What We Learned: A Conversation on Employer-Led Upskilling for Small and Medium-Sized Businesses

Haley Glover

Senior Director

Chelsea Miller

Associate Director


This piece summarizes the foundational insights gathered by UpSkill America through years of research into how small and medium-sized businesses (SMBs) can effectively implement talent development.

We have found that the most successful SMBs move away from transactional training toward long-term partnerships and resource-pooling with peer employers to overcome the time and capacity barriers that often stall individual efforts. By leveraging intermediaries and innovative models like outcomes-based financing, businesses can address social determinants such as child care and transportation, ultimately reframing upskilling as a high-return investment that reduces impacts to business, like costs of turnover and lost productivity.

About UpSkill America

UpSkill America, an initiative of the Economic Opportunities Program, supports employers and workforce organizations to expand and improve high-quality educational and career advancement opportunities for America’s front-line workers.

About the Economic Opportunities Program

The Aspen Institute Economic Opportunities Program advances strategies, policies, and ideas to help low- and moderate-income people thrive in a changing economy.

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