Head of Trials & Proof of Concepts
Supio
Seattle, WA, USA
USD 220k-285k / year + Equity
Posted on Mar 8, 2026
Head of Trials & Proof of Concepts
Seattle Hybrid
Customer Success
Hybrid
Full-time
About Us
Supio is a trusted AI platform purpose-built for law firms, reshaping how data drives impactful outcomes. Our innovative approach blends technology with deep legal expertise, making us a leader in our field. We go beyond surface-level AI to deeply understand our customers’ daily needs, empowering law firms with unparalleled data insights. Supio delivers human-level, accurate analysis of complex data and legal records, quickly and efficiently bringing critical insights when they matter most. Trusted by top litigation lawyers, our platform has supported over $1 billion in settlements.
Headquartered in Seattle with an office in San Francisco, we raised $60M Series B in April 2025 led by Sapphire Ventures with Mayfield and Thomson Reuters Ventures, bringing total funding to $91M. We're scaling rapidly and looking for exceptional talent to join us in this next phase of growth.
We're looking for passionate team members who are motivated by our mission and ready to help us achieve it.
About the Role
Supio is hiring a Head of Trials & Proof of Concepts to own the end-to-end POC experience—from qualification through conversion. Sitting at the intersection of Sales, Customer Success, and Product, you'll lead a team of POC specialists and ensure every trial is structured, time-bound, and designed to demonstrate measurable value.
You'll be embedded in prospects' workflows as a trusted advisor, translating Supio's capabilities into outcomes that matter to law firms—thinking like a consultant, executing like an operator.
What You’ll Do
- Lead, hire, and develop a team of POC specialists, building a high-performance culture with clear expectations, career paths, and a shared playbook for excellence
- Define and enforce qualification criteria for POC engagement, ensuring every trial has structured success criteria and genuine prospect commitment before it begins
- Structure every POC as a miniature onboarding—configured around real cases, real workflows, and real users—to create a seamless transition from trial to signed contract
- Own POC conversion rate as the primary metric (85%+ target), with full pipeline reporting and dashboards that make funnel health visible and actionable
- Partner closely with AEs throughout the sales cycle, contributing to deal strategy, pipeline reviews, and forecasting as an active participant
- Enter prospect relationships as a trusted advisor, conducting deep discovery into workflows, pain points, stakeholder dynamics, and change management realities
- Serve as a critical feedback loop between prospects and Product, surfacing recurring friction points and high-signal feature gaps with data and context
- Lead rigorous post-mortems on both won and lost POCs, translating findings into playbook refinements, team coaching, and cross-functional organizational learning
- Collaborate with Customer Success to align POC structure with successful onboarding patterns, reducing time-to-value and driving Time-to-First-Insight as a shared metric
What You’ll Bring
- 7+ years in pre-sales, solutions consulting, customer success, or implementation in a high-growth SaaS environment
- 3+ years managing and developing high-performing teams
- Consultative communicator who earns trust quickly with senior stakeholders
- Strong analytical instincts with a metrics-driven, data-first approach
- Exceptional project management skills across multiple complex workstreams
- Bias toward documentation and repeatability—you build playbooks, not tribal knowledge
- Comfortable building processes from scratch in a fast-moving, ambiguous startup environment
Preferred Qualifications
- Legal tech or law firm experience a strong plus
Compensation & Benefits
- 💰 Competitive Salary + Meaningful Equity
- 💹 401(k)
- ⚕️ Health, Dental, Vision, and Life Insurance
- 🏝 Flexible Time Off + Holidays
- 🧑💻 High-autonomy work environment, every Tuesday is a Remote Work Day
- 🥗 DoorDash subsidies for breakfast and dinner; daily grab-and-go lunch options
- 🧋 Boba Wednesdays
- 🚃 Monthly commuter subsidies and pre-tax parking contribution
- 🚀 Team gatherings and offsites
Compensation
We offer a competitive compensation package that includes base salary, meaningful equity, and benefits. Equity grants are designed to ensure employees share in the long-term success and upside of the company.
Base Salary: $220,000 – $285,000 annually
This range reflects compensation across multiple levels within this role. Actual compensation will be determined based on a candidate's qualifications, skills, experience, and geographic location.
E-Verify Participation Notice
Supio participates in E-Verify, an employment authorization program through the U.S. Department of Homeland Security and the Social Security Administration.
Equal Employment Opportunity (EEO) Statement
Supio is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.
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Req ID: R63