Who is the CEO of Orchard in 2026? Court Cunningham's Bio

Date
April 15, 2026
Orchard

Total amount raised

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Orchard

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Court Cunningham
barney@orchardcreative.com

Court Cunningham is the CEO of Orchard, a company dedicated to transforming the home buying and selling process. As Co-Founder and CEO, he brings a proven track record as a serial entrepreneur, having previously scaled companies in marketing automation and digital marketing. Court's leadership continues to position Orchard as a leader in the real estate industry.

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Court Cunningham
orchardcreative.com
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barney@orchardcreative.com
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Who is the CEO of Orchard?

Court Cunningham is the Co-Founder and CEO of Orchard, bringing deep entrepreneurial experience to his leadership of the company. Before founding Orchard, he demonstrated a consistent ability to scale technology-driven businesses, having grown Yodle, a small business marketing automation platform, and Doubleclick, an email marketing platform, into significant players in their respective markets.

His forward-thinking mindset and hands-on experience building companies from the ground up continue to drive Orchard's growth and success in the competitive real estate landscape.

Work History

Court Cunningham has an impressive work history, showcasing his extensive experience and leadership in various roles. Here are some of the key positions he has held:

  • Orchard: CEO since September 2017
  • Emissary.io: Board Member from June 2017 to September 2019
  • MINDBODY, Inc.: Board Member from June 2017 to February 2019
  • Bain & Co: Consultant from January 1997 to January 2000
  • Education History

    Court Cunningham holds a degree in Business from Harvard Business School, an education that has provided a strong foundation for his career as a serial entrepreneur and company builder.

    When did Court Cunningham join Orchard?

    Court Cunningham assumed the role of CEO at Orchard in September 2017. Since taking on the position, he has been instrumental in shaping the company's strategic direction and driving its mission to transform the home buying and selling process.

    His tenure at Orchard has been defined by a commitment to making real estate transactions more efficient and customer-friendly, ensuring that Orchard remains a leader in the competitive real estate market.

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