Head of Product Marketing, Guideline

$167-205k

In addition to base salary, this position is eligible for equity in the form of Incentive Stock Options (ISOs); Salary dependent on location

Expert level
Remote in US
Guideline

Retirement plans for small business

Open for applications

Guideline

Retirement plans for small business

201-500 employees

B2CB2BHRPersonal financeInvesting

Open for applications

$167-205k

In addition to base salary, this position is eligible for equity in the form of Incentive Stock Options (ISOs); Salary dependent on location

Expert level
Remote in US

201-500 employees

B2CB2BHRPersonal financeInvesting

Company mission

To help everyone arrive at a secure retirement.

Role

Who you are

  • 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
  • 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

What the job involves

  • 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
  • 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

Our take

When businesses offer a 401(K) plan, a message is sent to employees and potential employees that their future is valued by their employer. However, small businesses are often left behind, being charged extortionate fees or ignored by 401(K) providers altogether, leaving many American families with no retirement savings and the potential of retiring into poverty.

Guideline spotted this oversight as an opportunity to jump in and offer small businesses an affordable 401(K). It generates income by charging each business a flat monthly fee per participant.

The company now manages retirement plans for hundreds of thousands of people in over 40,000 companies and has accumulated over $8 billion in assets under management. Benefits providers Intuit, Gusto, and Square all use Guideline as their 401(K) partner.

Freddie headshot

Freddie

Company Specialist

Insights

Top investors

Some candidates hear
back within 2 weeks

-6% employee growth in 12 months

Company

Employee endorsements

Nice people

"The people at Guideline are really nice, friendly, and helpful. We get to know other members a little better outside of work, and there is an effort..."

Funding (last 2 of 6 rounds)

Jun 2021

$200m

SERIES E

Jul 2020

$80m

SERIES D

Total funding: $339m

Company benefits

  • Comprehensive medical, dental and vision plans—100% for employees, 70% for dependents
  • Generous 401(k) match
  • Paid time off + unlimited vacation days
  • Paid parental leave
  • Mental health coaching and therapy
  • Learning and development stipend
  • Cash referral bonus
  • Commuter benefits

Company HQ

South San Mateo, San Mateo, CA

Leadership

Majored in Computer Information Science at Fitchburg State University. Started out as an Advisory Unix Systems Administrator at IBM and then founded LinkedUp.net, an Open Source consulting company, in 1996. Acted as Chief Information Security Officer at the Institute for Health Metrics and was Director of IT at Humedica. Co-founded TaskRabbit in 2008, acting as its VP of Technology until 2015.

Majored in Mechanical Engineering at the University of Southern Maine. Was Mobile Developer and CTO at TechStars-backed Accelgolf from 2007 to 2010. Joined SkillSlate as Rails Engineer and CTO, before being hired by TaskRabbit as Staff Engineer in 2012.

Started out as a Junior Programmer at Mail Boxes Etc. Worked as a Photographer and Videographer from 2007 to 2011, and then as a Freelance Digital Designer. Was Lead Designer at lifestyle adventure brand Targa Trophy before joining TargetSafety's UX team. Was made Lead Product Designer at TaskRabbit in 2012.

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