Eric Grosse
Eric Grosse has served as CEO of Inspirato since September 2023. Prior to being appointed as CEO, Mr. Grosse served on the Inspirato Board of Directors as Lead Independent Director since December 2022 and as Chair of the Nominating and Corporate Governance Committee and member of the Audit Committee and Compensation Committee since September 2022. Mr. Grosse has more than 20 years of experience in leadership roles in the online travel industry, including as President of Expedia Worldwide, part of Expedia Group Inc (NASDAQ: EXPE), from October 2008 to October 2010, and as Co-Founder and President of Hotwire, Inc. Mr. Grosse holds a B.A. from Williams College and an M.B.A. from Harvard Business School.
Brad Handler
Brad Handler is Co-Founder of Inspirato and has served as its Executive Chairman of the Board of Directors since January 2010, where he focuses on corporate finance and strategic initiatives. Before co-founding Inspirato, he started his career at Apple, then later served as eBay's first attorney. In 2002, he co-founded Exclusive Resorts and served as the company's Chief Executive Officer and Chairman. He has also been a lecturer at Stanford Law School and the University of Virginia School of Law. Mr. Handler earned a bachelor's degree from the University of Pennsylvania, a bachelor's degree from the Wharton School at the University of Pennsylvania, and a juris doctorate from the University of Virginia School of Law.
David Kallery
David leads all operational aspects of Inspirato, with responsibility for the full life-cycle excellence of the membership experience. He specializes in helping service-intensive companies scale infrastructure and technology to drive rapid growth, while deepening the longevity and value of customer relationships. Prior to joining Inspirato, he served in a variety of senior executive roles with Exclusive Resorts, including Chief Operating Officer and Senior Vice President of Sales and Marketing. Earlier in his career he spent 15 years with UPS, where he developed broad operational and logistical expertise, before serving as Vice President for Product and Operations at Visa and in leadership positions with two venture-backed startups.
Robert Kaiden
Robert leads all financial and accounting initiatives for Inspirato. He was most recently with Twitter, where he served as Chief Accounting Officer from 2015 to 2022, helping manage a period of scaling, business model transformation, and international expansion. During his tenure at Twitter, he was responsible for the company’s accounting, financial operations, and finance systems. Prior to Twitter, Robert was with Deloitte & Touche for more than 26 years in several roles, including Partner from 2000 through 2015. At Deloitte, in addition to managing audit accounts with large public companies, he also held significant operational roles and served as Chief of Staff to the CEO of Audit. He is a CPA and holds an MBA from the Wharton School at the University of Pennsylvania, an M.S. in Accounting from the University of Hartford, and a B.A. from Hamilton College.
Ashlee Collins
Senior Vice President, Technology & Product
Ashlee is responsible for technology and product management at Inspirato including software engineering, data engineering, security, and product design/management. She implements solutions to help Inspirato grow, scale, and achieve its company goals. When Ashlee started at Inspirato in 2013, she was responsible for building out the product management function and several operational teams. Prior to working in luxury hospitality, Ashlee was a technology and strategy consultant, first at Deloitte, then at RAS Consulting, where she was responsible for strategizing and implementing process and technology solutions across oil and gas, healthcare, and financial services industries. She holds a bachelor's degree in finance from Texas A&M University.
Andy Dutton
Senior Vice President, Finance, Analytics & Real Estate Operations
Andy leads the finance and real estate operations functions at Inspirato, which includes creation and execution of the business’ annual budget and oversight of Inspirato’s residence portfolio valued at +$1.5 billion dollars. He is an executive sponsor of the Inspirato Foundation, the company’s corporate social responsibility arm. Prior to joining Inspirato, Andy worked in commercial real estate, both as an SVP for a Denver-area family firm with office and retail property, as well as for a multi-family platform with over 7,000 units under management. Additionally, he also has experience in financial services working for Denver-based hedge funds. He holds a bachelor’s degree in European history from Washington & Lee University and an MBA from University of Denver.
Danielle Probst
Senior Vice President, People Operations
Danielle leads people operations at Inspirato, including rewards and recognition, talent acquisition and development, payroll and compensation, benefits, company culture, and engagement. As one of the company’s most tenured senior leaders, Danielle helped grow Inspirato from less than 100 employees to nearly 800-strong today. She is an executive sponsor of the Inspirato Foundation, the company’s corporate social responsibility arm. Before Inspirato, Danielle was a leader in talent acquisition at Vail Resorts, where she hired and retained talent at scale and led teams responsible for staffing five ski resorts. She holds several human resources professional certifications including SHRM-CP, CPSP, and PHR, as well as a bachelor’s degree in human development and family studies from Colorado State University.
Dain Rasmussen
Senior Vice President of Sales
As the leader of Inspirato’s sales team, Dain is responsible for welcoming new members to the club and increasing subscription revenue from our existing member base. He focuses on developing sales professionals and strategies, contributions to product development, and technological enhancements to the sales process. His experience in the industry spans 18 years as one of the earliest employees at Exclusive Resorts. Dain left as a Director of Sales after 10 years of serving in various sales and business development roles, joining Inspirato in 2014 as a Vice President of Sales. He holds a bachelor’s degree in speech communication from the Metropolitan State University of Denver and studied abroad at the University of Sevilla.
Brent Wadman
Brent joined Inspirato in March 2023 and runs Inspirato’s legal team. Prior to working at Inspirato, he was a partner at Messner Reeves LLP in Denver. Brent previously served as general counsel for Stillwater Mining Company. He received his bachelor’s degree in Anthropology from the University of North Carolina at Wilmington and a Juris Doctorate from the University of Tulsa College of Law.

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