“Do Something Today That Your Future Will Thank You For.”
Jessica Gehefer is an ambitious business professional, entrepreneur, and operations leader whose career has been defined by continuous growth, analytical thinking, and an unwavering commitment to operational excellence. Guided by her personal philosophy, “Do Something Today That Your Future Will Thank You For,” Jessica has intentionally built a career that combines technology, sales operations, finance, entrepreneurship, and real estate investing. Her ability to thrive in fast-paced environments while maintaining exceptional organization and attention to detail has made her a trusted contributor to high-growth organizations and a valuable strategic partner for leadership teams seeking scalable solutions.
With more than eight years of professional experience, Jessica has developed a diverse background spanning software technology, healthcare, medical devices, recruiting, business development, and entrepreneurship. Throughout every stage of her career, she has consistently embraced opportunities to improve business processes, optimize operational efficiency, and contribute to organizational growth. Her experience across multiple industries has given her a well-rounded perspective on how businesses evolve, enabling her to identify opportunities that improve performance while supporting sustainable long-term success.
Jessica currently serves as a Sales Operations Administrator at ActivTrak, where she plays a critical role in supporting revenue operations for a growing SaaS organization. Working closely with sales and finance teams, she oversees deal desk support, contract reviews, pricing approvals, subscription lifecycle management, billing operations, and renewal forecasting. Her expertise with Salesforce, Chargebee, Power BI, advanced Microsoft Excel, and CRM data management allows her to maintain revenue integrity while improving operational workflows that directly support organizational scalability. By aligning sales opportunities, contracts, and financial systems, she helps leadership make informed decisions based on reliable, accurate data.
What distinguishes Jessica is her growing passion for the financial side of business. While her foundation was built in Sales Operations, she has become increasingly focused on understanding how revenue flows through an organization, how financial metrics influence executive decision-making, and how operational efficiency contributes directly to business performance. She enjoys diving into complex datasets, modeling business outcomes, and transforming information into actionable insights that strengthen financial health and strategic planning. Her pursuit of an MBA in Finance reflects her commitment to expanding these capabilities and positioning herself as a stronger strategic business leader.
Jessica’s entrepreneurial journey further demonstrates her initiative and business acumen. As the owner of Wildcat Contracting Lex, she has successfully developed and managed a contracting business that supports fellow real estate investors while gaining firsthand experience in business development, operations management, and customer relationships. Additionally, as a partner in Red Silk Rentals, she owns and manages five mid-term rental properties that provide housing solutions for traveling healthcare professionals. These ventures have strengthened her understanding of real estate investing, financial management, asset optimization, and long-term wealth creation while reinforcing her ability to successfully balance multiple business interests simultaneously.
Earlier in her career, Jessica built valuable experience within healthcare and medical technology. At IQVIA, she represented Ethicon’s advanced wound closure and biosurgery products, partnering directly with orthopedic surgeons and surgical teams to support complex clinical procedures. Prior to that, she served as Territory Manager for Apria Healthcare, where she exceeded sales expectations by achieving 180 percent of her quota during her first commissionable month. Her experience in highly regulated healthcare environments strengthened her consultative sales approach, relationship-building abilities, and understanding of customer-centered business development. Earlier recruiting experience with the Lee Weber Group also refined her communication skills while providing valuable insight into executive talent acquisition and organizational growth strategies.
Jessica’s educational journey reflects her lifelong dedication to learning and professional development. She earned her Bachelor of Arts in Economics from the University of Kentucky, where she actively participated in organizations including Wildcat Investors, the Entrepreneurship Club, Economics Club, Delta Gamma, and the Chess Club. She is currently pursuing her Master of Business Administration in Finance through LSU Shreveport, further strengthening her financial expertise while preparing herself for executive leadership and board service opportunities. Her commitment to continuous education mirrors her belief that growth is an ongoing process requiring discipline, curiosity, and intentional effort.
Outside of her professional career, Jessica enjoys pickleball, golf, reading, and traveling, activities that reflect both her competitive spirit and her appreciation for lifelong learning and meaningful experiences. She has also dedicated time to serving her community through volunteer work with The Refuge Center for Counseling and the Lexington Humane Society, demonstrating compassion and a genuine desire to make a positive impact beyond the workplace. These experiences have helped shape a leadership style grounded in empathy, accountability, and service to others.
Jessica is actively pursuing board and advisory opportunities because she recognizes the tremendous value of contributing her operational expertise to emerging companies, particularly within software technology and startup environments. Having participated in organizations during periods of rapid growth and operational scaling, she understands the challenges leaders face as companies evolve. She believes her combination of technology expertise, financial insight, entrepreneurial experience, and operational discipline allows her to provide practical guidance while helping organizations establish scalable processes that support sustainable growth.
As an advisor and future board member, Jessica offers a unique blend of analytical thinking, operational execution, entrepreneurial perspective, and financial curiosity. She is motivated by opportunities to collaborate with visionary leadership teams, contribute to meaningful strategic discussions, and help organizations navigate growth with confidence and discipline. Her career reflects someone who consistently invests in personal and professional development while remaining committed to delivering measurable value for every organization she serves. Guided by integrity, continuous learning, and a relentless drive for improvement, Jessica Gehefer is well positioned to become a trusted strategic advisor for companies seeking thoughtful leadership, operational excellence, and long-term success.
Character:
Jessica approaches every professional opportunity with integrity, accountability, and a genuine commitment to continuous improvement. Her entrepreneurial mindset and dedication to serving others demonstrate resilience, humility, and a strong work ethic that inspires confidence among colleagues and business partners.
Knowledge:
She possesses a growing depth of expertise across sales operations, SaaS technology, financial analysis, revenue operations, and real estate investing. Her commitment to earning an MBA in Finance further illustrates her desire to continually expand her knowledge while bringing increasingly valuable insights to executive leadership.
Strategic:
Jessica naturally evaluates organizations through the lens of operational efficiency, scalable growth, and financial performance. She consistently identifies opportunities to improve systems, optimize workflows, and support executive decision-making through data-driven analysis and disciplined execution.
Communication:
Communicating with clarity, professionalism, and purpose while building strong collaborative relationships across cross-functional teams. Her ability to translate operational details into meaningful business insights enables productive conversations that align stakeholders around shared organizational goals.
