A Future for Your Business,

Built on Your Legacy

We are an entrepreneur-led partnership dedicated to ensuring your healthcare business continues to thrive under committed leadership.

Meet Cinnamon Hill Partners

Cinnamon Hill Partners is led by a passionate entrepreneur dedicated to acquiring and growing a single exceptional healthcare business. Watch the video to discover our commitment to continuing your legacy with passion and integrity.

Why We Are Different

Entrepreneur-Led

The Founder is dedicating his career to acquiring and growing one exceptional business. His family is committed to relocating in order to provide undivided attention and unwavering dedication to the business.

Investors with Extensive Operating Experience

We are backed by world-class entrepreneurs, operators, and investors with decades of experience growing small businesses into market-leading companies. They will act as advisors and board members, relying on their extensive experience in the healthcare industry.

Long-Term Commitment to Company Success

The Founder is 100% committed to the business following the acquisition, with compensation structured to align with the company’s success. Unlike private equity buyers, there is no pressure to quickly sell the company for profit within a few years.

Committed Capital with Flexible Structuring

We will customize the acquisition structure to accommodate the owner by tailoring the transaction to meet your specific needs in terms of timing and capital structure, ensuring fairness, flexibility, and full value.

Value Creation Goals

We aim to achieve the “Quadruple Aim of Healthcare” by improving patient experience and population health, reducing costs, and enhancing provider work life through operational enhancements and team alignment.

Meet the Founder

Justin Outslay is a dedicated entrepreneur with a robust background in finance and healthcare and a lifelong passion for entrepreneurship. Raised in the Pacific Northwest, Justin comes from a family of small business owners and a doctor who instilled in him the values of hard work, perseverance, and purpose from an early age. Justin’s journey began with a successful academic and athletic career as a Division One football player, where he earned Academic All-American honors, demonstrating his unwavering commitment to scholarly excellence and teamwork. After earning a degree in business, he started his career as an investment consultant, where he led the creation of a private credit research team that advised on over $4.5 billion in commitments.

Seeking to return to his passion for entrepreneurship, Justin pursued an MBA from the University of Chicago Booth School of Business, graduating with honors and focusing on entrepreneurship. During this time, he gained invaluable experience working with several healthcare companies, including a healthcare startup that integrated AI into emergency room operations, a revenue cycle management firm, and a telehealth company specializing in holistic pain management alternatives. These experiences not only deepened his understanding of the complex healthcare industry but also solidified his desire to partner with physicians to build an outstanding healthcare business.

Today, Justin is the founder of Cinnamon Hill Partners, where he is fully committed to acquiring and growing a single exceptional healthcare business. Justin’s mission is to partner with physicians to deliver exceptional clinical care while he focuses on mastering the administrative and business side of healthcare. His unwavering dedication to this pursuit makes him a trusted partner for physicians looking to ensure their business’s legacy and continued success.

Mission Statement and Personal Motivation

Justin Outslay is deeply committed to leading a mission-driven business that positively impacts people’s lives. His personal mission statement reveals the type of business owner he aspires to be—one who prioritizes integrity, compassion, and unwavering dedication to excellence. This mission-driven focus ensures that Justin seeks out and nurtures a business that aligns with his values, fostering environments where employees are empowered, communities are positively impacted, and long-term, sustainable growth is achieved.

“To serve Jesus with faithfulness, uplift others with kindness, and strive for excellence with persistence.”

- Justin Outslay, Personal Mission Statement, established in 2019

Outside of work, Justin enjoys spending quality time with his beautiful wife, María, in the vibrant city of Chicago. He is passionate about learning Spanish, traveling to the seven continents, and reliving his glory days while watching football. Check out Justin’s blog, "The Business of Medicine," as he explores topics at the intersection of medicine and business.

Founder Testimonials from Healthcare Executives

Meet the Partners

When founding Cinnamon Hill Partners, Justin followed a simple principle of exceptional leaders:

"Don’t be afraid to surround yourself with people who are better and more talented than you."

As a result, Cinnamon Hill Partners is supported by a group of world-class entrepreneurs, operators, and investors with decades of experience growing small businesses into market-leading companies. They provide Justin with capital, mentorship, and resources.


Operating Partners


Investment Partners

Contact Us

Please reach out with any questions or if you’d like to discuss the future of your business.

Email
justin@cinnamon-hill.com

Phone
(503) 931-0300

Book a Meeting
Justin’s Calendar

Address
514 N Peshtigo Ct
Chicago, IL, 60611