Holland Smith


Holland is the President/CEO of Covey Investments and responsible for acquisitions, financing and equity raising .  Mr. Smith grew up in Dallas, Texas and attended Texas A&M University where he received a BS in Agricultural Economics and an MS in Land Economics and Real Estate from the College of Finance.  After graduating A&M he returned to Dallas to work for INVESCO REAL ESTATE, one of the largest pension fund advisors in the nation.  After 3-4 years as an analyst in Dallas he moved to California with INVESCO and shortly afterwards was promoted to Acquisitions Officer responsible for real estate investments in southern California. He completed over $300 million in multi-family, office, retail, and industrial acquisitions from 2001-2003 for INVESCO.

In 2004, after 8 years with INVESCO Mr. Smith joined Fowler Property Acquisitions; one of the premier value-added apartment investor/operators in the country.  He returned to Texas to oversee FPA’s investments and operations.  Mr. Smith became a partner in 2007 and completed approximately $500 million of multifamily acquisitions.

In 2013 Mr. Smith left FPA to become Chief Investment Officer of Waypoint Residential, a new company focused on both value-added and core apartment investments and new development throughout the Southeast, Florida and Texas.  While at Waypoint, Mr. Smith oversaw acquisitions/investment activities resulting in over $300 million of new apartment investments.

The combination of core and value-added apartment experience within both the institutional and private equity platforms has given Mr. Smith a wide range of multi-family investment experience. This has uniquely positioned him to take advantage of the ever-evolving real estate and capital markets.  With over 21 years of multi-family investing across the country, Mr. Smith has developed strong investment principles and exceptional professional relationships within both the brokerage and ownership communities.  Leveraging his experience, relationships and his reputation, Covey Investments will be able to access investment opportunities other sponsors could not.

Michaela Smith

Michaela Smith joined Covey Investments in November 2016 and is the Chief Operating Officer overseeing all asset management responsibilities including property and construction management, design, budgeting, reporting as well as critical roles in the acquisition and closing of investments. Mrs. Smith is a Texas native who started her career in 1997 as a leasing agent while attending college. She began her career with a focus in resident relations, marketing and sales with JPI in Dallas. She then moved on to work for Lincoln Property Company, where she held the roles of Assistant Property Manager, Property Manager and Property Accountant in their third-party management division.

During the years of 2000-2005, Mrs. Smith worked for two smaller owner management companies, Cumberland Allegiance and TriVest, where her focus was on operations, compliance, and training. In both roles, she oversaw the revision and implementation of the operating policy and procedure manuals, which provided a strong operational foundation for both firms.

Mrs. Smith’s diverse experience with established, professional, management companies, along with her involvement in smaller scale firms, afforded her the ability to take on her next role as a Regional Manage with Trinity Property Consultants in 2005. In 2008, Mrs. Smith accepted a promotion to Regional Vice President, to oversee half of the Trinity portfolio with the responsibility of 29 assets, which was comprised of 8,250 multi-family units in Texas, Colorado, Georgia, Kansas, Missouri, and Indiana.

In 2010, Mrs. Smith was promoted to Executive Vice President. During the timeframe of 2010-2016, Mrs. Smith directly oversaw the operations of as many as 50 assets consecutively, consisting of an average of 14,000 units. Mrs. Smith held a vital role in all aspects of operations, overseeing six to seven Regional Managers and numerous support team members. Within this course of six years, Mrs. Smith was heavily involved with the acquisition of 50+ multi-family assets located across ten states. She worked diligently with their in-house construction company, where they evaluated each property’s capital needs and then successfully repositioned each through a combination of interior renovations, exterior renovations, and rebranding.

With 20 years of multi-family real estate industry, Mrs. Smith has an in-depth knowledge of all product types. Her areas of expertise in repositioning, accounting, compliance, marketing, training, team building, and innovative thinking will be invaluable to Covey Investment’s unique investment strategy.

Ashley Smith

Ashley Smith joined Covey Investments in October of 2017 with nearly 15 years of extensive knowledge in the real estate industry, most of which from within multi-family.  As the Executive Vice President, she assists in overseeing asset operations in all markets and is also responsible for investor relations.  Upon joining Covey Investments, Ashley was tasked with focusing on new initiatives and special projects that help improve the overall operating efficiency of the organization.  In Mrs. Smith previous position as the Director of Special Operations for FPA-Trinity Property Consultants she successfully developed and directed an inhouse talent acquisition department for a 1000+ staffed company, developed a national future leadership property management internship program that was rated within the top 4 internships in the nation.  While serving in this role, Ashley Smith had the honor to serve on the following university property management advisor boards: Ball State University and University of Alaska – Anchorage.  Her previous experience as a Leasing Consultant, Assistant Property Manager, Property Manager, Regional Manager, and Director of Special Operations helps her understand all facets of the multifamily industry which provides a foundation that enables her to bring successful leadership to the Covey Investment team.