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Our Story

The Schwab family experienced the need for quality care first-hand back in 2008 when Robert “Bud” Schwab, Brandon and Jason’s grandfather, required 24-hour assisted living care following a stroke. Bud was admitted to a 100+ bed facility in Northern Illinois, and upon visiting their grandfather the brothers had a disappointing first impression: cold, sterile hallways, fluorescent lights, and an unmistakable odor. It felt like a hospital. 

After settling in, the Schwab family experienced what a 1-to-20 caregiver ratio felt like in terms of your family member getting timely access to quality care. Despite their best intentions, it seemed the caregivers simply couldn’t keep up. On one occasion, after a seemingly endless delay in responding to an incontinence situation, the brothers watched in horror as their grandfather turned red from embarrassment until a caregiver arrived. The conclusion: 

our seniors deserve better!

Fast forward a few years to 2013, Brandon saw the residential senior housing model in action down in Florida. His father-in-law played the piano for area seniors in high touch, cozy homes and the lightbulb went off. This is what Bud Schwab deserved. Brandon decided to bring the residential care model to Illinois, which boasts the 7th largest senior population in America, and Shepherd was born!

Today, Shepherd has five operational homes in Northern Illinois and ambitious plans to take their senior care model coast-to-coast. No family should have to experience what the Schwab family did, and thanks to Shepherd Premier Senior Living they won’t have to.

When your family is ready for Shepherd, Shepherd is ready for you. 

Grandpa picture
Robert "Bud" Schwab

Management Team

Brandon Schwab

Brandon Schwab

Chief Executive Officer

The visionary behind Shepherd Premier, Brandon is on a mission to raise the bar for senior living. He saw the need for quality care first-hand, and opened Shepherd’s first home in 2014. He brings 20+ years of operating experience to his role managing real estate acquisition, development and financing.

Jason Schwab

Jason Schwab

President

Jason is a dynamic leader and problem solver as a combat veteran with 16 years of management, operations, and team-building experience across various sectors. He is an alumnus of Goldman Sachs and earned an MBA in Finance from The University of Chicago – Booth School of Business. Today, Jason focuses on strategic planning, operational excellence, brand building, and corporate development.

Theresa Maskrey

Theresa Maskrey

Partner and Chief people Officer

As a founding partner, Theresa represents the heart and soul of Shepherd’s commitment to serving area seniors, while also supervising our two most precious resources – our residents and our employees.  A 30+ year veteran of the healthcare industry, Theresa concluded her corporate career as the Senior VP of Post Acute Sales for Medline Industries

Steve Maskrey

Steve Maskrey

Partner and Business Development

Steve has 40+ years of executive leadership and sales experience in the healthcare industry, concluding his corporate career as VP of Personal Care Sales for Medline Industries. Upon retirement in 2016, Steve received Medline’s Lifetime Sales Achievement Award. Today, Steve focuses on business development, government affairs, and building Shepherd’s brand in new communities. 

Maria Drosos, Shepherd Premier's Chief Operating Officer

Maria Drosos

CHIEF OPERATING OFFICER

A 13 year senior living industry veteran, Maria is passionate about delivering quality care for Shepherd’s residents, and also its employees. Prior to Shepherd, she served as the Executive Director for two large senior living communities. She combines deep operational experience with a genuine passion for serving the elderly.