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Head of Product Marketing

United States


With upcoming product launches, 2025 is an exciting year for Guideline. We’re looking for a seasoned Head of Product Marketing at Guideline to lead the PMM function and manage a team of product marketers. In this role, you’ll be responsible for elevating our messaging, positioning, and GTM foundation. 
 
Working closely with sales and product, you’ll have a strong voice in shaping roadmap, GTM strategy, and overall competitive positioning. You’ll also build an arsenal of competitive materials to enable the sales team and improve overall win rates for all of the buyer segments we serve. And, as a champion of our buyers and participants, you’ll bring the voice of our customer into everything that we do.

This role requires a strategic thinker with a deep understanding of the fintech landscape, strong leadership skills, and the ability to work cross-functionally to drive results.
 
Key Responsibilities
  • Go-to-Market Strategy: Develop and execute comprehensive GTM strategies for new product launches, feature enhancements, and market expansion initiatives.
  • Product Positioning & Messaging: Help establish Guideline as the leader by crafting messaging that resonates with target audiences, including small to mid-sized businesses, HR professionals, and participants
  • Market Research & Competitive Analysis: Conduct market research and engage with our customers to understand the needs of our ICP, market trends, and the competitive landscape. Develop insights to inform product development, marketing strategies, and sales enablement.
  • Cross-functional Collaboration: Work closely with Product, Sales, Customer Success, and other teams to ensure alignment on product offerings, messaging, and customer experience.
  • Sales Enablement: Develop and deliver sales enablement tools, including presentations, product demos, and training materials, to empower the sales team to effectively communicate the value of Guideline’s products.
  • Content Development: Identify content gaps and lead the creation of high-impact marketing content that enables, educates, and inspires our customer-facing teams with the “so what.” Create an arsenal of compelling, competitive materials that include case studies, blog posts, webinars, videos, sales decks and one-pagers, and more.
  • Metrics & Analysis: Establish KPIs to measure the effectiveness of product marketing initiatives. Regularly analyze performance data to refine strategies and optimize outcomes.                                                                  
What success looks like in this role
  • Successfully executing on Product launches in a way that drives traffic, leads, and ultimately credibility
  • Achieving strong product market fit in our positioning and messaging, ultimately measured by successful pull-through messaging in press, and pick up organically around our messaging
  • Strong revenue organization adoption of our collateral and material, which will be measured through enablement engagement and collateral success metrics
Qualifications
  • Minimum of 10+ years of experience in product marketing in B2B SaaS, with at least 3 years in a leadership role, ideally within B2B fintech or benefits spaces.
  • Proven track record of successfully launching complex products or features that evolve and uplevel the overall product story
  • Excellent collaboration and leadership skills, with the ability to mentor a team or product marketers, drive alignment with cross-functional stakeholders, and drive buy-in on marketing plans.
  • Ability to develop and execute strategic plans — especially leveraging data — and drilling down to the details to ensure executional excellence
  • Experience in research and segmentation, as well as customer advocacy, with the ability to develop an arsenal of compelling content materials
  • Strong writing and editorial skills with hands-on experience creating a wide range of content, including blogs, product demos, sales presentations, and more, designed for both external and internal audiences.
  • Experience building an arsenal of competitive materials — comparison charts, social proof, case studies, stats and claims, and more — to show why Guideline is the leader in its industry
  • Nice to have: Experience in the fintech or retirement benefits space, with an understanding of the retirement vehicles like 401(k)s, IRAs, and more.
  • Bachelor’s degree in Marketing, Business, or a related field. An MBA is a plus.
Why Guideline?
Our values serve as a compass that guides our decisions and are considered non-negotiable, especially when it comes to hiring. Together with our employees, partners, and customers, we live these values every day.  

Everyone has hopes and dreams for the future, but it seems like only some of us are able to financially invest in them. That’s something we’ve made it our mission to solve - to help everyone arrive at a safe, secure retirement. Whatever type of work you choose, whatever the size of your business.  We’ve done this by building the easiest, most affordable, most comprehensive platform for investing in your financial future.  It replaces doubt and fear with transparency, knowledge and understanding. It makes it possible, even enjoyable, to participate in a retirement plan as an employer, employee or partner.  

Because when you know how to safely, smartly invest today, you’ll be able to do more of what you love when the future arrives. And that is something everyone should be able to look forward to.

Here’s Why You Should Apply

Guideline is regularly recognized for helping everyone save

Compensation
At Guideline, we believe compensation should be fair and equitable. We take a data-driven approach to set our compensation bands; the successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, and work location. We are always evaluating our pay zones to be as competitive as possible, so keep in mind these may be subject to change in the future.

Please speak with a recruiter for additional information regarding our tier locations and compensation philosophy.
  • Metro+:
    • The base salary range for this position is $185,000-$205,000 annually.
  • Metro:
    • The base salary range for this position is $170,000-$190,000 annually.
  • National:  
    • The base salary range for this position is $170,000-$190,000 annually.
In addition to base salary, this position is eligible for equity in the form of Incentive Stock Options (ISOs).

At Guideline, base salary is just one component of the overall Total Rewards package offered to employees.  All employees are offered comprehensive benefits and perks to help support you and your family.
  • Flexible time off in addition to company holidays — We observe the NYSE Holiday Calendar
  • 401(k) with matching contributions — We use our own platform and match 100% of the first 3% contributed, and 50% of the next 2% (for a max employer contribution of 4%)
  • 100% employer-paid healthcare, vision, and dental insurance for employees and 70% coverage for dependents
    • Opt-out credit if all three plans are waived
  • Eligibility to participate in Health Savings Account and Flexible Spending Accounts
  • Disability and life insurance options
  • Mental health benefits, including therapy and coaching through Modern Health, for employees and their dependents
  • Paid parental leave for birthing and non-birthing parents
  • 1 - month Sabbatical after 5 years of employment
  • Annual learning and development stipend — We reimburse approved professional development expenses, up to $750 per employee per year.

Guideline provides equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.  Additionally, Guideline participates in the E-Verify program in certain locations, as required by law.

Guideline is an equal opportunity employer. Applicants in need of special assistance or accommodation during the interview process can reach out to peopleops@guideline.com.

Guideline is committed to protecting the privacy and security of the personal information of our applicants. Please refer to Guideline's Privacy Policy for information about our privacy and security practices.
 
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Expected Salary Range

$167,000 - $205,000 USD

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