SkipSchoolMakeMoney (SSMM) was a streetwear brand born out of evening shifts at the Hampshire College media lab — no funding, no team, no formula. Over three years it grew from one hand-drawn logo into a cult-like following spanning three continents & hundreds of orders per collection.

SSMM was never just a clothing line. It was underground streetwear built on story, community, and relentless self-taught hustle — design, manufacturing, marketing, and logistics, all run by one person with a vision.

George designed and released 20+ collections, pioneered viral marketing methods amassing 12,000+ followers, and managed manufacturing pipelines spanning the US, UK, and China — earning recognition awards from startup accelerators and putting SSMM on the map of underground streetwear, music and meme culture.

Role

Founder, Designer & Operator

Type

Streetwear Apparel Brand

Timeframe

2016 – 2020

Location

Amherst, MA, United States

Highlights

Designed 20+ collections, amounting to 200+ individual designs Directed 25+ photo & video shoots across 6 countries — collaborating with photographers, models, and musicians Grew Instagram to 12,000+ followers at peak, driving 100s comments and 1000s of likes/post Pioneered guerilla Instagram growth strategies — including meme marketing, viral giveaways and influencer collaborations Ran paid ad campaigns across Instagram, Twitter, YouTube, and Snapchat Built and grew multiple Mailchimp mailing lists to 1000s of subscribers Negotiated promotional deals with influencers, media, and creators Managed manufacturing across the US West and East coasts, later expanding to the UK and China Organized supply chain, packaging, and shipping to serve customers across 3 continents Built 3 complete redesigns of the Shopify storefront end-to-end Built 2 complete redesigns of the Squarespace storefront end-to-end Integrated manufacturing and shipping APIs to automate order fulfillment and tracking Streamlined customer communications for abandoned carts, post-purchase follow-ups, and product launches Set up and maintained Shopify, Mailchimp, and Google Analytics for marketing, sales, and analytics Won the VVM Startup Accelerator Award, earning funding, mentorship, and resources Won the Grinspoon Recognition Award for Entrepreneurial Spirit
0 Designs released
0 Instagram followers at peak
0 Engagements generated
0 Orders fulfilled

Design & Creative

Adobe IllustratorIllustrator Adobe PhotoshopPhotoshop Adobe After EffectsAfter Effects DaVinci Resolve Adobe Premiere Pro Premiere Pro Adobe AuditionAudition

Marketing & Growth

Google Analytics Meta Ads Snapchat Ads Twitter Ads YouTube Studio TikTok Ads (Beta) Mailchimp Buffer

Web & Commerce

Shopify Squarespace

Languages

HTML CSS
Engineering Product Growth Data

Brand & Collection Design

Built the SSMM identity from a single front-and-back logo into a full underground streetwear universe, designing and releasing 20+ collections that grew into several hundred individual graphics, garments, and visual concepts. Every drop had to feel culturally sharp, visually distinct, and native to the world of underground fashion, music, and meme culture.

Apparel Graphic Design Collection Development Production Coordination

Viral Growth & Audience Building

Grew SSMM to 12,000+ Instagram followers at peak by pioneering aggressive organic growth strategies built on meme marketing, giveaways, influencer collaborations, and constant experimentation with what actually triggered engagement. The result was a highly active audience that drove hundreds to thousands of comments per post, thousands of likes, and real demand across multiple drops.

Organic Growth Strategy Meme & Culture Marketing Campaign Automation

Influencer, Music & Culture Positioning

Built relationships across the underground creative scene, working with musicians, influencers, photographers, and content creators whose audiences aligned with the brand’s identity. Collaborations and organic placements with names like Lil Peep, Pouya, Fat Nick, CA$HRINA, Lil Johnnie, and others helped position SSMM inside the cultural conversation rather than outside it as just another apparel shop.

Influencer Outreach Partnership Development Cultural Positioning

Creative Direction & Content Production

Directed 25+ photo and video shoots across six countries, coordinating photographers, models, locations, styling, and deliverables to give each collection a world around it. This turned SSMM from a product catalog into a lifestyle brand with visuals strong enough to travel across feeds, campaigns, and fan communities.

Production Coordination Photo & Video Editing Product Photography Campaign Asset Production

Storefronts, Fulfillment & Commerce Ops

Built and rebuilt the storefront stack across Squarespace and Shopify, creating five end-to-end site redesigns while handling the operational layer behind the scenes. On the back end, I coordinated manufacturing across the US East and West coasts before expanding into the UK and China, and managed packaging, shipping, and customer fulfillment for orders reaching three continents.

E-commerce Operations Fulfillment Coordination Customer Experience Management

Campaign Tracking & Iteration

Used platform analytics, mailing lists, storefront behavior, and campaign feedback loops to make SSMM more intelligent over time — what to launch, how to message it, where to push it, and what audiences were responding. That included maintaining Shopify, Mailchimp, and Google Analytics as the decision layer behind launches, promotions, post-purchase communication, and customer retention.

Performance Analytics Feedback Loop Optimization Campaign Strategy
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
SkipSchoolMakeMoney collection graphics and apparel designs
Product

Collection Design System

  • Designed and released 20 collections, amounting to roughly 200 individual designs across the brand's lifetime
  • Built SSMM from a single logo into a full underground streetwear identity with recurring visual language and drop narratives
  • Created apparel graphics, product concepts, and release themes tailored to underground fashion, music, and meme culture
  • Turned each drop into a distinct world rather than a disconnected set of garments
SkipSchoolMakeMoney photoshoot sample from Dreemland - Realistic Expectation, Unrealistic Results
SkipSchoolMakeMoney photoshoot sample from Dreemland - Realistic Expectation, Unrealistic Results
SkipSchoolMakeMoney photoshoot sample from Cxltures Photoshoot in Virginia
SkipSchoolMakeMoney photoshoot sample from Cxltures Photoshoot in Virginia
SkipSchoolMakeMoney photoshoot sample from Hidden Potential collection in Bulgaria
SkipSchoolMakeMoney photoshoot sample from New York City photoshoot
SkipSchoolMakeMoney photoshoot sample from New York City photoshoot
SkipSchoolMakeMoney photoshoot sample from New York City photoshoot
SkipSchoolMakeMoney photoshoot sample from Drop_1 Photoshoot shot by Dominic Sanchez in Amherst, MA, modeled by Yichao
SkipSchoolMakeMoney photoshoot sample from Drop_1 Photoshoot shot by Dominic Sanchez in Massachusetts, modeled by Yichao
SkipSchoolMakeMoney photoshoot sample from Drop_1 Photoshoot shot by Emanuelfromjanuary in California
Product

Lookbooks, Shoots & Visual Worldbuilding

  • Directed 25 photo and video shoots across 6 countries with photographers, models, musicians, and local creatives
  • Built campaign visuals that made SSMM feel like a lifestyle brand, not just an online store
  • Coordinated locations, styling, deliverables, and creative direction across international collaborators
  • Created assets strong enough to carry launches across feeds, ads, website pages, and fan reposts
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Meme Marketing, showcasing various memes from the brand's social media presence
Growth

Meme Marketing & Viral Growth Loops

  • Pioneered guerrilla Instagram growth strategies built on meme pages, giveaways, and high-frequency experimentation
  • Helped drive the brand from a few thousand followers to a peak above 12,000 on Instagram
  • Generated hundreds to thousands of comments per post and thousands of likes through culturally native content
  • Used fan participation and internet in-jokes as part of the actual brand engine, not just as promotion
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Celebrities, showcasing various celebrities from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Celebrities, showcasing various celebrities from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Celebrities, showcasing various celebrities from the brand's social media presence
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
SkipSchoolMakeMoney showcases pioneering marketing strategy - Clout Cards, the baseball cards of rap culture - featuring rappers, musicians and influencers
Growth

Influencer & Music-Culture Positioning

  • Built relationships with musicians, influencers, photographers, and creators whose audiences matched the SSMM identity
  • Negotiated promotional deals and organic placements with names including Lil Peep, Pouya, Fat Nick, and others
  • Positioned SSMM inside the 2016–19 underground streetwear conversation rather than outside it as a generic apparel shop
  • Used collaborations as trust-transfer mechanisms that moved both awareness and demand
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
SkipSchoolMakeMoney Shopify and Squarespace storefront design and e-commerce setup
Engineering

Storefront Builds & Commerce Stack

  • Built 3 full Shopify redesigns and 2 complete Squarespace redesigns end-to-end
  • Created and managed the custom SSMM webstore as the operational center for launches, sales, and customer experience
  • Integrated e-commerce flows to support launches, cart recovery, post-purchase communication, and order tracking
  • Handled the technical layer of making a culture brand actually transact cleanly online
SkipSchoolMakeMoney manufacturing, packaging, shipping, and fulfillment operations extended across three continents, with manufacturing partners in the US, UK, and China
SkipSchoolMakeMoney manufacturing, packaging, shipping, and fulfillment operations extended across three continents, with manufacturing partners in the US, UK, and China
Engineering

Manufacturing, Fulfillment & Logistics

  • Managed production across the US West Coast and East Coast before expanding manufacturing relationships into the UK and China
  • Organized packaging, shipping, and customer fulfillment for roughly 1,000 orders worldwide
  • Built supply paths capable of serving customers across North America, Europe, and beyond
  • Translated a one-person brand into repeatable real-world operations across multiple production partners
Data

Analytics, CRM & Launch Optimisation

  • Maintained Shopify, Mailchimp, and Google Analytics as the decision layer behind launches, promotions, and retention
  • Built and grew multiple mailing lists to thousands of subscribers
  • Tracked storefront behaviour, campaign response, and customer signals to refine messaging, timing, and offer structure
  • Used analytics to make launches smarter over time instead of relying on instinct alone
SkipSchoolMakeMoney entrepreneurial awards, startup recognition, and accelerator acceptance
SkipSchoolMakeMoney entrepreneurial awards, startup recognition, and accelerator acceptance
Growth

Awards, Funding & External Validation

  • Won the VVM Startup Accelerator Award, earning funding, mentorship, and business resources
  • Received the Grinspoon Recognition Award for Entrepreneurial Spirit
  • Used external validation to strengthen brand credibility beyond the immediate streetwear niche
  • Proved the project had enough commercial and cultural traction to be taken seriously by startup institutions

One of our earliest supporters wore an SSMM hoodie under his graduation gown and took his entire set of graduation photos in it — cap, gown, tassel, and a brand nobody had heard of hiding underneath. Someone posted the photos with the caption "this boy got a bright future ahead of him," and within days it was circulating across dozens of meme pages, splitting comment sections between people laughing and people genuinely offended on the kid's behalf.

SkipSchoolMakeMoney Fan wears SSMM Internet Tour Crewneck at his Graduation - photo meme that helped start SSMM meme marketing

That single post did something I didn't fully understand until later: it turned SSMM into a meme format rather than just a brand people wore. A second person wore SSMM in his yearbook photos, which spawned its own meme. Someone else wrapped their newborn baby brother in an SSMM hoodie and posted it, and the internet did the rest. I didn't write a single one of these memes — the audience did, on their own, unprompted.

SkipSchoolMakeMoney Fan wears SSMM Internet Tour Crewneck at his Graduation - photo meme that helped start SSMM meme marketing

Looking back, this is where the meme marketing engine actually started. Not from a campaign I planned, but from fans finding ways to insert the brand into their own lives that were funnier and more absurd than anything I could have scripted. Every future giveaway and meme push was really just me trying to feed that same energy back to the community that had already proven it existed.