Michael Flaskey — Chief Executive Officer
Mike Flaskey has more than 25 years of executive leadership experience in public and privately-held companies, with a key focus on growth-oriented companies within the real estate and vacation ownership industry. Throughout his tenure at Diamond Resorts, the company has achieved unprecedented growth both organically and through strategic acquisition integration. Mike has shifted the traditional timeshare marketing and sales model to an innovative, hospitality-infused process that includes a high-touch upstream engagement stance, thus providing owners and guests with a service-first approach. Diamond’s leading experiential model is revolutionizing the vacation ownership industry as a whole.
Mike has overseen, developed and delivered strategic partnerships and relationships with numerous prominent sporting and entertainment professionals that resulted in the creation and growth of our innovative Events of a Lifetime® franchise, the Diamond concert series and, most notably, the Diamond Resorts Tournament of Champions™, a nationally televised LPGA Tournament of Champions/celebrity golf tournament that will be broadcast on NBC and Golf Channel. The tournament, previously known as the Diamond Resorts Invitational, has a strong philanthropic arm and – as of January 2018 – has raised over 3.1 million of charitable dollars for Florida Hospital for Children.
Prior to Diamond Resorts, Mike held senior executive roles with Starwood Vacation Ownership and Fairfield Resorts (now Wyndham Vacation Ownership). He has a track record of recruiting and developing top talent and is a culture-conscious, performance-driven executive with a history of excellent results while always placing guest satisfaction first.
Mike holds a Bachelor of Science degree in Physical Education from Limestone College.
Kenneth Siegel — President and Chief Administrative Officer
Kenneth Siegel has over 20 years of experience as a senior leader of major corporations. Prior to Diamond Resorts, he was Chief Administrative Officer and General Counsel of Starwood Hotels & Resorts. As a key member of the Starwood leadership team, Mr. Siegel was intimately involved in Starwood’s emergence as an industry leader prior to its acquisition by Marriott International in 2016. In addition to his legal and administrative responsibilities, he played a pivotal role in Starwood’s transition to an asset-light business, and was the architect of transactions that drove both top- and bottom-line benefits through industry leading initiatives.
Prior to joining Starwood, Mr. Siegel spent four years as the Senior Vice President and General Counsel of Cognizant Corporation and its successor companies. Cognizant, a multinational information services company, was originally comprised of IMS Health Inc., Nielsen Media Research and The Gartner Group.
Prior to his corporate leadership roles, Mr. Siegel was a Partner with Baker & Botts LLP, responsible for a full range of corporate legal services with particular focus on technology-oriented clients as well as representation of international leveraged buyout funds and securities firms. Before that, he served as Senior Partner of O’Sullivan Graev & Karabell LLP where he focused on work for technology and hospitality companies as well as major transactional work for private equity and leveraged buyout funds. Mr. Siegel began his career as an Associate with Cravath Swaine & Moore.
Mr. Siegel is a member of the New York bar. He is a Trustee of Sacred Heart University and of Mystic Seaport, a trustee emeritus of the Cancer Hope Network and a Director of the Minority Corporate Counsel Association. Mr. Siegel graduated from New York University with a J.D. degree and received an A.B. degree from Cornell University.
Jim Mikolaichik - Chief Financial Officer
Jim Mikolaichik has over 25 years of leadership and advisory experience in financial, strategic and corporate development roles with both public and private companies. Prior to joining Diamond, Mr. Mikolaichik served as Executive Vice President and Chief Financial Officer of Hilton Grand Vacations. From 2011 through 2016, Mr. Mikolaichik served as Chief Financial Officer for Manning & Napier, Inc., an independent investment management company, and held multiple roles at Manning & Napier Fund Inc., including Chairman and President. In addition, Mr. Mikolaichik served as Executive Vice President and Head of Strategy of Old Mutual Asset Management from 2008 through 2011, and as Chief Risk Officer from 2004 through 2008. Mr. Mikolaichik also served in various capacities at Deloitte, providing consulting, financial advisory, auditing and accounting services from 1993 through 2004. Mr. Mikolaichik earned a bachelor's degree in accounting from Susquehanna University and an MBA from Columbia University.