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 brings more than 28 years of experience in the healthcare and senior living industry to her role as Chief Operating Officer. With a strong educational foundation that includes a bachelor’s degree in Gerontology and a master’s degree in Business Management, she blends a deep understanding of aging services with strategic leadership.

Throughout her career, Tammy has held key executive roles, including President/CEO and Senior Vice President of Operations at several leading senior living organizations. In each position, she has demonstrated exceptional leadership, driving operational excellence, fostering team development, and enhancing the quality of services for residents.

Tammy oversees the operations of all our communities, ensuring they meet the highest standards of service and care. She is actively involved in supporting community teams through ongoing education, the implementation of innovative programs, and hands-on leadership. Her commitment to creating a positive and enriching environment is evident in her dedication to creating a rewarding place where both residents and team members can thrive and grow.

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.

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 Pricewaterhouse Coopers.

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 is a seasoned nursing leader with over 15 years of experience in senior care. As Chief Nursing Officer, she provides strategic clinical leadership and collaborates with interdisciplinary teams to promote high standards of resident care across multiple communities. Amanda is passionate about quality improvement, clinical compliance, and building strong, well-supported care teams. With a background spanning direct nursing practice to organizational leadership, she is known for her thoughtful guidance, operational insight, and commitment to enhancing systems that support resident health and staff success.

Kathy Bucholtz is a senior living sales and marketing executive with more than 30 years of experience leading high-performing teams and driving occupancy growth across independent living, assisted living, memory care, and skilled nursing communities. She brings extensive expertise in sales strategy, team development, and CRM-driven performance initiatives, and is known for delivering consistent, measurable results.

Throughout her career, Kathy has held multiple executive and regional leadership roles, overseeing large multi-state portfolios and supporting communities through all stages of growth. Her accomplishments include launching new communities with strong pre-lease momentum, implementing companywide sales systems, creating effective onboarding and training programs, and strengthening sales performance in highly competitive markets. She is recognized for her collaborative leadership style, operational insight, and ability to build systems that support both short-term success and long-term stability.

Kathy holds a Bachelor of Arts in Gerontology from Kent State University and has dedicated her career to enhancing the senior living experience for residents, families, and team members. Her commitment to excellence and passion for serving older adults continue to guide her work in elevating community performance and fostering meaningful connections.

Dallas Behling built his career at the intersection of grit and service. He co-founded—and later acquired—an early game-hosting company, where he learned to scale quickly and maintain stability under pressure. He brought that builder’s mindset into healthcare, serving in a skilled nursing facility and focusing on reliable, resident-first technology.

Today, as Director of IT for Heritage Senior Living and MSP Real Estate, Dallas leads with a simple mandate: make technology disappear so caregivers can focus on people. He champions practical innovation through clear standards, thoughtful automation, and calm, accountable execution. His approach results in quieter technology, smoother operations, and better days for both residents and staff.

Kari Verhagen – Vice President of Human Resources

Kari Verhagen is an accomplished HR leader currently serving as Vice President of Human Resources at Heritage Senior Living. Known for her forward-thinking approach and results-driven mindset, Kari brings a unique blend of strategic vision and people-centric leadership to her role. She thrives in dynamic environments that value innovation, collaboration, and measurable outcomes.

With a natural ability to see the big picture, Kari is passionate about creating organizational strategies that foster growth and engagement. Her leadership style is characterized by confidence, decisiveness, and a commitment to excellence. She is recognized for negotiating conflicts effectively, building confidence in others, and driving initiatives that align with long-term business goals.

Kari’s professional strengths include:

• Strategic Leadership: Future-oriented and innovative, with a focus on achieving results through people.
• Communication & Influence: Direct, persuasive, and adept at fostering trust and collaboration.
• Problem-Solving: Skilled at tackling complex challenges and implementing creative solutions.

She values environments that encourage autonomy, challenge, and opportunities for meaningful impact. Outside of her core responsibilities, Kari actively represents her organization in professional networks and industry forums, reinforcing her commitment to advancing HR practices.

Jeremy Lewandowski is a seasoned culinary leader with nearly 30 years of experience in healthcare and senior living dining. With a Culinary Arts degree from MATC, Jeremy has dedicated much of his career to enhancing the lives of seniors through exceptional food. He has spent over a decade with Heritage Senior Living, where he has held various roles, including Lead Culinary Director, Senior Executive Chef, and now Regional Culinary Director, overseeing dining operations for 15 communities.

Jeremy is passionate about using food to create meaningful experiences, ensuring that every meal not only meets nutritional needs but also brings joy and comfort to the residents he serves. His leadership is defined by a commitment to excellence, innovation, and making food an integral part of a high-quality senior living experience.