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VP, Trailhead Product

Job in San Francisco, San Francisco County, California, 94199, USA
Listing for: salesforce.com, inc.
Full Time position
Listed on 2026-03-09
Job specializations:
  • IT/Tech
Salary/Wage Range or Industry Benchmark: 100000 - 125000 USD Yearly USD 100000.00 125000.00 YEAR
Job Description & How to Apply Below

To get the best candidate experience, please consider applying for a maximum of 3 roles within 12 months to ensure you are not duplicating efforts.

Job Category

Product

Job Details

Salesforce is the #1 AI CRM, where humans with agents drive customer success together. Here, ambition meets action. Tech meets trust. And innovation isn't a buzzword - it's a way of life. The world of work as we know it is changing and we're looking for Trailblazers who are passionate about bettering business and the world through AI, driving innovation, and keeping Salesforce's core values at the heart of all.

Ready to level-up your career at the company leading workforce transformation in the agentic era? You're in the right place! Agentforce is the future of AI, and you are the future of Salesforce.

Job Details

We are looking for a thoughtful, talented, and experienced Vice President of Product to lead Trailhead's product strategy and vision. Trailhead is Salesforce's premier learning platform that has empowered millions of learners worldwide to develop skills, earn credentials, and advance their careers. Do you spend your time thinking about the future of learning and skills development? Are you fascinated by how AI and personalization are transforming education?

Do you love driving product strategies that move markets and change lives? If so, then this role is for you.

About Trailhead

Trailhead is more than a learning platform - it's a global movement. We're building the future of learning for the Salesforce ecosystem and beyond, helping learners, employers, and partners succeed in the digital economy. In this role, you'll have the opportunity to shape how millions of people learn, grow, and connect to career opportunities.

Your Responsibilities Will Include Product Vision & Strategy
  • Creating and delivering a compelling multi-year product vision and strategy for Trailhead that aligns with Salesforce's broader business objectives
  • Defining and prioritizing the product roadmap based on learner needs, market trends, and business impact
  • Identifying opportunities to leverage AI, personalization, and skills-based hiring trends to transform the learning experience
  • Positioning Trailhead competitively in the learning and skills development marketplace
Leadership & Team Development
  • Building, mentoring, and leading a high-performing global product management team
  • Creating an inclusive culture that values diversity, collaboration, and innovation
  • Developing talent and creating clear career growth paths for team members
  • Driving organizational alignment across product, engineering, design, content, and marketing teams
Cross-Functional Partnership
  • Partnering closely with Content, Marketing, Engineering, Design, and Customer Success teams to deliver world-class learning experiences
  • Working with field teams and customer-facing organizations to ensure Trailhead drives measurable business value
  • Collaborating with senior leadership across Salesforce to align Trailhead's strategy with company priorities
  • Building strong relationships with partners and the broader Salesforce ecosystem
Operational Excellence
  • Establishing clear product development processes and methodologies that balance speed with quality
  • Defining and tracking success metrics and KPIs that demonstrate business impact
  • Making data-driven decisions based on analytics, user research, and market insights
  • Managing resource allocation and capacity planning across the product portfolio
Customer & Market Focus
  • Maintaining deep empathy for learners, employers, and the Salesforce ecosystem
  • Conducting user research and validation to ensure products meet real needs
  • Engaging with customers and stakeholders to gather feedback and build relationships
  • Staying current on EdTech trends, competitive landscape, and market opportunities
Position Requirements Must-Have Qualifications
  • 10+ years of product management experience, with 5+ years in leadership roles
  • Proven track record of building and launching successful products at scale
  • Experience leading global, cross-functional teams in complex, matrixed organizations
  • Strong technical acumen with ability to partner effectively with engineering teams
  • Demonstrated ability to develop and execute multi-year product strategies
  • Excellence in stakeholder management and executive communication
  • Bachelor's degree required; MBA or advanced degree preferred
Leadership Competencies
  • Inspiring leadership style with focus on developing and empowering teams
  • Commitment to building diverse, inclusive, and high-performing organizations
  • Ability to influence without authority and build consensus across teams
  • Track record of attracting, retaining, and developing top talent
  • Strong decision-making skills with comfort navigating ambiguity
Product Excellence
  • Deep understanding of product development methodologies (Agile, Lean, etc.)
  • Data-driven approach to product decisions with strong analytical skills
  • Experience with consumer and/or enterprise products with millions of users
  • Understanding of platform architecture and scalability…
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