Management Team

Alan Finnegan, Founder & Owner

All Seasons Resort Lodging was founded in 1999 by Alan Finnegan. Alan has been a part of the hospitality industry for over 30 years.

Starting his career in sales and marketing, Alan worked in resort destinations like Winter Park, Colorado, South Lake Tahoe, California, and Scottsdale, Arizona. Alan relocated to Park City, Utah in 1995 as a sales and marketing director before serving as a general manager for local properties previous to establishing All Seasons Resort Lodging.

As the owner or All Seasons Resort Lodging and All Seasons HOA Management, Alan works directly with his staff, and is in direct contact and communication with our HOAs and board members.

Matt Little, President of All Seasons Resort Lodging

A part of the All Seasons Resort Lodging team since 2015, Matt provides his unique blend of management, finance, entrepreneurship, and marketing expertise to his role as president.

With experience in shaping new brands and repositioning seasoned names, his efforts have been recognized by Mountain West Capital Networks for leading Newpark Resort to a spot in the Top 50 Fastest Growing Companies twice in a row, rewarded with three silver Addy Awards, and met with success in managing over 260 employees and partnerships worth $17.5 million in top-line revenue.

Mike Howe, Chief Financial Officer

Mike has worked with All Seasons Resort Lodging for 10 years collectively, where he manages all company finances and human resource operations for the rental and HOA functions of the company.

Prior to All Seasons Resort Lodging, Mike spent 7 years in the public accounting sector where he managed financial audits over HOAs, not-for-profits, and corporate entities. Mike specialized in client relations while ensuring that financial audits met all GAAP/GAAS standards.

Outside of work, Mike loves the outdoors and enjoys spending time with his family. Mike received his Bachelor of Science in hospitality management from The University of Utah and his MACCT from The University of New Mexico.

Jim Simmons, President of All Seasons HOA Management (CMCA, AMS)

Jim Simmons has been with All Seasons Resort Lodging since 2001. He is responsible for all homeowner services, management oversight for homeowners associations, and acquiring new rental properties in resort destinations.

Jim holds internationally recognized accreditation from Community Associations Institute (CAI) as a Certified Manager of Community Associations (CMCA) and Association Management Specialist (AMS).

Prior to joining All Seasons Resort Lodging, Jim was with Hart Hotels (The Yarrow Resort Hotel and Conference Center) for 10 years in operations, sales, and marketing. Jim and his staff are the primary contacts for all owners and HOAs.

Kelley Kowalski, Vice President of Marketing

Kelley Kowalski has been with All Seasons Resort Lodging since 2008 and is responsible for developing and directing all marketing strategies.

Since joining the company, she has employed new technology to automate guest and homeowner communications, built in-depth reporting to measure the success of—and improve upon—company initiatives, and overhauled the search engine marketing strategy to increase the efficiency of the company’s advertising dollars.

Kelley holds a Bachelor of Science in communication from The University of Utah and brings her passion for data, travel, graphic design, and customer service to bear for All Seasons Resort Lodging.

Tom Overson, Regional Vice President (Santa Fe & San Diego)

Tom has been a part of All Seasons Resort Lodging since 2003, and is responsible for day-to-day operations for our Santa Fe and San Diego properties. as well as spearheading our system-wide “green effort” to achieve positive environmental impacts.

As a 10 year Marriott manager, Tom brings his experience in operations, personnel training, and customer service to the table for each All Seasons Resort Lodging property.