Why This Job is Featured on The SaaS Jobs
This Founding Legal Counsel role stands out in the SaaS ecosystem because it sits at the intersection of enterprise software contracting, data-driven product risk, and the emerging regulatory questions that come with AI-enabled platforms. Rilla’s product footprint spans mobile capture, transcription, and analysis of real-world sales conversations, which naturally brings privacy, data governance, and customer trust considerations to the foreground in a way that is distinct from many pure web SaaS products.
For a SaaS legal career, the “founding” scope signals early ownership over the legal operating system that later-stage companies often inherit. Experience shaping contract standards, building repeatable review workflows, and translating evolving rules into practical guidance is highly portable across B2B SaaS, especially where sales cycles depend on security, procurement, and clearly defined data handling terms. The remit also touches multiple internal stakeholders, reflecting how in-house legal work in SaaS is tightly coupled to go-to-market execution.
This role tends to fit a lawyer who prefers variety over narrow specialization and is comfortable switching between drafting precision and pragmatic decision-making. It is also well aligned for someone motivated by hands-on partnership with commercial and product teams and interested in becoming a generalist legal operator within a software company.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
Who We Are
Rilla’s the leading virtual ridealong software for outside sales. Think home improvement, home builders, property managers, and other sales people who talk to customers face to face.
Sales reps talk, our mobile app records their conversations, and our AI automatically transcribes and analyzes their conversations to help them improve their sales.
Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to the more than 10M sales people who work offline.
We are one of the fastest growing startups in the world right now and in history.
We’re backed by Crystal Huang of Google Ventures, and Byron Deeter (one of the best investors of all time) from Bessemer Venture Partners, the top Cloud investor in the world.
And we’re a Cloud 100 Rising Star company.
The Role
We’re looking for a Founding Legal Counsel who thrives in high-pressure environments, loves solving complex problems, and can move seamlessly between strategic and tactical work.
You’ll 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.
You’ll be in the trenches helping us win deals, navigate risk, and build scalable processes that make Rilla unstoppable.
Who You Are
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.
What You’ll Do
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.
What We Need
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.
Don’t Work Here
Please don’t join if you’re not excited about:
Compensation
Base salary: $230,000 – $260,000/year
Incentive stock options + potential future performance incentives
Matching/competitive offers for top candidates
Our compensation philosophy is that we always pay top of the market, 90th percentile
Benefits
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
