A daily bite of business from the heart of Chicago.
Behind every thriving business is a network of support—mentors, peers, community organizations, and safe spaces to process the challenges of entrepreneurship. In Chicago, this "holding support" is more than a buzzword; it's a lifeline for founders and business owners navigating the ups and downs of building something new.
Entrepreneurs are often celebrated for their grit and resilience, but the journey can be isolating. Long hours, high stakes, and constant uncertainty take a toll on mental health and well-being. Many founders struggle in silence, unsure where to turn for understanding or encouragement.
This is where intentional, community-driven support makes all the difference.
One Chicago nonprofit is redefining what it means to support entrepreneurs: Coffee, Hip-Hop & Mental Health (CHHAMH). Founded by Christopher LeMark, CHHAMH's mission is to normalize therapy and make mental health care accessible, especially for Black and Brown communities. Through its Normalize Therapy Café in Lakeview, CHHAMH has become a beacon for business owners and community members seeking connection and healing.
This welcoming space offers more than coffee—it's a community hub where entrepreneurs and residents can gather, recharge, and find solidarity. The café funds free therapy for Chicagoans through coffee and merchandise sales, and hosts group therapy sessions, including those specifically for entrepreneurs.
CHHAMH provides safe, facilitated spaces for people to share their experiences and learn from each other. The Entrepreneur's Group Therapy has become a vital support system for business owners facing the unique pressures of entrepreneurship.
By centering mental health in the entrepreneurial conversation, CHHAMH helps founders see that seeking support is a strength—not a weakness. The organization's story has been featured by the Obama Foundation, Block Club Chicago, CBS Chicago, and others.
"We want entrepreneurs to know they're not alone, and that their well-being matters as much as their business plan."
When entrepreneurs have access to authentic, ongoing support, the entire business ecosystem benefits:
Supported founders are more likely to weather setbacks and bounce back from failure.
Safe spaces encourage risk-taking, creativity, and honest feedback.
Entrepreneurs who feel seen and supported are more likely to stay engaged and reinvest in their communities.
When leaders prioritize mental health, it sets a precedent for their teams and peers, creating healthier workplaces citywide.
Chicago's entrepreneurial ecosystem thrives on a rich tapestry of organizations and spaces dedicated to supporting founders' well-being and business growth. Here are some local standouts:
Located in South Shore, Urban Luxe Cafe is more than a coffee shop—it's a sanctuary for artistic expression, business meetings, and authentic community connection. Entrepreneurs and professionals praise its versatile, upscale-yet-welcoming environment.
A unique platform supporting Chicago's creative and entrepreneurial community. It offers resources, event space, and a collaborative environment for entrepreneurs, artists, and innovators to connect and grow.
A member-owned business accelerator and cooperative providing entrepreneurs with training, mentorship, and peer support. Their cooperative model ensures that entrepreneurs are empowered as co-owners and decision-makers.
At Kuumba House, we believe that sustainable business growth starts with well-supported leaders. Here's how we help:
Connecting you with organizations that prioritize holistic support
Designing processes that make every client feel valued and heard
Telling your story in ways that invite empathy and connection
Equipping you to lead with authenticity and build a culture of care
As you take your lunch break, ask yourself: Where is space held for you? Who do you turn to when the entrepreneurial road gets tough? How can you create or join a circle of support for yourself and others?
For me, Coffee, Hip-Hop & Mental Health has held space that has truly healed and empowered me. That means everything to the person I am today writing this.
On Monday, Table 312 will explore how storytelling transforms brands, builds trust, and connects businesses to their communities. We'll highlight local leaders using narrative to inspire, engage, and drive impact—and share tips for crafting your own compelling business story.
Stay tuned, and remember: you don't have to build alone.