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
Former sports executive teams with startup veteran to simplify visa process for foreign athletes
After 16 years handling immigration visas for the Kansas City Royals, Kyle Vena knew there must be a better way to streamline the daunting task of bringing athletes to the U.S. to play baseball — and keeping them, he shared. “When I left [the job] in the summer of 2022, I had this concept baked…
Cheese, chips, and cheers: Deez Nachos joins Parlor with its first fixed location
Dwight Tiller II is taking his family’s loaded nacho business from wheels to brick-and-mortar with its new spot — parked on the first floor of Parlor, Kansas City’s first modern food hall. Previously at the Crossroads-based Parlor as the former co-owner and head chef of KC Mac and Co., Tiller now is taking Deez Nachos…
Serial entrepreneur Matt Watson completes strategic buy-out of Full Scale
A prominent, twice-exited Kansas City entrepreneur has acquired full control of a company he co-founded five years ago — with plans to expand its leadership team and grow its employee count from 300 to 500 in 2025. Matt Watson announced Monday the completion of a strategic buyout of his co-founder, Matt DeCoursey, at Kansas City,…
He dreams of a pickle truck driving through your neighborhood; How word of mouth fuels Ritchie Cherry’s Good Ass Pickles
Ritchie Cherry has good friends to thank for his latest business venture, Good Ass Pickles, he shared. After trying his sweet and spicy garlic pickles during the pandemic, he said, they encouraged him to sell them — with one friend even buying him a case of jars to fill. “They all just started me off,…


