Chicago Love




THE CHICAGO LOVE™ BRAND

The CHICAGO LOVE™ brand turns city pride into meaningful, artistic keepsakes—designed to celebrate every part of Chicago, not just the postcard version.


FIRST COLLECTIBLE PRODUCT EVER RELEASED – PRODUCT A – SPRING 2026

Currently in Development

The first collectible product ever released by CHICAGO LOVE™—a must-have, soon-to-be collectible item—is set to launch in Spring 2026.

What is it?

  • Limited Edition: A Chicago-themed coffee table keepsake.
  • What’s Inside: Fun facts, personal stories, and vibrant artwork.
  • Why It’s Special: A heartfelt tribute designed to spark pride,
    nostalgia, and connection.
  • Who It’s For: Locals, visitors, and anyone who loves the Windy City.

BUT RYAN NEEDS HELP WITH FUNDING.

Please read the Investor Opportunity section and become part of history forever. Or donate any amount to the GO FUND ME and help make this vision real.

WEARABLES – FALL 2025

  • Debut Apparel: The first CHICAGO LOVE™ wearable collection.
  • Exclusive Design: Features a brand-new, never-before-seen graphic logo.
  • Must-Have: A soon-to-be collectible fashion piece, perfect for
    showing your Chicago pride—in style.

THE CHICAGO LOVE™ COMMUNITY

A space for everyone who loves Chicago.

THE CHICAGO LOVE™ COMMUNITY is a vibrant digital space created by Ryan for anyone who shares a passion for this incredible city. Whether you live here or have only visited, this is where your version of Chicago is welcome, celebrated, and valued. This online social media page — @ChicagoLovebyRLart — can be found on Instagram, TikTok, and Facebook, and is a place for locals and visitors to:

  • SHARE favorite neighborhoods, parks, restaurants, bars, coffee shops, museums, events, and hidden gems.
  • POST photos, fun facts, and personal experiences that capture your connection to the city.
  • UPLIFT the stories, spaces, and spirit that make Chicago magical.
  • DISCOVER new places posted by other Chicago Love fans, connect with fresh experiences and people, and become part of a community inspired by love.

This page is not live yet. Ryan plans to launch the first CHICAGO LOVE™ videos in Fall 2025. Follow @RyanLessamArt on Instagram to get notified and stay updated. When he posts the first video, you’ll be among the very first to see it.

Once the site goes live, you’ll be able to view and like videos created by others who share their love of Chicago.

Find us at:

  • Instagram: @ChicagoLovebyRLart
  • TikTok: @ChicagoLovebyRLart
  • Facebook: @ChicagoLovebyRLart

PLEASE LIKE AND FOLLOW these pages to support the mission, help it grow, and share with your friends.

WANT TO BE A CONTRIBUTOR?

Create a video, upload photos, or write a few paragraphs about what you love most about Chicago and want others to know. Submit your content through the community webpage, and we’ll re-post it across all official channels. Every contribution helps strengthen the community and make the mission more powerful.

THE CHICAGO LOVE™ MISSION

WHY CHICAGO LOVE™ MATTERS

Ryan grew up in Cleveland and saw first-hand the impact of gangs and violence. Since moving to Chicago in 2010, he has lived on the North Side—far from neighborhoods still struggling with those same challenges.

But love for this city isn’t real if it only covers part of it. Chicago has three sides: North, South, and West. Ryan has spent time in all three and knows the South and West are home to vibrant neighborhoods, rich histories, beloved restaurants, lively parks, and strong communities full of people who love where they live—just as deeply as he loves his own neighborhood.

CHICAGO LOVE™ cannot represent only one part of the city. It must represent all of Chicago.

That’s why Ryan is committed to donating 25% of profits from every CHICAGO LOVE™ brand product sold to organizations working to end violence and crime in the communities that need it most.

Before any CHICAGO LOVE™ products are sold, Ryan will carefully select the right organization to partner with and announce the partnership here and across his social media channels. While he hasn’t finalized a partner yet due to the demands of launching the brand, the commitment is firm and unwavering.

Ryan also welcomes your input. If you know of organizations dedicated to ending violence and crime in Chicago, please reach out.

Email: ryan@ryanlessamart.com with your recommendations.

CHICAGO LOVE™ BRACELETS – COMING SPRING 2026

COMMUNITY GIVEAWAY ITEM

✺ Limited Edition Series 1: “CHICAGO LOVE™ – VIVO COLLECTION”

  • Named “Vivo” after Ryan’s first Chicago job at the iconic West Loop restaurant Vivo.
  • “Vivo” means “alive” in Italian—symbolizing life, energy, and rebirth.
  • Vivo opened in the West Loop in 1991—when it looked nothing like it does today—and helped launch Restaurant Row. It was where Ryan’s Chicago journey truly began.

HOW YOU CAN HELP

Launching CHICAGO LOVE™ takes both passion and funding—and that’s where you come in. Every action, big or small, helps bring this mission to life. Ryan is calling on everyone who shares his love for Chicago to help bring CHICAGO LOVE™ alive—so it can be enjoyed for many years to come by all who love this city.

Support the GO FUND ME (CLICK HERE)

A space for everyone who loves Chicago.

Launch Date: October 29th 2025

Your donation will directly help fund the first-ever CHICAGO LOVE™ products—and the more you donate, the sooner Ryan can get them out to the world:

  • Limited-edition collectible bracelets (Series 1 “Vivo”)
  • The coffee table keepsake (Product A), planned for release in Spring 2026

By helping Ryan reach—and hopefully surpass—his $15,000 GO FUND ME goal, you’ll do more than fund production. You’ll help him cut down on his current 7-days-a-week, 12-hours-a-day grind as an independent contractor just to self-fund this project. Instead, he’ll be able to dedicate more of his energy to:

  • Completing and releasing Product A on time (currently scheduled for Spring 2026)
  • Launching the first-ever CHICAGO LOVE™ bracelets (Series One, Limited Edition, named Vivo). Ryan has already chosen the exact bracelet design, finalized the artwork, and lined up the manufacturer. Production is ready to begin, and the first bulk shipment of 3,000–5,000 bracelets can be placed the moment funding is secured. With your support, these bracelets can start being distributed across the city much sooner than expected—spreading CHICAGO LOVE™ hand to hand. If you’d like to see the final design Ryan created, just email him—he’ll gladly share it with you.
  • Expanding the CHICAGO LOVE™ community
  • Designing future collectibles and keepsakes Every contribution matters. Whether it’s $5, $10, $25, or more, every dollar helps bring this vision closer to reality.
  1. Spread the Word
    Tell friends, family, co-workers, and anyone who loves Chicago about this project. The more people who know, the stronger the movement grows.
  2. Become Part of History
    Every backer—no matter the amount—is part of the very first chapter of CHICAGO LOVE™. This is a once-in-history moment that you’ll forever be tied to.
  3. Collect Ryan’s Art
    Ryan’s original abstract paintings and fine art prints are also available. Each piece carries the same spirit of connection and celebration that powers the CHICAGO LOVE™ vision.
  4. Join the Community Online
    Follow and engage with Ryan’s pages on Instagram, TikTok, and Facebook (@ChicagoLovebyRLart). Your likes, shares, and comments help build a digital hub where everyone who loves Chicago has a voice.
  5. Be Part of Giving back to this city we all love-A 25% portion of all profits from CHICAGO LOVE™ will be donated to anti-violence organizations and community initiatives across the city. Supporting this brand means supporting Chicago’s neighborhoods—North, South, and West.

INVESTOR OPPORTUNITIES

CHANGE YOUR LIFE FOREVER

Be part of CHICAGO LOVE™ history forever. This is your chance to not only invest in a brand, but to become one of Ryan’s official business partners.

Ryan is currently seeking one or two investors for a small capital raise in exchange for equity. These funds will directly launch the first Chicago Love™ products—laying the foundation for a movement that combines art, culture, and community impact.

This is more than an investment. It’s an opportunity to:

  • Be written into the origin story of Chicago Love™.
  • Help bring to life a brand designed to celebrate the city and give back to local communities.
  • Partner with Ryan at the very beginning of what will become a Chicago legacy.

If you’re interested in making history, contact Ryan directly to learn more about the investment amount, structure, and details:
312-639-9425
ryan@ryanlessamart.com

GO FUND ME – CROWD FUNDING

SUPPORT THE VISION • SHARE THE LOVE

Help Ryan bring CHICAGO LOVE™ to life while giving back to the city we all cherish. As a self-funded artist working 12 hours a day, 7 days a week to make CHICAGO LOVE™ real, Ryan is now asking for donations of any amount to crowdsource the capital needed to produce the very first CHICAGO LOVE™ bracelets and products.

Go Fund Me Link (Please Share)

Launch Date: October 28, 2025

  • Every contribution makes a difference ($5, $10, $25, or more).
  • The first 400 donors ($25 or more) will receive one of the first CHICAGO LOVE™ bracelets ever made (donors must provide their
    email to qualify). Ryan plans to produce only 5,000 total bracelets in this limited-edition Series 1 release. In addition, each of the first 400 donors of $25.00 or more will also receive the first CHICAGO LOVE™ collectible product (“Product A”), personally signed by Ryan, for their donation equal to the sale price Ryan plans to offer Product A for ($25.00).

How Your Support Will Be Used:

  • Producing the first CHICAGO LOVE™ products and bracelets.
  • Hiring and paying the creatives Ryan needs to help him make Product A — the first-ever product released (designers, illustrators, developers, photographers, videographers).
  • Giving Ryan the time and ability to focus on building the brand instead of grinding 12-hour days.

Join the mission. Be part of history. Support CHICAGO LOVE™ today.

About the Creator & How the CHICAGO LOVE™ Vision Was Born

SUPPORT THE VISION • SHARE THE LOVE

In high school in Cleveland, Ohio, Ryan Lessam dreamed of moving to New York City and working in the music business. After graduating 2nd in his class at Full Sail University in 1997, he moved to NYC just days later to begin as an intern at the world-famous Quad Recordings in Times Square — cleaning studios, running errands, and learning from the best. From 1998 to 2005, Ryan worked at legendary studios including Quad, Unique, and The Hit Factory, engineering sessions with artists such as Jay-Z, Mariah Carey, Missy Elliott, Timbaland, DMX, Stevie Wonder, Alicia Keys, The RZA, Isaac Hayes, and Brandy. His success led him to open his own Manhattan studio, The Padded Room, where he focused on developing and producing artists of his own.

After leaving the music industry, Ryan bounced around before visiting a friend in Wicker Park/Bucktown in 2010. Experiencing a Chicago summer for the first time — seeing U2 at Soldier Field and realizing how welcoming and affordable the city was — he was instantly hooked. Within six months, he made Chicago home.

By 2014, Ryan felt the creative itch again. He picked up acrylic paints and began pouring, throwing, and experimenting with color and motion. He was mesmerized by how the paint moved and blended, creating something alive — and he knew he had found his new calling. That same year, he began taking classes at Lillstreet Art Center, discovering a deep passion for abstract painting.

Ryan’s inspiration to become an abstract artist comes from many places, but one of the pivotal moments that sparked his curiosity to experiment with paint came around 2011 and 2012, when he would spend his weekend nights at Danny’s — the iconic Bucktown bar and nightclub located inside an old apartment building at 1951 W. Dickens Ave. The vibrant graffiti murals covering the walls of the men’s bathroom lit a creative fire in Ryan, inspiring him to start experimenting with abstract art and to capture that same raw, expressive energy in his own work. Danny’s quickly became one of his favorite late-night spots to get his groove on — and a place Ryan will always hold dear in his heart for sparking the passion that ultimately led him to become an artist.

From 2014 to 2020, Ryan continued to paint while supporting himself through various roles in the craft-beer industry. That same year, some friends who had founded the Chicago-based brewery Hopothesis Beer Company invited him to invest and take over as Head of Sales. He jumped at the opportunity, invested immediately, and helped grow the company’s footprint and sales across the Chicago market by more than 64% between 2014 and 2017.

Hopothesis became known for its creative branding, bold flavor profiles, and connection to Chicago’s culture — values that deeply resonated with Ryan’s own artistic spirit. But when the majority owners decided to be acquired by Finch Beer Company in 2017, things took a different turn, and like many independent breweries post-acquisition, Hopothesis eventually closed its doors.

The experience gave Ryan invaluable lessons in entrepreneurship, brand-building, and creative marketing — all of which would later shape the foundation for CHICAGO LOVE™.

From 2017 to 2020, Ryan supported himself as Sales Manager for other local Illinois breweries including Wild Onion, Kinslahger, and Prairie Krafts, continuing to build relationships throughout the city’s vibrant craft-beer community while pursuing his art in his free time.

In 2020, Ryan had to leave his Ukrainian Village apartment in Chicago to care for his mother after she suffered a stroke. The next five years turned into the most challenging and difficult years of his life. Together they moved cross-country, living in three different states to obtain proper care.

By the summer of 2024, his mother had finally recovered to the point where doctors said she could live on her own again — a freedom she desired badly. She now lives near her daughters, grandchildren, and great-grandchildren in Cleveland, where Ryan visits regularly.

Ryan returned to Chicago — the place he loves more than anywhere — in November 2024. After going through such a difficult period — if it wasn’t bad enough having to live with his mother again for almost five years, having to do it while living in Florida for two of them was probably the worst of it all — Ryan came out the other side determined to reclaim his life.

Since returning to Chicago in late 2024, he has been working toward his long-term goal of becoming a full-time artist. This new chapter began with the release of limited-edition prints of his original artwork, available as of August 1, 2025.

Over the past eight months, Ryan also developed the vision for CHICAGO LOVE™ — the brand, mission, and community inspired by the city that has given his soul life again. As soon as he returned, CHICAGO LOVE™ was born. Coming back home to Chicago has sparked and filled Ryan with so much joy and inspiration to continue creating. CHICAGO LOVE™ is his way of sharing that feeling — a place where everyone can be part of celebrating this great city.

There’s much more art to come — stay tuned.

The Birth of CHICAGO LOVE™

Back home in Chicago, Ryan felt something shift. The city’s energy, its grit and warmth, reignited his soul. He wanted to give back — to create something that celebrated Chicago’s neighborhoods, its people, and its stories.

That’s when CHICAGO LOVE™ was born:

A Brand that blends art, storytelling, and community.
A Community — a place for everyone to share what they love about Chicago and connect with new places and people.
A Mission — a way to give back to all of Chicago.

CHICAGO LOVE™ represents Ryan’s belief that art can do more than decorate walls — it can build bridges between people, spark hope, and remind everyone what makes this city special.

Through projects like the limited-edition “Vivo” bracelets, the upcoming coffee-table keepsake (Product A), and community initiatives that highlight local voices, Ryan hopes to share that spark with others.

CHICAGO LOVE™ is more than a brand — it’s a way to give back to the city that gave him life again.

JOIN THE CHICAGO LOVE™ TEAM

BE PART OF HISTORY – HELP LAUNCH CHICAGO LOVE™ TO THE WORLD IN FALL 2025

This is your chance to be at the ground floor of something historic. CHICAGO LOVE™ is more than a brand—it’s a movement to celebrate Chicago’s neighborhoods, culture, and creative spirit. As we prepare to launch to the world in Fall 2025, we’re building a team of passionate individuals who want to grow with us.

At the heart of Chicago Love™ is a mission to uplift all of Chicago’s communities—North, South, and West. We believe love for this city isn’t complete unless it reaches every neighborhood. Through our products, events, and community outreach, we aim to shine a spotlight on Chicago’s diverse stories, people, and places while giving back to anti-violence initiatives and organizations working to make our city safer and stronger.

We’re currently looking for creatives, innovators, and community-minded visionaries for both paid and internship positions. Internships are designed to help you build your resume, portfolio, and experience—and as the brand grows, these roles can lead to long-term paid opportunities.

Open Roles Include:

  • Brand Ambassadors – Be the face of Chicago Love™ at events, festivals, and in the community.
  • Graphic Designers – Bring bold, artistic concepts to life across digital and print.
  • Web Developers – Help shape the online experience of the brand.
  • Social Media Influencers – Share the mission, grow the community, and create buzz.
  • Film Students & Visual Makers – Capture the movement through video, reels, and short films.
  • Illustrators & Cartoonists – Add a creative edge with unique, eye-catching visuals.
  • Anyone with a Creative Spark! – If you have talent and passion, there’s a place for you.

Why Join?

  • Be part of the first-ever Chicago Love™ launch.
  • Gain hands-on experience with a growing brand.
  • Work directly with Ryan Lessam, the creator of Chicago Love™.
  • Add real-world projects to your portfolio.
  • Help expand a mission-driven brand that celebrates and uplifts all sides of Chicago.
  • Make a lasting impact on Chicago’s creative and cultural community.

Email: chicagolove@ryanlessamart.com
Website: www.RyanLessamArt.com