportunity to have fun and learn 5 essential skills:
Many people would love to buy Girl Scout Cookies, but they have not been asked! Work with your troop leaders and family to identify new ways to connect with customers in addition to tried-and-true methods.
TOP TIPS:
Friends & Famliy
Friends and family are frequently Girl Scouts’ first cookie customers because they are the people Girl Scouts know best! Younger Girl Scouts can find it helpful to practice their sales pitch to people with whom they are most comfortable.
Door-to-Door in the Neighborhood
Parent/Caregiver/Family Friend Co-workers & Colleagues
Booth Sales | March 14th - April 19th
Click HERE to explore all the information for Booth Sales
More Tips and Ideas for Reaching Customers
The Digital Cookie platform allows Girl Scouts to add e-commerce to their cookie program. Girl Scouts can use email and social media to drive customers to their online storefront where customers can purchase cookies for girl delivery or direct shipping.
Registration information will be sent by email once the season begins. Check back for details in January 2026.
Using the Digital Cookie app, Girl Scouts can send customers an email with a link to their online storefront and accept credit card payments via the app for in-person purchases.
Note: Inform your troop leader when you need cookies for a Digital Cookie Girl Delivery order.
Girl Scouts can also earn special rewards for Digital Cookie sales, including a unique charm to add to the Charm Patch!
Families are instrumental in helping Girl Scouts reach their cookie program goals. While friends and family may be a Girl Scout’s first customers, remember these tried-and-true ways to expand your cookie network:
Door-to-door sales and distributing door hangers, if permitted.
Parent/caregiver/family friend’s coworkers and colleagues.
Before using social media, Girl Scouts/parents/caregivers must review the Digital Marketing Tips for Cookie Entrepreneurs and Families and Supplemental Safety Tips for Online Marketing.
For cookie booths being held at private residences, please fill out and submit the applicable form (2026 forms coming soon)
For social media tiles, clip art, and printable resources to help you with your cookie program, click here.
The safety of Girl Scouts is our priority throughout the Girl Scout Cookie Program. All Girl Scouts and families should know the safety guidelines to ensure a successful and safe cookie program.
Note: Girl Scouts/families should be aware of and abide by any state and local public health guidance.
Booth Sale Safety
The Girl Scout/adult ratio for booth sales should always be followed. Check with troop volunteer for details. Additional information can be found in Safety Activity Checkpoints
Once you have completed watching the 2026 Virtual Rally you can request your patch by completing the 2026 Virtual Rally Patch Order Form .