CPT VP Of AI Jobs
VP of AI roles sit at the intersection of technical leadership and enterprise strategy, making them a strong fit for CPT if your program includes coursework in machine learning, AI systems, or technology management. Your DSO must authorize CPT before your start date, and the work must directly fulfill a curricular requirement.
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About Rocket Lawyer
We believe everyone deserves access to affordable and simple legal services. Founded in 2008, Rocket Lawyer is the largest and most widely used online legal service platform in the world. With offices in North America, South America, and Europe, Rocket Lawyer has helped over 30 million people create over 50 million legal documents, and get their legal questions answered. We are in a unique position to enhance and expand the Rocket Lawyer platform to a scale never seen before in the company’s history, to capture audiences worldwide. We are expanding our team to take on this challenge!
About Your Role
The Senior Vice President of Product is the strategic and operational leader responsible for defining our product vision, accelerating market adoption, and delivering exceptional business performance. This role will help drive the transition of our trusted legacy platform to our next-generation AI experiences, ensuring a modern, intuitive UX for our entire ecosystem - from the SMBs and families Rocket Lawyer serves to the legal professionals who support them. The ideal candidate possesses deep experience in PLG, and subscription-based / marketplace business models across both consumer and SMB markets. The candidate must have a proven ability to leverage customer insights to create compelling experiences that accelerate user acquisition, upsell, and long-term retention. This leader will be instrumental in bringing clarity, cohesion, and disciplined execution to a fast-moving, cross-functional organization.
How You Will Make a Difference Day To Day
Strategic Vision & Execution:
- Define, articulate, and relentlessly champion an ambitious, long-term product strategy.
- Leverage the Product Operating Model to deliver a product roadmap focused on innovative, AI-led experiences that drive value across the entire product lifecycle while simultaneously optimizing the current platform.
- Lead the harmonization of legacy platform features and new AI-driven products into a single, intuitive, customer experience.
- Build partner facing solutions that support new member acquisition.
- Cultivate an innovative product culture that skillfully balances speed, agility, and disciplined prioritization.
Growth & Business Performance:
- Own the Product-Led Growth (PLG) experiences designed to engage, upsell, and retain all customer segments.
- Own product-driven revenue drivers, including activation, engagement, conversion and retention.
- Partner closely with Growth, Operations, and Finance on pricing, packaging, and go-to-market strategies to maximize new member growth, retention, and Customer Lifetime Value (LTV).
- Instill a culture of operational rigor for roadmap planning and delivery (focusing on speed, consistency, quality, and customer-informed decisions). Own scoping and resource planning.
- Oversee product migrations, transitions, and adoption strategies to minimize friction and maximize customer value realization.
Leadership & Customer Focus:
- Build, mentor, and scale a high-performing Product organization, including Product Managers, Design, and Product Operations.
- Create strong alignment across Product, Engineering, Data, Growth, and Operations to ensure coordinated, high-velocity execution.
- Serve as a senior executive voice across the company, influencing strategy and effectively representing the product direction to internal and external stakeholders.
- Direct qualitative and quantitative UX research and customer surveys to ground all product experience decisions in a deep understanding of customer needs, barriers, and motivations.
What You’ll Need
- 15+ years of progressive product management experience, including 8+ years in executive leadership roles, with at least 5 years leading product teams through large-scale transformation.
- Demonstrated success in driving strategy, adoption, and performance within high-growth, subscription-based businesses (Consumer and SMB).
- Proven track record of delivering measurable, material growth in customer acquisition, expansion, and retention.
- Extensive experience managing product portfolios that include both established, legacy systems and new platform innovations.
- Strong understanding of AI-enabled products, data-driven decision-making, and modern product development practices.
- Exceptional leadership, communication, and stakeholder-management abilities at the executive level.
- Deep business acumen with the ability to connect customer needs, product capabilities, and financial outcomes.
A plus if you have
- Experience in legal tech, fintech, SaaS, or other highly regulated or trust-driven industries.
- Experience building marketplace product experiences.
- Extensive background operating in a Product-Led Growth (PLG) environment.
What Success Looks Like
- Achieving a unified and cohesive product experience that accelerates customer value and simplifies migration from legacy to AI-powered experiences.
- Material growth in subscription acquisition, expansion, retention, and overall Customer Lifetime Value (LTV).
- A measurable lift in adoption and revenue contribution from new AI products and capabilities.
- High organizational alignment and execution velocity across Product, Engineering, GTM, and Operations.
- A thriving, empowered, and high-performance Product organization.
Not sure if you meet all the qualifications? Apply anyway! We value diverse experiences and encourage you to bring your unique talents to our team!
Benefits & Perks
- Comprehensive health plans (including Medical, Dental and Vision insurance for full-time employees)
- Unlimited PTO
- Competitive salary packages
- Life insurance
- Disability benefits
- Supplemental Optional Life Insurance Benefits
- FSA Options Optional
- HSA with Company Match
- 401k program with Company Match
- Wellhub & ClassPass fitness platforms
- Comprehensive Pet Insurance options
- Financial Wellbeing & Student Loan Program access
- Access to additional Mental Health & Wellbeing resources
- Pre-tax Commuter/Transit Benefits
- Free Rocket Lawyer account with online access to an extensive legal documents library and brilliant licensed attorneys at discounted rates
Interview Process
- Recruiter Phone Screen
- Role Assessment(s)
- Hiring Manager Interview
- Panel Interviews
- Final Interview
Rocket Lawyer is proudly committed to recruiting and retaining a diverse and inclusive workforce. As an Equal Opportunity Employer, we never discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, military or veteran status, status as an individual with a disability, or other applicable legally protected characteristics. We particularly welcome applications from veterans and military spouses.
All your information will be kept confidential according to EEO guidelines.
You may request reasonable accommodations by sending an email to hr@rocketlawyer.com.
Compensation
Base salary range by location:
- San Francisco Bay Area, CA: $329,000 - $446,000
- California (outside of San Francisco Bay Area): $305,000 - $412,000
- Colorado: $280,000 - $379,000
- Utah, Arizona, and North Carolina: $263,000 - $356,000
Actual compensation packages are determined by various factors unique to each candidate, including but not limited to skill set, depth of experience, certifications, specific work location, and performance during the interview process.
$263,000—$446,000 USD
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Get Access To All JobsVP Of AI CPT: Frequently Asked Questions
Does a VP of AI role qualify for CPT authorization?
Yes, if your program includes coursework in artificial intelligence, machine learning, technology strategy, or a related field, and the role's responsibilities directly fulfill a curricular requirement. Your DSO makes the final determination. Bring a detailed job description showing how the VP of AI duties connect to specific courses or learning outcomes in your program.
Can I do part-time CPT as a VP of AI while staying enrolled full-time?
Part-time CPT, defined as fewer than 20 hours per week, keeps your full-time enrollment status intact and doesn't affect your OPT eligibility. Full-time CPT for 12 months or more eliminates OPT eligibility entirely. For a VP of AI role, which typically involves significant weekly hours, confirm the schedule with your DSO before accepting the offer.
What should I look for in employers sponsoring VP of AI CPT positions?
Look for employers who already have infrastructure for work authorization, including E-Verify enrollment and a history of filing Labor Condition Applications for technical leadership roles. Migrate Mate surfaces companies with verified LCA filing history for AI and technology roles, which filters for employers experienced with the documentation requirements at this level.
Is a VP of AI role too senior for CPT, and will employers question my level?
CPT has no seniority ceiling. USCIS and your DSO care whether the role integrates with your curriculum, not your title. Many AI-focused graduate programs explicitly place students in senior roles as part of capstone or thesis requirements. If an employer questions your level, reference your program's AI coursework and any research or project leadership you've completed.
How does CPT for a VP of AI role affect my path to H-1B sponsorship after graduation?
CPT itself doesn't affect H-1B visa eligibility, but full-time CPT totaling 12 months or more eliminates your OPT eligibility, which is often used as a bridge to H-1B sponsorship. If you plan to pursue H-1B, structure your CPT as part-time or limit full-time CPT to under 12 months total across your degree program.