About Orchard

Orchard is transforming the way people buy and sell their homes. Simplifying it, to the way it should have always been; fair and true to market, straightforward, easy.  Every year in the U.S., $1.5 trillion of single family homes transact, generating over $120 billion of fees in a process that has changed little in decades. For the average American, the home purchase and sale process takes months, creates anxiety and is filled with uncertainty and hassle. Orchard offers a modern alternative, making one of life's biggest decisions -- the sale and purchase of a home –so stress free, fair and simple that people cannot imagine any other way. Orchard is headquartered in New York City, has 150+ employees, a network of 600 agents and has grown nearly 2x year over the last 2 years. We have raised equity financing from top tier investors including: Firstmark, Accomplice, Revolution Growth, Navitas and Juxtapose.

About the Role

Orchard is looking for a Chief Financial Officer to lead our finance organization through the next chapter of profitable growth. As CFO, you'll be a critical member of the leadership team and operating thought partner to CEO Court Cunningham, managing our FP&A, Strategic Finance, and Accounting teams to drive commercially savvy business insight, disciplined budgeting, and accurate forecasting. You'll help build a culture that balances high growth with financial discipline and intelligent risk-taking, while partnering closely with other departments to make them successful. Orchard is approaching profitability in Q4 2026, and we're looking for a CFO who can guide the company into our next chapter of growth.

This is a full-time role that will report into the CEO and be based out of our growing New York City office.

What You'll Do Here:

• Manage and develop the FP&A, Strategic Finance, and Accounting teams (8 people) to deliver business insight and rigorous financial analysis
• Build and sustain a culture of financial discipline that supports both high growth and profitability
• Foster a culture of intelligent, calculated risk-taking across the organization
• Partner with other departments and functions to support their success
• Serve as a champion for Orchard in the market, helping shape workplace culture in line with Orchard's values
• Lead the company's path toward profitable, sustainable growth.

We'd Love to Hear From You if You Have:

• At least 10+ years of success in financial leadership roles
• Systems thinking, with the ability to lead teams through a combination of personal leadership and process discipline
• An investor's mindset — able to zoom out to the bigger picture and zoom into granular detail, all through a financial lens
• An entrepreneurial approach — high energy, action-oriented, and effective in scrappy, fast-moving environments
• Strong customer focus and empathy, plus intellectual curiosity and comfort making decisions under uncertainty
• M&A experience (a plus, not required)
• A reputation as a passionate leader and strong communicator who gets things done

The pay range for this position in New York City is $275K–$325K. The actual base pay offered may vary within the range provided depending on job-related knowledge, skills, and experience. Stock options and other incentive pay may be provided as part of the compensation package, in addition to a full range of medical, financial, and/or other benefits, depending on the position offered. This information is provided per the New York City Human Rights Law. Please note that the range provided is applicable only to New York City-based applicants. Base compensation may vary if the work location is outside of New York City.