Rilla is the leading virtual ridealong software for outside sales and service. Think HVAC, windows, real estate, and other salespeople who talk to customers face to face.
They talk, our mobile app records their conversations, and our AI automatically transcribes and analyzes them to help improve sales performance.
Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to the 10M+ salespeople who work offline.
We’re growing 20% MoM, have dozens of customers including Fortune 500s, Net Revenue Retention above 170%, an NPS higher than the iPhone, and we’re profitable.
We’re backed by Byron Deeter at Bessemer Venture Partners (the #1 cloud investor globally) and named a Cloud 100 Rising Star. We’re building a generational company at rocket speed—and we need the best people in the world on our team to make it happen.
At Rilla, speed and precision matter. We’re looking for a Legal Counsel who thrives in high-pressure environments, loves solving complex problems, and can move seamlessly between strategic and tactical work.
You’ll report to the Head of Operations and play a critical role in supporting all legal matters across the company. From negotiating customer and vendor contracts to guiding compliance in the rapidly evolving AI regulatory landscape, you’ll be the person making sure Rilla is protected as we scale at rocket speed.
This isn’t a “supporting” role. You’ll be in the trenches helping us win deals, navigate risk, and build scalable processes that make Rilla unstoppable.
A sharp legal mind with a bias toward action—you don’t just spot problems, you solve them.
Someone who loves ambiguity and can balance speed vs. precision depending on the moment.
A team player who can partner with Sales, Finance, Product, and People Ops with equal ease.
Excited (not intimidated) by the challenge of building the legal backbone of one of the fastest-growing AI startups.
Contracting / Commercial
Draft, review, and negotiate complex customer, partner, and vendor agreements.
Build scalable contracting processes that help us move fast without cutting corners.
Regulatory / Compliance
Own and drive large, complex compliance projects to completion.
Stay ahead of emerging AI, data privacy, and SaaS regulations—and advise the business on what matters.
Build and deliver compliance training across the company.
Other Legal & Business Support
Partner with Sales and Finance on deal structuring and commercial strategy.
Provide guidance on HR, corporate governance, and other cross-functional legal needs.
Jump into high-impact ad hoc projects wherever the business needs you.
A juris doctor (J.D.) degree from an ABA-accredited law school.
Admitted to practice law in New York State with good standing, or willing and able to waive in to New York.
1–3 years of experience at a top firm or in-house, with strong exposure to either corporate/commercial or regulatory work (ideally both).
Excellent drafting and negotiation skills.
Strong research and analytical abilities—you can parse complex statutes and make them actionable for business leaders.
Highly organized, detail-obsessed, and capable of juggling multiple high-stakes projects at once.
A startup mindset: scrappy, fast, and unafraid to take ownership.
Please don’t join if you’re not excited about:
Working ~70 hrs/week in person with some of the most ambitious people in NYC.
Building a generational company—and the intensity that comes with it.
Base salary: $170,000 – $200,000/year
Incentive stock options + potential future performance incentives
Matching/competitive offers for top candidates
Medical, dental, and vision insurance
Breakfast, lunch, dinner, and supplementary food + drink 6x per week
Gym membership
Commuter benefits
Relocation assistance
“Take what you need” PTO policy
$1,000 annual stipend for learning and personal growth
Tech + equipment covered
Top Skills
What We Do
Rilla is the leading virtual ridealong software for outside sales and service.
When sales reps or technicians go out and talk to customers face to face.
They record their conversations with the Rilla app, and we use AI to automatically transcribe, analyze and give them feedback to help them improve their sales.
And to help their sales managers do virtual ridealongs that are 100x faster, better, and more productive than physical ridealongs.
We're on a mission to make the offline world of commerce as searchable and easy to understand as the internet.
If you're interested in joining us in our adventure, we are hiring! https://www.rilla.com/careers
