
Skylight Initiative
The not-for-profit Skylight Initiative, based in Richmond, Virginia, is a collective of accomplished women executives united by a shared purpose: to elevate women in the boardroom and beyond. We harness the strength of our collective networks to connect, prepare, advocate for, and propel women forward in their board and life journeys through member-driven engaging, enriching experiences. Our mission is not only to help our members thrive but also to illuminate pathways for other women to lead at the highest levels. We believe that when women rise, they lift others with them, igniting a ripple effect that amplifies diverse voices, strengthens leadership, and drives lasting impact.

Leadership

Kristian “Krissy” Gathright
Kristian “Krissy” Gathright has been an active participant in the hospitality and REIT industry for 25+ years as a public company board member and former Chief Operating Officer of Apple Hospitality REIT (NYSE:APLE). She currently serves on the Apple Hospitality REIT and Whitestone REIT (NYSE:WSR) boards of directors. She previously served on the Spirit Realty Capital (NYSE:SRC) board until its merger with Realty Income (NYSE:O) in 2024. She was also appointed by Marriott International to serve as the Courtyard Franchise Advisory Council President and held that position for ten years, notably being the first woman to serve in that role. She has a passion for board service and serves on several community not-for-profits and University of Virginia boards. She is a senior advisor to Derive Ventures, an early-stage venture fund investing in the next generation of hospitality and real estate experiences. She loves supporting women and was instrumental in the creation of FORWARD, an American Hotel and Lodging Association initiative that aims to celebrate and elevate women in hospitality through events, professional development and community building.

Jenni Lee Crocker
Jenni Lee Crocker brings over 27 years of experience in the insurance industry, known for her strategic leadership, turnaround, and transformation capabilities. She currently serves as President of Trucordia, a top 15 U.S. insurance brokerage firm, where she oversees agency partnership potential, organic growth, enterprise carrier relationships, and strategic partner initiatives. Prior to joining Trucordia, Ms. Crocker spent nine years at Marsh, serving as Managing Director and Corporate Leader for Virginia, Maryland, and Washington D.C., and head of the Virginia office. Her career growth has been defined by her ability to rapidly scale businesses, employ creative problem-solving and to empower and uplift others, making her a shining light of inspiration.