Highspot · 1 week ago
Principal Product Manager, AI
United States
Full-time
Remote
Lead/Staff
$167K/yr - $258K/yr
8+ years expHighspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. The Principal Product Manager will lead the strategy, execution, and evangelism of AI-first product initiatives, working closely with engineering and design teams to shape and grow the product and team.
Artificial Intelligence (AI)Enterprise SoftwareSales AutomationSales EnablementSoftware
Responsibilities
Define vision & strategy. Set the long-term product vision and multi-quarter roadmap for Highspot AI capabilities (e.g., model evaluation/monitoring, orchestration, entity detection, recommendation systems, observability, etc.). Translate company goals and customer needs into prioritized opportunities and measurable outcomes
Lead execution end-to-end. Drive discovery, product design, technical scoping, and delivery with a feature crew of engineers and designers. Make trade-offs to ensure speed and quality while keeping long-term platform health in mind
Own model + product success. Define model and product metrics, experimentation strategy, and SLA/quality targets. Partner with engineers and research to evaluate architectures (LLMs, RAG, retrieval, embeddings), set up model evaluation pipelines, and operationalize model monitoring and feedback loops
Drive platform & scale thinking. Design solutions that are performant, cost-aware, secure, and easy for other product teams to adopt. Where relevant, define APIs and tools, data contracts, and telemetry to support product and model lifecycle management
Champion safety, fairness & compliance. Establish guardrails, prompt / output validation, content filters, and incident playbooks. Work with Legal and Security to ensure data privacy and regulatory compliance
Be the cross-functional glue. Work closely with design, research, engineering, SRE, data science, analytics, sales engineering, and GTM to launch and scale features. Translate technical tradeoffs into business tradeoffs for executives and stakeholders
Mentor & raise the bar. Coach other PMs, participate in hiring, and help define best practices for ML product management and technical specwriting
Qualification
Required
8+ years product management experience building B2B SaaS products; 4+ years working directly with ML/AI products or platforms
Demonstrated technical fluency with modern generative AI / ML concepts (LLMs, RAG, embeddings, vector DBs, fine-tuning, prompt engineering, evaluation metrics, model ops). You don't have to be an ML engineer, but you must confidently discuss architectures, tradeoffs, and productionization
Proven record of shipping complex, cross-functional AI products or platforms to production and driving measurable business impact
Strong quantitative and analytical skills — comfortable defining metrics, designing experiments, and using data to validate hypotheses
Exceptional communication skills: you can write crisp specs, present tradeoffs to executives, and explain technical topics to non-technical audiences
Experience mentoring PMs and participating in hiring; a track record of raising the bar for product craft
Preferred
Background building platform or infrastructure used by other product teams (e.g., model-serving, feature stores, observability, inference cost management)
Experience with search & recommendation systems or agents/assistants at scale. (Experience here is especially valuable if the role sits on Agents or Search teams.)
Experience with enterprise customers, sales enablement workflows, and integrating AI into product flows that serve customer-facing teams
Familiarity with safety, policy, and compliance workstreams (content policies, PII handling, incident response)
Benefits
Comprehensive medical, dental, vision, disability, and life benefits
Health Savings Account (HSA) with employer contribution
401(k) Matching with immediate vesting on employer match
Flexible PTO
8 paid holidays and 5 paid days for Annual Holiday Week
Quarterly Recharge Fridays (paid days off for mental health recharge)
18 weeks paid parental leave
Access to Coaches and Therapists through Modern Health
2 volunteer days per year
Commuting benefits
Company
Highspot
Highspot is a sales enablement platform that helps companies worldwide improve the performance of their sales teams.
501-1000 employees
H1B Sponsorship
Highspot has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (29)
2024 (14)
2023 (11)
2022 (37)
2021 (15)
2020 (6)
Funding
Current Stage
Late StageTotal Funding
$644.85MKey Investors
Tiger Global ManagementICONIQ GrowthOpenView
2022-07-01Secondary Market
2022-01-13Series F· $248M
2021-02-22Series E· $200M
Leadership Team
Robert Wahbe
Co-Founder and CEO
David Wortendyke
Co-Founder and Chief Technology Officer
Recent News
MarTech Series
2026-01-13
Company data provided by crunchbase