Sandler by Tailwind is proud to announce the recipients of its 2026 Women in Business Scholarship, awarding four scholarships to women who exemplify leadership, resilience, and a commitment to professional growth in sales, entrepreneurship, and business leadership.
This year, Sandler by Tailwind was honored to award four scholarships, reflecting both the strength of the applicant pool and the organization’s continued commitment to expanding access to world-class professional development for women.
The 2026 Women in Business Scholarship recipients are:
- Rebecca Mattes
- Alissa Randall
- Justina Baskin
- Mara Kimowitz
Each recipient will receive access to Sandler sales and leadership development programming designed to strengthen communication skills, build confidence, and support long-term career growth.
“The Women in Business Scholarship is about investing in potential and creating opportunity,” said Cal Thomas, President and Owner of Sandler by Tailwind. “These women represent perseverance, ambition, and a willingness to grow. We are excited to support them as they continue building meaningful careers.”
About the Women in Business Scholarship
The Women in Business Scholarship was created to help women gain access to proven sales and leadership training through Sandler’s globally recognized methodology. The program supports women at various stages of their careers, from those entering sales to experienced professionals seeking to elevate their influence and results.
The scholarship reflects Sandler by Tailwind’s belief that access to training, coaching, and mentorship plays a critical role in long-term success.
Learn more about the scholarship program here.
Meet the 2026 Scholarship Recipients
Rebecca Mattes
Rebecca Mattes is a collegiate All-American wrestler, full-time mother, and Technology Consultant with American Document Solutions. Based in northern New Jersey, Rebecca’s career path into sales began through an operations role that quickly evolved into a sales position. She is passionate about helping individuals and organizations solve problems through a transparent, client-focused approach while continuing to expand her skills and education.
Alissa Randall
Alissa Randall is the founder of All About Headshots by Alissa Randall, a headshot and branding photography business serving professionals and entrepreneurs throughout New Jersey and New York City. After decades in business development and marketing leadership, including serving as a Chief Marketing Officer, Alissa made a bold career pivot into photography. Her work has been featured in The Wall Street Journal and multiple national publications, and she is the recipient of the NY100 Award.
Justina Baskin
Justina Baskin is a Business Performance Advisor with Insperity, where she uses a consultative, relationship-driven sales approach. After building a successful book of business in Tampa, Florida and earning President’s Club recognition, Justina relocated to New Jersey and embraced the challenge of rebuilding her pipeline in a new market. Her experience reflects adaptability, resilience, and a commitment to excellence.
Mara Kimowitz
Mara Kimowitz is the founder of Pliability Stretch™ and StretchSource®, innovative wellness brands focused on recovery, flexibility, and holistic health. With a background in dance, fitness, and entrepreneurship, Mara has built businesses that help individuals improve longevity, vitality, and overall well-being. Her leadership continues to shape the wellness industry through innovation and purpose-driven growth.
Why This Matters
Women continue to face barriers to advancement in sales leadership and entrepreneurship. The Women in Business Scholarship helps reduce those barriers by providing access to training, tools, and coaching that accelerate confidence and performance.
By investing in women who are committed to growth, Sandler by Tailwind strengthens not only individual careers, but the broader business community.
Frequently Asked Questions About the Women in Business Scholarship
What is the Sandler by Tailwind Women in Business Scholarship?
The Women in Business Scholarship provides women with access to Sandler sales and leadership training, professional coaching, and development resources.
Who is eligible to apply for the scholarship?
Women in sales, business development, entrepreneurship, or leadership roles who are seeking professional growth.
What do scholarship recipients receive?
Recipients receive funded access to Sandler training programs focused on sales effectiveness, communication skills, and leadership development.
How often are scholarships awarded?
The Women in Business Scholarship is awarded annually by Sandler by Tailwind.
About Sandler by Tailwind
Sandler by Tailwind is a Sandler Training franchise serving New Jersey and surrounding areas. The organization provides sales training, leadership development, and organizational growth programs that help professionals improve performance, strengthen relationships, and build predictable revenue.
