Property Management Personnel

Company Information

H. D. Aylsworth, CPM®

Director of Property Management

H.D. Aylsworth, Director of Property Management, joined Woodspear Properties in July 2000. Mr. Aylsworth is based in San Diego, California and is responsible for overseeing all management company functions. Woodspear Properties operates out of the corporate management and accounting offices located in San Marcos, California in addition to regional management offices in Seattle, Washington and Denver, Colorado.

Mr. Aylsworth has 42 years of property management experience. Prior to joining Woodspear Properties, Mr. Aylsworth served as Managing Director/Senior Vice President for Kennedy-Wilson Properties and JMB Properties Company from 1975 to 1999. In this capacity he was responsible for managing a portfolio of over 10,000 multi-family units in six states.

Mr. Aylsworth graduated from Colorado State University in 1974 with a Bachelor of Science degree in Outdoor Recreation. He is an active member of the Institute of Real Estate Management, IREM® and has held the professional designation of Certified Property Manager, CPM® since 1985. He is also a member of the North San Diego County Association of Realtors.

Mr. Aylsworth is married, has four children, and five grand children and has resided in Encinitas, California for 27 years.

Gina Gasio Olson

Director of Accounting

Gina Gasio Olson joined Woodspear Properties in July 2002. Ms. Olson is responsible for the financial and accounting systems for a portfolio of retail, industrial, and apartment properties that consists of approximately fifty separate entities, including the Woodspear Properties Corporate accounting. Ms. Olson supervises a corporate staff of 4 employees, in addition to indirect supervision of the property management on-site accounting staff and support of the Property Management operations.

Ms. Olson has 30 years of accounting experience, specifically within the property management and real estate development field. Her diverse experience has consisted of working for medium size real estate investment firms, and a large national property management company. Ms. Olson brings to Woodspear her management and accounting systems experience, in addition to her property management, budgeting, finance and construction accounting experience.

Ms. Olson graduated from California State University, San Marcos, with a degree in Business Administration with an emphasis in Accounting and Finance. She is also in the process of completing her CMA, Certified Managerial Accountant certification. She has been a member of the Institute of Management Accountants (IMA) and Construction Financial Management Association (CFMA).

Ms. Olson is married and has a son. She and her family enjoy camping, boating, and spending time barbequing with their family and friends.

Craig M. Lessard

Director of Acquisitions

Craig Lessard joined Woodspear Properties in May of 2008. Based out of Denver, Colorado, Mr. Lessard is responsible for executing Woodspear’s investment strategy which entails sourcing new investment opportunities, performing the physical and financial due diligence, overseeing the post-acquisition renovations, and post-acquisition financial monitoring.

Prior to joining Woodspear Properties, Mr. Lessard interned with the President of Retail & Mixed-Use Development for McWhinney. Under this position he was responsible for the creating business intelligence reports and conducting competitive market research for existing and future developments. Mr. Lessard was also heavily involved in the preliminary stages of developing a $400M lodging and retail project adjacent to Disneyland in Garden Grove, California.

Mr. Lessard graduated from Colorado State University in 2008, majoring in Commercial Real Estate. His senior year he was President of the CSU Real Estate Club and was involved in several projects, most notably being a part of the CSU National Association of Home Builders student team that placed fifth in a national residential development competition. Upon graduation he was inducted into the National Real Estate Honor Society, Alpha Sigma Gamma, based on academic performance.

Zakary A. Kessler

General Counsel

Zakary A. Kessler joined Woodspear Properties as Associate General Counsel in September 2013 and was promoted to General Counsel in 2018. He is responsible for legal matters related to all aspects of Woodspear’s commercial real estate business. Mr. Kessler graduated summa cum laude from Gonzaga University in 2005 with a B.A. degree in Political Science. He earned his Juris Doctorate from the University of Colorado Law School in 2013, graduating in the top 1/3rd of his class. Mr. Kessler is licensed to practice law in Colorado and is a member of the Colorado Bar Association and serves as a member of the Real Estate Section Council of the Colorado Bar Association through June 30, 2023.

In addition to being a lawyer, Mr. Kessler has extensive experience in various areas of real estate finance. He began his career as a residential mortgage-backed securities credit risk analyst. Upon moving into the commercial real estate field, he developed expertise in analysis, modeling, and underwriting of commercial real estate while working as a financial analyst in mortgage banking and private equity. In that time, he aided in the origination of multiple commercial real estate debt and equity investments totaling in excess of $450M.

Mr. Kessler gained real estate, securities, and business legal experience while in law school by interning with the Real Estate Legal Department of Red Robin International, Inc. and clerking at Frascona, Joiner, Goodman & Greenstein, P.C. Mr. Kessler’s note, Getting One Step Closer to a Commercial eMortgage, was published in Volume 11 of the Journal on Telecommunications and High Technology Law in December 2013. He co-authored The Attack on Colorado’s TABOR and the Threat to Other States, an Issue Paper published by the Independence Institute in January 2013.

Mr. Kessler lives in Parker, CO and spends most of his free time with his wife and four children. He also enjoys running and playing golf.

Alex Wells

Commercial Property Manager

Alex Wells joined Woodspear Properties in November of 2017 and is based out of Denver, Colorado. Mr. Wells is responsible for the financial monitoring, property management, and oversight of tenant improvement work for industrial / flex buildings in Woodspear’s commercial portfolio. Mr. Wells also serves on the Board of Directors for the Twin Lakes Technological Park Owners Association.

Mr. Wells graduated from Doane University in 2017 with a B.A. degree in Business Administration and Economics. Mr. Wells enjoys hitting the slopes, the putting greens, and the soccer pitch.

Shana Passaro

Regional Manager, California

Shana Passaro joined Woodspear Properties in February of 2013 as the assistant to the Director of Property Management. This position entailed directly supporting our 18 residential properties in marketing, training, policies and procedures, and auditing and analysis as well as providing administrative support and acting as the direct liaison between the corporate office and the property personnel. In February of 2017 Ms. Passaro accepted the position of Property Supervisor and now oversees the multi-family operations in California. In December of 2018 Ms. Passaro assumed the title of Regional Property Manager.

Ms. Passaro began her career in Property Management in 1994 starting out as a Leasing Consultant and quickly worked her way up from Leasing to Assistant Manager to Property Manager. Her early experience was with several large property management companies and included extensive training in leasing, marketing, customer service and resident retention.

Ms. Passaro attended Richland College in Dallas, Texas before relocating to California in 1994. She has actively served on her homeowners association in some capacity for the last 14 years. She is a mom to two adult children and has resided in Oceanside, California for the last 27 years.

Shelly Smith

Regional Manager, Washington

Shelly Smith joined Woodspear Properties in December of 2019 as the Washington Regional Property Manager.

Mrs. Smith has worked in the Property Management industry since 2003, working in all facets of leasing and management. She has over 18 years of real estate and development experience. Prior to joining Woodspear Properties, Mrs. Smith served as Regional Manager for Tarragon Property Services from 2003-2018 overseeing 3000 multifamily units. She is a seasoned leader with a track record of success and quantifiable results. She is passionate about make a positive difference for the associates and the residents. Shelly holds her Real Estate Brokers License in Washington.

In her spare time, Mrs. Smith enjoys rooting on her Seattle Seahawks, spending time with family and traveling. She is a mother of one twenty year old son and has always lived in the Pacific Northwest.

Sara Kinnear

Regional Manager, Colorado

Sara Kinnear earned her Bachelors in Business Management, with an emphasis of Project Management, at Saint Petersburg College.

Her career began in Tampa, Florida as a leasing consultant where Sara began to develop strong management skills and continued to be promoted as her experience progressed.

Sara joined Woodspear Properties in 2016 as a Property Manager and since then she has obtained her CAM certification. In 2021, Sara accepted the position of Woodspear’s Area Manager.

Since accepting this position, Sara continues to work with staff and residents, while assisting in overseeing the multifamily operations in Colorado. Her experience with diverse markets coupled with her passion to develop successful on-site teams, makes her a valued member of Woodspear’s management team.

Sara was born in Florida and developed a love for snow skiing, hiking, camping and loves to enjoy the beautiful landscape that surrounds Denver.