Co-founder of nonprofit that boosts Black businesses among two winners of $100K Pinnacle Prizes
November 15, 2022 | Startland News Staff
Brandon Calloway reflects the best of Kansas City’s young leaders, said Maurice Watson, announcing the G.I.F.T. co-founder as one of two winners of the 2022 Pinnacle Prize — an award that comes with a no-strings-attached $100,000.
“Brandon grew up in the urban core and is motivated to make social and economic conditions better than those he experienced as a youngster by attracting economic investment,” said Watson, a spokesman for The Pinnacle Prize, describing Calloway’s work through Generating Income for Tomorrow or G.I.F.T.
The organization was founded in 2020 as an actionable step to support Black businesses — and in doing so address a substantial racial wealth gap in Kansas City — in the wake of social unrest after the killing of George Floyd at the hands of Minneapolis police. G.I.F.T. provides grant funding to help black businesses operate and grow, generate new jobs, promote local economic growth, and make meaningful positive changes in the community.
It awards two grants each month, focusing on investing in locally owned Black businesses in Kansas City’s lowest income areas.
Click here to learn more about G.I.F.T.
RELATED: GIFT reports $460K for Black-owned entrepreneurs as business center books up
Calloway is a veteran of the U.S. Army and a former health and fitness trainer. He started his own fitness business before transitioning to nonprofit work with the United Way of Greater Kansas City in 2018.
Presented annually, the Pinnacle Prize is awarded to two Kansas Citians, 40 and younger, who are working to strengthen communities that face socioeconomic challenges. Winners are nominated by local leaders throughout the Kansas City area and chosen by a select committee of city leaders.
The $100,000 prize comes with no conditions or caveats, rather it is focused on celebrating and empowering young leaders who are committed to making a consequential impact for Kansas City and all the people who call it home, organizers said.
Click here to learn more about the Pinnacle Prize, now in its second year, and past winners.

Rachel Jefferson, Groundwork Northeast Revitalization Group (Groundwork NRG); photo courtesy of The Pinnacle Prize
For 2022, the prize also was awarded to Rachel Jefferson, executive director of Groundwork Northeast Revitalization Group (Groundwork NRG), formerly known as the Historic Northeast-Midtown Association.
Jefferson leads the organization in its efforts to champion economic, environmental and food sovereignty and cultural identity and belonging to the community in Northeast Kansas City, Kansas.
Click here to learn more about Groundwork NRG.
“As a resident of northeast Kansas City, Jefferson sees the impact redlining, predatory businesses and lack of community intervention has on the local environment every day,” organizers of the Pinnacle Prize said. “As executive director of Groundwork NRG, she is committed to making meaningful changes to create an equitable Kansas City for all.”
This story is possible thanks to support from the Ewing Marion Kauffman Foundation, a private, nonpartisan foundation that works together with communities in education and entrepreneurship to create uncommon solutions and empower people to shape their futures and be successful.
For more information, visit www.kauffman.org and connect at www.twitter.com/kauffmanfdn and www.facebook.com/kauffmanfdn
Featured Business

2022 Startups to Watch
stats here
Related Posts on Startland News
Kansas City named a finalist for $50M award at SXSW
Austin, Texas — Kansas City is a finalist for a $50 million award that could transform its transportation system. U.S. Secretary of Transportation Anthony Foxx announced on Saturday at South by Southwest that the City of Fountains was among seven finalists in the “Beyond Traffic, Smart City Challenge.” The challenge aims to help mid-sized cities…
Startland News hits the road to SXSW
Load up the clown car — Startland is going down south. Kansas City’s source for entrepreneurial and tech news is venturing to arguably the nation’s top conference for innovative ideas: South-by-Southwest Interactive. The Startland team has a jam-packed schedule while at SXSW, mingling with techies, early-adopters and thousands of Austonians. Make sure you follow along on…
The WTF Series: Triple constraint
One of the hardest parts of software development is managing stakeholder expectations. Of course, everyone wants as much as they can get, as fast as possible, for the lowest price. Why wouldn’t you? The problem is that most programmers get frustrated when a stakeholder asks for too much too fast, and don’t know how…
Events Preview: Innovate with Lean Lab
There are a boatload of entrepreneurial events hosted in Kansas City on a weekly basis. Whether you’re an entrepreneur, investor, supporter or curious Kansas Citian, we’d recommend these upcoming events for you. WEEKLY EVENT PREVIEW The Lean Lab’s Innovation Workshop When: March 11 – 12 Where: Think Big Coworking Build the Future of KC Schools. Let The Lean…


