Head of Product Marketing

📌 Core Information

🔹 Job Title: Head of Product Marketing

🔹 Company: Route

🔹 Location: Remote (with offices in Lehi, UT; Santa Monica, CA; New York, NY; and San Francisco, CA)

🔹 Job Type: Full-time

🔹 Category: Marketing

🔹 Date Posted: July 28, 2025

🔹 Experience Level: 8-12+ years

🔹 Remote Status: Remote OK

🚀 Job Overview

Key aspects of this role include:

• Defining and communicating Route's product positioning and messaging
• Leading go-to-market strategies and execution for product launches
• Generating customer and competitive insights to inform roadmap and GTM strategy
• Developing sales enablement tools to support enterprise deal cycles
• Driving product adoption and revenue expansion through lifecycle strategies
• Leveraging AI to enhance marketing execution and unlock scalable experimentation

ASSUMPTION: This role requires a strategic mindset and strong cross-functional collaboration skills to bridge the gap between product innovation and customer impact.

📋 Key Responsibilities

✅ Own product positioning and messaging, crafting clear, differentiated, and technically fluent narratives that translate complex and AI-driven capabilities into compelling customer value across all segments and channels.

✅ Lead go-to-market strategy and execution, driving product and feature launches in close partnership with Product, Sales, and Customer teams, ensuring strategic alignment, internal readiness, and successful market adoption.

✅ Generate customer and competitive insights, conducting research, interviews, and analysis to deeply understand customer needs, technical buyer behavior, and the evolving AI landscape — and apply those insights to inform roadmap and GTM strategy.

✅ Develop sales enablement tools, building and maintaining high-impact assets such as pitch decks, battlecards, demo scripts, and technical guides to help Sales and Success teams confidently communicate value and close deals.

✅ Drive product adoption and revenue expansion, collaborating on lifecycle strategies that increase engagement, retention, and upsell — including in-product messaging, onboarding flows, and targeted customer content.

✅ Leverage AI to enhance marketing execution, using AI tools to accelerate personal productivity, deepen insight generation, and unlock scalable experimentation — while championing AI-powered innovation across the marketing function.

ASSUMPTION: This role involves a high degree of cross-functional collaboration and requires strong communication skills to work effectively with various teams and stakeholders.

🎯 Required Qualifications

Education: Bachelor's degree in Marketing, Business, or a related field (or equivalent experience)

Experience: 8-12+ years of B2B SaaS marketing experience, with deep expertise in product marketing and a proven track record launching and scaling technical or AI-driven products

Required Skills:

• Exceptional positioning and messaging skills, with the ability to translate complex capabilities into compelling narratives for both business and technical audiences
• Strong go-to-market leadership, including experience aligning cross-functional teams across Product, Sales, and Customer Success to drive launch success and revenue impact
• Comfort with technical complexity and enterprise sales, including familiarity with technical buyer needs and supporting long-cycle, high-consideration deal motions
• Confident, consistent use of AI tools (e.g., for content, research, ideation, or automation), and a demonstrated interest in applying AI to marketing workflows and outcomes
• Team builder and hands-on leader, with experience managing contractors or vendors and a desire to grow and mentor a small team
• Data-driven and execution-oriented, with strong prioritization skills and a bias for action in fast-paced environments

Preferred Skills:

• Experience working with AI-driven products or platforms
• Familiarity with the ecommerce or logistics industries
• Proven success in driving revenue growth and market share

ASSUMPTION: Candidates with experience in B2B SaaS marketing and a strong understanding of AI tools are likely to be the best fit for this role.

💰 Compensation & Benefits

Salary Range: $213,000 - $267,000 USD per year (varies by location)

Benefits:

• 95% - 100% of health insurance premiums covered for employee and family
• Remote or hybrid work arrangements
• Unlimited PTO
• 401k matching
• Formalized growth opportunities
• Learning & development
• DEI programs & events
• Stock options

Working Hours: Full-time (40 hours per week)

ASSUMPTION: The salary range provided is inclusive of base salary and potential commission for eligible roles, as well as annual bonus targets under Route’s bonus plan for eligible roles. Individual compensation packages are based on various factors unique to each candidate.

📌 Applicant Insights

🔍 Company Context

Industry: Software Development, specifically focused on post-purchase experiences for consumers and merchants

Company Size: 201-500 employees (as of 2025)

Founded: 2019

Company Description:

• Route is the leader in the post-purchase experience, offering licensed shipping insurance, fast issue resolution, package tracking, carbon-neutral shipping, and remarketing to protect brands and their customers
• Since launching in 2019, Route has built an ecommerce network of 13,000 brands and 3+ million active app users, and customers have chosen to protect nearly 150 million orders
• Route seamlessly integrates with leading ecommerce platforms and provides custom API integrations for enterprise merchants

Company Specialties:

• Shipping insurance
• Package tracking
• Carbon-neutral shipping
• Remarketing
• Merchant partnerships
• Increasing conversion
• Porch pirating and visual tracking

Company Website: route.com

ASSUMPTION: Route's focus on the post-purchase experience sets it apart in the ecommerce industry, and its commitment to sustainability and customer protection is evident in its product offerings and company culture.

📊 Role Analysis

Career Level: Senior-level role with strategic responsibilities and the opportunity to grow and mentor a small team

Reporting Structure: Reports directly to the Chief Product Officer, with close collaboration with Product, Sales, Customer Success, and RevOps teams

Work Arrangement: Remote OK, with offices in Lehi, UT; Santa Monica, CA; New York, NY; and San Francisco, CA

Growth Opportunities:

• Potential to scale the team as Route grows and expands into new markets
• Opportunity to shape Route's product positioning and go-to-market strategies, driving market momentum and revenue growth
• Chance to work closely with the Chief Product Officer and influence enterprise deal cycles

ASSUMPTION: This role offers significant growth potential for the right candidate, with the opportunity to make a substantial impact on Route's product marketing strategy and enterprise success.

🌍 Location & Work Environment

Office Type: Hybrid (remote OK with offices in multiple locations)

Office Location(s): Lehi, UT; Santa Monica, CA; New York, NY; and San Francisco, CA

Geographic Context:

• Lehi, UT: Home to Route's headquarters, with a strong tech industry presence and a high quality of life
• Santa Monica, CA: Known for its vibrant startup scene and beach lifestyle
• New York, NY: A global hub for finance, media, and technology, with a fast-paced and competitive job market
• San Francisco, CA: A major tech hub with a diverse and multicultural population

Work Schedule: Full-time (40 hours per week), with flexibility for remote work

ASSUMPTION: Route's hybrid work environment offers candidates the flexibility to work remotely or from one of the company's offices, with the option to choose the work arrangement that best suits their needs.

💼 Interview & Application Insights

Typical Process:

• Online application submission
• Phone or video screen with the HR team
• In-depth interview with the hiring manager (Chief Product Officer) and other team members
• Final round interview with senior leadership
• Background check and offer extension

Key Assessment Areas:

• Strategic thinking and problem-solving skills
• Cross-functional collaboration and communication skills
• Technical proficiency and comfort with AI tools
• Alignment with Route's company values and culture
• Cultural fit and ability to thrive in a fast-paced, dynamic environment

Application Tips:

• Tailor your resume and cover letter to highlight your relevant experience and skills for this role
• Demonstrate your understanding of Route's product offerings and market position
• Showcase your experience with AI tools and their application in marketing workflows
• Prepare thoughtful questions to ask during the interview, focusing on Route's product roadmap, go-to-market strategy, and company culture

ATS Keywords: Product Marketing, B2B SaaS, AI Tools, Go-to-Market Strategy, Technical Complexity, Enterprise Sales, Team Building, Data-Driven, Execution-Oriented

ASSUMPTION: Route's hiring process is designed to assess candidates' strategic thinking, technical proficiency, and cultural fit, with a focus on finding the best fit for the company's product marketing team.

🛠️ Tools & Technologies

• AI tools for content generation, research, ideation, or automation
• Marketing automation platforms (e.g., HubSpot, Marketo)
• Customer relationship management (CRM) software (e.g., Salesforce, HubSpot CRM)
• Project management tools (e.g., Asana, Trello)
• Data visualization tools (e.g., Tableau, Power BI)

ASSUMPTION: The specific tools and technologies required for this role may evolve as Route's product offerings and marketing strategies continue to grow and develop.

👔 Cultural Fit Considerations

Company Values:

• Customer-centric
• Innovative
• Collaborative
• Data-driven
• Sustainable

Work Style:

• Fast-paced and dynamic
• Cross-functional and collaborative
• Data-driven and results-oriented
• Adaptable and open to change

Self-Assessment Questions:

• How do you approach translating complex, technical capabilities into compelling narratives for both business and technical audiences?
• How have you leveraged AI tools to accelerate personal productivity, deepen insight generation, or unlock scalable experimentation in previous roles?
• How do you balance strategic thinking with hands-on execution in a fast-paced environment?

ASSUMPTION: Route's company culture values innovation, collaboration, and a customer-centric mindset, with a strong emphasis on data-driven decision-making and continuous improvement.

⚠️ Potential Challenges

• Managing multiple time zones and remote team members
• Balancing strategic thinking with hands-on execution in a fast-paced environment
• Navigating the complexities of enterprise sales and long-cycle deal motions
• Keeping up with the evolving AI landscape and its application to marketing workflows

ASSUMPTION: These challenges can be mitigated with strong communication, time management, and a proactive approach to continuous learning and adaptation.

📈 Similar Roles Comparison

• Unlike traditional product marketing roles, this position requires a strong comfort with technical complexity and enterprise sales, as well as a deep understanding of AI tools and their application to marketing workflows
• Route's focus on the post-purchase experience sets it apart in the ecommerce industry, with a unique value proposition and market position
• This role offers significant growth potential, with the opportunity to shape Route's product marketing strategy and drive enterprise success

ASSUMPTION: Candidates with experience in B2B SaaS marketing and a strong understanding of AI tools are likely to find this role particularly appealing, given its unique focus on the post-purchase experience and the opportunity to drive market momentum and revenue growth.

📝 Sample Projects

• Developing a go-to-market strategy for a new AI-driven product feature, including positioning, messaging, and launch plan
• Conducting customer and competitive research to inform product roadmap and GTM strategy for Route's enterprise offerings
• Creating sales enablement tools, such as pitch decks, battlecards, and demo scripts, to support enterprise deal cycles and drive revenue growth

ASSUMPTION: These sample projects illustrate the strategic and cross-functional nature of the Head of Product Marketing role at Route, with a focus on driving product adoption, revenue expansion, and market momentum.

❓ Key Questions to Ask During Interview

• How does Route plan to evolve its product offerings and go-to-market strategies in the coming years, and how will this role contribute to that growth?
• What are the key priorities for the first 90 days in this role, and how can I best support the team in achieving those goals?
• How does Route approach collaboration and communication across its cross-functional teams, and what are the expectations for this role in that regard?
• What are the most significant challenges facing Route's product marketing team, and how can I help address them to drive success for the company?
• How does Route support the professional development and growth of its employees, and what opportunities exist for growth and advancement within the product marketing team?

ASSUMPTION: Asking thoughtful questions during the interview process demonstrates your interest in the role and provides valuable insights into Route's company culture, product roadmap, and growth opportunities.

📌 Next Steps for Applicants

To apply for this position:

• Submit your application through this link
• Tailor your resume and cover letter to highlight your relevant experience and skills for this role
• Prepare for your interview by researching Route's product offerings, market position, and company culture
• Prepare thoughtful questions to ask during the interview, focusing on Route's product roadmap, go-to-market strategy, and company culture
• Follow up with the hiring team after your interview, expressing your appreciation for the opportunity and reiterating your interest in the role

⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.