Meet our Leadership Team | Heritage Senior Living

Milo Pinkerton, President

Milo Pinkerton

President (MSP Real Estate and Heritage Senior Living)
Over nearly 30 years, Milo Pinkerton has developed more than 2,200 units. His unique background of architecture, real estate and construction allows him to successfully oversee and direct all aspects of MSP’s operations, ensuring steady growth, consistent profitability and increasing cash flows annually. Milo works hands-on with the development and construction company and coordinates the management and direction of both Heritage and MSP.

Prior to forming MSP, Milo was vice president and manager of special projects for ITT Real Estate Services, where he was in charge of the disposition of $50 million of troubled real estate nationwide. Milo was also project director with a regional development/construction company, Orville E. Madsen and Sons, where he was in charge of developing over 450 units. Milo has a master’s in business with an emphasis in real estate investment from the University of Wisconsin and a master’s in architecture from the University of Minnesota.

Tammy Schafer, Chief Operating Officer

Tammy Schafer

Chief Operating Officer

Tammy holds a bachelor’s in gerontology and a master’s in business management. Her impressive 23 years in the health care industry has included time as president/CEO, senior vice president of operations and executive director at various senior communities. Through these roles she has demonstrated superior leadership abilities.

Tammy oversees operations of all our communities, as well as providing support through education, implementation of new programs and hands-on assistance. She is dedicated to making Heritage a rewarding place where staff can thrive and grow.

Jason Sikorski, Chief Financial Officer

Jason Sikorski

Chief Financial Officer (MSP/Heritage)

Jason Sikorski serves as the Chief Financial Officer for MSP Real Estate and Heritage Senior Living. He has over 20 years of accounting and finance experience in the senior living industry. Most recently, Jason worked as the Vice President of Corporate Financial Planning and Analysis at Brookdale Senior Living and previously worked as a Controller at Direct Supply. He began his career in public accounting as an auditor with PricewaterhouseCoopers.

Jason obtained his BBA in Accounting from the University of Wisconsin-Whitewater and his MBA from the University of Wisconsin-Madison. Jason also obtained his Certified Public Accountant (CPA) and Certified Management Accountant (CMA) certifications.

Amanda Runnoe, Chief Nursing Officer

Amanda Runnoe

Chief Nursing Officer

Amanda, who holds a bachelor of science in nursing, has grown with Heritage over the years, holding a variety of positions in our quality and care departments before becoming interim vice president of quality and clinical operations. She initially began her journey as a resident assistant during nursing school, then returned after finishing her schooling to become a wellness nurse. She has also held the positions of EHR specialist, executive director and director of quality.

Her intensive experience as part of the care team at Heritage has given her a quality-oriented approach to care that focuses on overall resident safety.

Brian Martin, Vice President of Asset Management

Brian Martin

Vice President of Asset Management (MSP/Heritage)

Brian Martin serves as the vice president of asset management for both Heritage and its parent company, MSP Real Estate. Brian has been in the real estate management industry for over 11 years and was previously a regional asset manager, overseeing a portfolio of roughly 50 properties and more than 3,350 units throughout Wisconsin, Illinois and Iowa. Martin’s experience covers market rate, tax-exempt bond, HUD Section 8 and HOME, USDA Rural Development and Low Income Housing Tax Credit financed developments.

Mark Hammond, Director of Development and General Counsel

Mark Hammond

Vice President of Construction and Development and General Counsel

Mark Hammond leads all real estate development activities and assists the company in identifying and overseeing legal issues in other core areas. Mark actively manages all aspects of the development process, including site acquisition and approval, financing, design and value engineering, construction, and lease-up. He holds a Bachelor’s Degree in economics, an MBA in real estate, and a Juris Doctor, all from the University of Wisconsin-Madison.