Chief Financial Officer

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.

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. We are also open to a remote role for candidates who are based in Denver, CO or Austin, TX.

• 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 $300K–$375K (combination of base + bonus). 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