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Ryan Swingruber, Co-Founder of Heyday on Leadership and Longevity

Ryan Swingruber, Co-Founder of Heyday on Leadership and Longevity

Heyday, an Arlington Heights, Illinois-based development company, was founded by Ryan Swingruber and Josh Wohlreich. The firm is a quickly growing company focusing on multifamily development with a national footprint. Heyday recently celebrated the grand opening of its first community, and has several other developments underway.

Heyday is making waves in the build-to-rent (B2R) space, and Swingruber explains how he leads in this niche but fast-growing commercial real estate market.

Q: What’s the most important lesson you’ve learned about leading in a challenging environment?

A: It’s important to always stay positive, optimistic, and focused on long-term goals. A leader’s mindset is highly contagious in a team, and challenges are more likely to be overcome when everyone has bought in, and all are working toward a common goal.

Q. What’s the most common mistake leaders make in an inhospitable market?

A: Losing sight of the long-term and only focusing on the short-term is a big mistake. Down markets are cyclical, and it can be common to focus on the short term when times are difficult, and manage accordingly, thereby potentially losing sight of long-term value and opportunities.

Q. What leadership advice would you like to give your younger self?

A: It sounds very cliché, but fail to plan and plan to fail. Also, everything that can be measured can be managed.  A lesson for my younger self would be to spend the proper time understanding all the data and variables in play, then create a plan and trust the plan. From there, successful execution is far more likely. 

Q. What’s the best decision you’ve ever made as a business leader?

A: Realizing my strengths and weaknesses at the onset of a project and, from there, empowering those around me who know more than I do with the resources and support to carry out the task. I am definitely not the smartest person in the room, so the goal is always to identify key talent and expertise and leverage their strengths and knowledge to succeed.


Inside The Story


About Jasmine Kilman

Jasmine Kilman is Content Director of Connect Commercial Real Estate, covering Chicago and greater Chicagoland, the Midwest, Seattle, and the Pacific Northwest. She covers industry trends, transaction deals, market research, and produces daily news stories. With experience in marketing and communications for academic nonprofits and corporate clients, including Hearst Media, Hilton, and Coldwell Banker, Kilman has written about commercial real estate, environmental, social, and corporate governance (ESG), technology, healthcare, and philanthropy. She was born and raised in California and graduated with a degree in public relations. In her spare time, Kilman enjoys hiking and traveling to new locations with her family.

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