Director of Product Marketing and Proposals

Remote
Marketing – Product Marketing /
Full-time /
Remote
The Role
​​TimelyCare is seeking a strategic and collaborative Director of Product Marketing and Proposals to lead and scale the product marketing function, ensuring strong go-to-market execution, compelling positioning, and high-impact proposals that fuel both customer acquisition and retention. 

The ideal candidate is a cross-functional leader who thrives at the intersection of product, sales, marketing, and strategy.

What You'll Do

    • Go-to-Market Leadership
    • Own the end-to-end GTM process for new product launches and key feature enhancements.
    • Guide customer segmentation, persona development, and campaign targeting strategies.
    • Develop frameworks and tools that elevate the sales enablement function (e.g., messaging guides, battlecards, pitch decks).
    • Support customer lifecycle strategies and contribute to retention-focused campaigns.
    • Proposal & RFP Oversight
    • Oversee the proposal management process (RFPs, RFIs, RFQs), ensuring timely, strategic, and winning responses.
    • Align proposal content with broader product marketing messaging and strategic positioning.
    • Maintain up-to-date content libraries and collaborate across departments to gather key inputs.
    • Market Intelligence & Insights
    • Lead competitive analysis and synthesize insights to inform product positioning and differentiation.
    • Champion the voice of the customer and surface market trends that inform roadmap and campaign planning.
    • Leadership & Team Development
    • Lead and mentor a team of product marketers.
    • Define and refine our product marketing strategy, aligning with GTM goals across new logo acquisition, expansion, and customer retention.
    • Oversee proposal strategy and execution, ensuring quality, accuracy, and strategic fit of responses.
    • Serve as a champion for leveraging AI-powered tools to  streamline workflows, personalize communications, and accelerate content development.
    • Partner closely with Product, Growth, Sales, and Customer Success to define value propositions, develop competitive positioning, and ensure strong internal alignment.
    • Performs additional tasks and projects as needed to support the evolving needs of team objectives and company goals. 

What You Bring

    • At least 10 years of experience in product marketing, marketing strategy, or proposals, including 3–5 years in a leadership role.
    • Bachelor’s Degree in Marketing, Business, Communications or related field. Masters preferred. 
    • Experience working in higher education, K-12, edtech SaaS, or digital health strongly preferred.
    • Proven ability to lead and scale high-performing teams.
    • Experience working cross-functionally with Sales, Product, and Customer Success teams to execute strategic initiatives.
    • Strong communicator with demonstrated success in messaging, positioning, and go-to-market planning.
    • Exceptional organizational and project management skills; comfortable leading through ambiguity and shifting priorities.
    • Strong understanding of proposal development and public-sector procurement processes is a plus.
    • Data-driven mindset, with strong analytical skills.

Who You Are

    • Passionate about health and wellbeing more accessible for students and institutions.
    • A team builder who mentors and uplifts others.
    • Highly collaborative, with excellent communication skills and the ability to build strong relationships and trust across teams and levels.
    • Strategic thinker with the ability to balance vision with execution. Highly accountable.
    • Comfortable navigating a fast-paced, remote first organization with evolving priorities, bringing creative, data-driven solutions to complex problems.
    • Committed to diversity, equity, and inclusion, ensuring that marketing efforts reflect and support diverse student populations.

Benefits + Perks

    • Paid Company Holidays + No work on your birthday!
    • Flexible PTO + Volunteer Time Off (VTO) as an organization to give back to the community
    • Variable bonus eligibility on a quarterly basis
    • Company-sponsored Health Insurance (Medical, Dental, Vision) + Pet Insurance 
    • Company-paid group Life Insurance + Company-paid Short Term Disability
    • Concierge benefit support services
    • 401(k) with employer match 
    • Free access to TimelyCare virtual medical and mental health support 
    • Mission-Driven Purpose with a Supportive Team Culture
The salary range for this opportunity is $155,000 – $165,000 per year, depending on education and experience. This is the base pay. You will be eligible for a discretionary bonus in addition to the base pay, to be discussed during the interview process.