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The Retail Playground

An online community where entrepreneurs, founders, movers, shakers and retail changemakers unite. Collaboration and creative problem solving are key on The Playground—we're all in this together, bringing BIG small business dreams to life.

Within this community you're working for yourself, but never by yourself.

COME PLAY WITH US →

this community is
perfect for you if you...

  • Are a forward-thinking founder, entrepreneur, boutique owner, maker, or artisan in the RETAIL sector 
  • Are sick of WASTING TIME searching for business strategies
  • Crave community and want to build a network of small business and founder FRIENDS
  • Need ideas for small changes that make a BIG impact
  • Want an ALL ACCESS PASS to exclusive entrepreneurial content and events
  • Have had enough of fluffy freebies + instead want to consult with REAL people in REAL time
  • Want to stop stressing and hustling so you can focus on the FUN while driving results
ARE YOU IN? JOIN THE PLAYGROUND CREW!

take a look inside the playground with a message from our founder, Allison Yee!

 

download a piece of the playground

DOWNLOAD NOW

imagine if

  • You had 24/7 access to a community of fearless founders to brainstorm and collaborate with—not compete—as you build your business empires
  • You were supported by a team of retail experts, offering up insights and cheering you on at every turn
  • You had a playbook at your fingertips for launching pop-ups and test driving retail like a pro
  • You gained exclusive invites to learn from rockstar leaders and experts in the small business sphere
READY TO LEARN MORE?
s3_bgm

a rising tide lifts all ships shops

Ready to embrace the power of collaboration? 

When entrepreneurs unite to support one another, something truly transformative takes place. It's not just about sharing resources, tips, and tricks—it's about fostering a space where everyone benefits individually from the collective wealth of knowledge, experience, and innovation.

When we collaborate, we open doors to new opportunities, fresh perspectives, and the magic of collective growth. Let’s build something remarkable—together.

LET'S COLLAB

what's inside

  • Peer-to-peer networking and support
  • Meet-ups online and IRL
  • UpNext’s full library of pop-up masterclasses and online resources
  • Exclusive access to special events and expert-led sessions
  • Members-only info and early access to pop-up locations and event spaces
MEET US IN THE SANDBOX!

dream it ★ do it ★

dream it ★ do it ★

dream it ★ do it ★

dream it ★ do it ★

dream it ★ do it ★

dream it ★ do it ★

dream it ★ do it ★

hey there!

I'm Allison, the chief trailblazer, master collaborator and head retail therapist here at The Retail Playground. I’m passionate about creating a world where entrepreneurs can take small risks to make big waves and grow businesses that truly thrive. 

After 15+ years working in retail and real estate development, I founded UpNext—the creative ecosystem behind The Retail Playground—to help reimagine the next generation of retail.

As a natural connector and innovator, I've forged powerful partnerships with brands, developers, and municipalities to bring innovative retail projects to life and transform local communities.

Alongside my amazing, entrepreneurial team, I’ve guided thousands of founders to elevate their brands through pop-ups and collaborations.

Want our team's personalized advice for your business?

ASK US ANYTHING DURING OFFICE HOURS

take a peek
around the playground

01. expert-led events

IN PERSON
- Pop-Up Speed Matchmaking
- Founders Nights
- Happy Hours 

VIRTUAL
- Retail Therapy
- Coworking + Accountability Sessions
- Office Hours + Coffee Chats

02. candid community convos

Explore chats, challenges and clubs spanning topics from pop-up vision planning to fave podcast and business book sharing.

Share what's keeping you up at night, seek feedback on your latest project, or celebrate your wins of the week, among founder friends who have been there, and just get it.

 

03. office hours

Tap into your very own team of retail experts with open door sessions offering insights on retail marketing, social media, customer experience, visual merchandising, real estate, operations, inventory planning, budgeting + so much more.

04. on-demand resources

Ready to go all-in on planning your next pop-up or building your master social media plan? UpNext's library of video and workbook-based classes are all yours, alongside a community of cheerleaders to help you see it all through, every step of the way. 

01. expert-led events

IN PERSON
- Pop-Up Speed Matchmaking
- Founders Nights
- Happy Hours 

VIRTUAL
- Retail Therapy
- Coworking + Accountability Sessions
- Office Hours + Coffee Chats

02. candid community convos

Explore chats, challenges and clubs spanning topics from pop-up vision planning to fave podcast and business book sharing.

Share what's keeping you up at night, seek feedback on your latest project, or celebrate your wins of the week, among founder friends who have been there, and just get it.

 

03. office hours

Tap into your very own team of retail experts with open door sessions offering insights on retail marketing, social media, customer experience, visual merchandising, real estate, operations, inventory planning, budgeting + so much more.

04. on-demand resources

Ready to go all-in on planning your next pop-up or building your master social media plan? UpNext's library of video and workbook-based classes are all yours, alongside a community of cheerleaders to help you see it all through, every step of the way. 

t-1m

say hello to some of our guest experts

join the retail playground ★

join the retail playground ★

join the retail playground ★

join the retail playground ★

join the retail playground ★

join the retail playground ★

join the retail playground ★

FOUNDING MEMBERSHIP

$29/month

BUY ONE, GIFT ONE!

BILLED ANNUALLY

Our Small Business Saturday Sale is ON! For a limited time purchase yourself a Founding Membership and get a second for a founder friend for FREE!

Plus save over 50% off Standard Membership Rates for LIFE
(with continuously active membership)

*Prefer to donate your free membership to The Retail Playground Scholarship Fund? Just let us know after checkout! 

YES, I'M IN!
$39/month

BUY ONE, GIFT ONE!

BILLED QUARTERLY

Our Small Business Saturday Sale is ON! For a limited time purchase yourself a Founding Membership and get a second for a founder friend for FREE!

Plus save over 40% off Standard Membership Rates for LIFE
(with continuously active membership)

*Prefer to donate your free membership to The Retail Playground Scholarship Fund? Just let us know after checkout! 

YES, I'M IN!

let's break it down

UpNext Office Hours

45-60 minute business coaching sessions with our team of retail experts

$13,000 value
Guest Expert Sessions

Action-oriented workshops, deep dive sessions, and in-depth interviews with experienced founders and rockstar industry experts

$9,000 value
UpNext Masterclasses + Online Resource Library

Access to The Pop-Up Playbook, Retail Marketing Foundations, Pop-In Host Strategy, the UpNext Resource List and so much more!

$3,500 value
Coworking Days + Exclusive Events

Virtual and IRL sessions to meet and collaborate with fellow founders and match with pop-up opportunities

$3,000 value
Online Community of Fellow Founders

24/7 access to visionary entrepreneurs ready to cheer you on, brainstorm, troubleshoot and listen

Priceless
t-1m

why YOU need the UpNext team in your back pocket

Working with UpNext has been amazing! They have helped to expand my network with other brands, supported me as I expand my reach, and helped me to grow beyond my comfort zone.

Matt D. Matt Day Woodworks

Your efforts in helping small businesses like ours thrive are truly invaluable. From the resources you provide to the encouragement you give, I am so grateful for the way you champion businesses like ours, making it possible for us to grow and contribute to the community. The energy and support your team brings has been a source of inspiration, and I couldn’t have asked for a better partner in this journey.

Smita N. Banyan & Birch

Working with UpNext was a dream! They understand every detail of what it takes to run a successful pop-up experience and the communication was easy and fun.

Caitlin B. Solette

We cannot thank you enough for the platform you have given us to grow and expand our business. Your guidance and expertise have been invaluable, and we are truly honored to have worked with such an amazing team.

Alafia Y. Dream Kid Spa 

frequently asked questions

+ Is this membership right for me?

+ How is this community different from others?

+ I’m not sure I’m ready to commit. How can I stay in touch if I decide to join later?

+ I'm an independent retail shop owner. Is this the right place for me?

+ I'm a landlord/developer. Should I join The Retail Playground?

+ Will I get instant access to resources and events?

+ How active is the community?

+ How much time should I expect to spend within The Retail Playground?

+ Do you offer opportunities for collaborations or partnerships?

+ How do you ensure a positive and supportive environment?

+ How do I join the community after purchasing membership?

+ Can I cancel my membership?

curious about The Retail Playground?

But not ready to jump in just yet? No prob! We’ve got an email list just for you-- learn more about what makes The Retail Playground THE place for retail entrepreneurs to connect, grow, and collaborate-- without committing to anything until you're ready.

SUBSCRIBE