Unlocking the Labor Force

Jannett Keesling is a trailblazing leader in workforce development with over 35 years of experience transforming challenges into opportunities.  Her entrepreneurial journey began in Jamaica in 1983, where she and her husband, Gregg Keesling, launched a cultural tourism hotel.

 

After moving to the United States in 1996, Jannett founded Keys2Work, which has grown into the city’s largest alternative transitional staffing firm. In 2020, Keys2Work became a nonprofit organization and now operates as an employment social enterprise in Indianapolis. Under her leadership, the organization became dedicated to helping justice-involved citizens rebuild their lives through meaningful employment and industry-aligned skill development. 

 

Awards & Recognitions
Jannett has been widely recognized for her innovative approach to workforce staffing and community service. Her accolades include:

• Indianapolis Recorder Trailblazer Award

• Starkey Woman Entrepreneur of the Year

• Indianapolis Woman of Color Award

• EmployIndy Diversity in Leadership Award

• Mayor’s Diversity Award (CBO Excellence in Service)

• Indy’s Most Pivotal Leader – Open Pivot

• John Mutz Philanthropic Leadership Institute

• Mickey’s Camp Community Support

 

Leadership & Service
A dedicated advocate for women in business, Jannett is a past president and one of the longest-standing members of NAWBO Indianapolis (National Association of Women Business Owners). Her commitment to the Indianapolis community and international advocacy includes board service for:

• Rotary Club of Indianapolis

• Indy Eastside and the Boner Center

• The Jamaica Diaspora

 

Personal Life
Beyond her professional achievements, Jannett is a devoted mother of three and a proud grandmother of seven. She continues to honor the memory of her son, Chancellor, who passed away while serving in the Iraq War. In her spare time, she is an avid traveler who enjoys exploring new cultures.