Associate General Counsel, Orchard
$225-260k
+Stock Options
More information about location
2 days a week in office
Online real-estate marketplace
Be an early applicant
Online real-estate marketplace
501-1000 employees
Be an early applicant
$225-260k
+Stock Options
More information about location
2 days a week in office
501-1000 employees
Company mission
To provide the most stress-free, fair, and simple way to buy and sell a home.
Role
Who you are
- The ideal candidate is a highly self-motivated, business-minded attorney who enjoys operating autonomously, successfully navigates ambiguity, and can manage multiple projects and competing priorities comfortably
- This person brings extraordinary judgment and interpersonal skills to the role. While highly effective and an innovative thinker, you take a humble approach to your job, allowing your work to speak for itself. By building a track record of sound advice and success, you will become a trusted advisor to senior leadership and teams across the company
- We are looking for candidates who are excited about the opportunity to help grow Orchard’s business in an entrepreneurial yet compliant manner, while working with diverse groups of stakeholders to get things done in a complex and fast moving environment
- Are a broad-based attorney with at least 7 years of experience in the commercial and/or regulatory space, gained ideally through a combination of law firm and in-house roles of increasing visibility and responsibility
- Have solid experience with commercial contracts, whether negotiating from a commercial perspective or reviewing from a regulatory perspective, including leading negotiations or discussions with large companies
- Ideally have experience with the laws and regulatory frameworks governing residential real estate, mortgage lending, title insurance, and settlement services, including RESPA, TILA, the Fair Housing Act, ECOA, GLBA, and applicable state licensing and regulatory requirements
- Have experience navigating the application of evolving and sometimes overlapping regulations in a business context
- Are an entrepreneur who sees ambiguity as opportunity, and obstacles as chances to build new solutions
- Can successfully work independently with little guidance, but also to use good judgment and escalate issues when needed
- Are eager to collaborate and comfortable and effective at building strong relationships with people across a variety of functional teams, skill sets and levels of professional experience
- Have a demonstrated drive for results, work ethic and ability to prioritize risks and projects to focus on what’s important, get things done, and seize opportunities
- Have meticulous attention to detail and excellent planning and organization skills
- Have experience with Data Privacy regimes and implementation of the related policies and procedures, though this is by no means required
- Have a state bar admission in good standing
What the job involves
- Orchard is looking for an Associate General Counsel to join our dynamic and quickly expanding team
- As the third member of the Legal & Regulatory team, you are ready to roll up your sleeves and make an immediate impact
- You will play a key role in our rapidly growing business, partnering with teams across the company to help build and evolve our product offerings, expand to new jurisdictions, and further develop and mature our business lines, all while balancing business objectives and legal risk across the multiple highly-regulated sectors in which we operate
- You will work across all of our business units and make meaningful contributions to each. And as the company continues to grow, there is significant opportunity to take on additional responsibilities and leadership roles
- This is a full-time role that will report to the General Counsel
- Act as a legal swiss-army knife, working independently across several different legal practice areas, but with a particular focus on commercial and regulatory issues and building out Orchard’s products and services in compliance with the legal and regulatory frameworks governing residential real estate
- Act as the go-to person for Orchard’s commercial partnerships. From inception to execution, you will have a seat at the table and will drive deals independently
- Assist our mortgage company to build out that company’s product and service offerings and delivery, as well as policies, controls, and structure to be compliant with applicable federal and state legal frameworks, while also taking a leadership role in expanding its reach into additional states
- Work with our title companies to help innovate, streamline and create customer delight in the delivery of those companies’ services, all while maintaining compliance with applicable state laws and regulations
- Partner with our Product & Engineering Teams to design and iterate how our products and services are provided to customers, helping to intelligently balance innovation and growth with legal and regulatory risk
- Engage with and build relationships with state regulators, in particular in connection with expansion of our businesses into new states, our ongoing operational compliance, and any regulatory inquiries or examinations that may arise
- Manage outside law firms across a variety of practice areas, while balancing cost and effectiveness in the delivery of legal services to our stakeholders
- Contribute to the continued development and improvement of our Data Privacy and Information Security policies, practices and procedures
- You also may have the opportunity to be involved in both equity and debt financings, involving both venture capital as well as traditional debt and equity capital providers
Our take
In an ever-expanding digital real estate market, Orchard offers home sellers the opportunity to buy before they sell, providing a multitude of selling options. The company aims to relieve typical seller pain points like staging's and showings, negotiations, and buyer financing issues,
Although Orchard is by no means the only digital realtor in this growing market, it has a selection of options and services leveling the playing field with major competitors such as Zillow and Open Door. These include a concierge service which streamlines major hurdles in selling a home, and the company covers the costs and organization involved in improvement work to get houses market-ready on the seller's behalf.
Orchard is also the only company to offer a simple one-time commission fee for selling homes, differentiating it from rivals which also charge a service fee on top. Its strategy is proving successful, and it has quickly expanded across 7 US cities with more in the pipeline. Its success so far has earned it unicorn status and it will no doubt continue its successful growth.
Steph
Company Specialist at Welcome to the Jungle
Insights
-39% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Feb 2026
$30m
LATE VC
Sep 2021
$100m
SERIES D
Total funding: $265m
Company benefits
- Comprehensive benefits: We offer medical, vision, and dental benefits for employees and dependents, with some plans fully sponsored by Orchard.
- Paid parental leave: We offer new parents up to 18 weeks paid leave to bond with their newborns—plus a customized one-month transition period to ease into life as a working parent.
- Paid family leave: We offer up to 10 weeks paid leave for employees who need to care for sick family members.
- Flexible paid time off: We count your contributions, not vacation days. Take the time you need to recharge and refresh.
- Team events: From monthly town hall meetings to team lunches and gatherings outside of the office, we make time to celebrate wins and unwind together.
- Paid industry certification: We cover dues on licenses and renewal fees for brokers, realtors, and more.
- Wellness resources: We offer an array of wellness resources such as in-person and virtual primary care, fertility and pregnancy support, free fitness classes and discounted gym access, and mental health offerings.
- Retirement and insurance: We offer a comprehensive 401(k) plan along with employer-sponsored and voluntary life insurance.
Company HQ
Financial District, New York, NY
Leadership
Court Cunningham
(Founder & CEO)Attained an MBA at Harvard and then worked at Bain for 3 years. Spent 5 years working at DoubleClick as SVP of Marketing before becoming CEO of Yodle, an online marketing company, for 9 years.
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