Courtney Hartman is an accomplished business and career advisor with over 13 years of professional experience, spanning sales leadership, partnership development, organizational consulting, employee engagement, and hiring. As the Principal Advisor of The Glass Advisory, Courtney brings deep industry knowledge and a passion for building teams and businesses that thrive. With an innate ability to solve complex organizational challenges and a strategic mindset rooted in people-first values, she is a trusted partner to executives, founders, and professionals alike.
Courtney’s professional journey began in frontline operations, where she developed her foundational understanding of customer service, lead generation, and relationship management. Over the years, she progressed through increasingly senior roles across SaaS companies, eventually leading large client success and sales teams. Her early career at Zerve, a software platform for tours and activities, provided hands-on experience with high-growth environments and taught her how to manage change with agility and integrity.
At Vendini, now part of AudienceView, Courtney played a pivotal role in expanding customer retention and growing key accounts. She developed strategic onboarding processes, restructured teams to improve operational efficiency, and introduced performance metrics that aligned teams to client success outcomes. Through her leadership, Vendini saw measurable increases in client satisfaction, retention, and net promoter scores.
Her most transformative impact came during her nearly five-year tenure at HHAeXchange, a healthcare technology company. Courtney rose to the role of Senior Director of Client Success, overseeing expansion sales, renewals, and strategic account management. Her ability to motivate cross-functional teams and create scalable client success models contributed significantly to the company’s growth. She developed playbooks, led go-to-market initiatives, and hired and coached high-performing teams across multiple functions.
Now, as the founder and Principal Advisor of The Glass Advisory, Courtney supports founders and businesses navigating growth, transitions, or organizational transformation. Her advisory work focuses on aligning people and strategy, using data-informed insights to make sound decisions, and ensuring employees and leaders feel empowered in their roles. She also offers personalized career coaching, helping professionals define meaningful career paths aligned with their strengths and aspirations.
Courtney’s experience across travel, healthcare technology, creative industries, and software makes her especially valuable to companies in these sectors. She is not only strategic and analytical but also deeply intuitive about people and teams. She has a strong aversion to the financial sector, preferring to work with mission-driven organizations with 5–100 employees where her impact can be more direct and meaningful.
An active voice in the career and business strategy community, Courtney hosts the Uncharted Careers podcast, where she interviews professionals across industries to uncover non-linear paths to success. Her curiosity and empathetic communication style make her a sought-after speaker at conferences and webinars focused on innovation, organizational growth, and employee development.
Courtney also serves on the advisory board for Calypso, a customer engagement software company, where she provides strategic input on go-to-market strategies, product alignment, and client experience. Her advisory style is highly collaborative—she asks powerful questions, challenges assumptions, and helps executive teams see around corners to anticipate growth opportunities and risks.
Outside of work, Courtney is passionate about music and scuba diving. These pursuits reflect her adventurous spirit and ability to stay calm and focused under pressure—traits that translate directly into her work as an advisor and leader. She believes in lifelong learning, authentic leadership, and creating workplace cultures where people feel both supported and challenged.
Courtney Hartman is not only a seasoned executive advisor but also a connector, builder, and problem solver. She brings a rare combination of strategic foresight and people-centric leadership, always committed to helping businesses grow in ways that align with their mission and values.
Character:
Courtney leads with empathy, curiosity, and integrity, fostering trust in every interaction. Her adventurous nature and calm demeanor under pressure help her remain grounded and approachable, even in high-stakes environments.
Knowledge:
With over a decade of experience in tech, SaaS, and consulting, Courtney offers deep insight into scaling teams, driving retention, and building operational excellence. Her cross-sector understanding allows her to advise companies at various stages of growth.
Strategic:
She brings a data-informed, people-first approach to problem-solving, helping organizations align their talent and operational goals for long-term success. Courtney excels at building strategies that are both practical and visionary.
Communication:
A gifted communicator and active listener, Courtney asks the right questions to uncover root challenges and foster collaboration. Whether speaking at a conference or coaching one-on-one, her communication style is inclusive, clear, and motivational.
https://www.theglassadvisory.com
