Product Manager

About Letterhead

With Letterhead, your newsletters do all the work for you. We help publishers and marketers engage their audience, create great content products, and generate revenue with software that can automate and support the entire process through machine learning.

We're a venture-backed scaleup on a journey to change how online engagement happens through meaningful, first-party content. Our founders came from the media industry, building a national network of local email newsletters, and spun out Letterhead in 2022 to help every organization master email.

Our Team

We're a diverse team of internally-motivated, open-minded people who want to be the best at what we do. We value intellectual curiosity, candor, and a sense of urgency. When we hire, we look for cultural contribution rather than culture fit: what will each new person add to our team as we grow?

This position is remote and can be based anywhere in the US or Canada. We are a global team and prioritize great people over location.

Overview

At Letterhead, the Product Manager plays a crucial role in delivering new features and capabilities that empower our customers—content-driven brands who view newsletters as a core part of their business. Your primary focus will be on shipping high-impact features that expand annual recurring revenue (ARR), lift customer lifetime value (LTV), and strengthen Letterhead’s competitive position.

In this position, you’ll collaborate closely with engineering, design, and other cross-functional teams to translate customer needs and business goals into actionable product enhancements. You’ll use data and customer feedback to prioritize and refine features, ensuring each release delivers measurable value.

Success in this role means consistently delivering updates that help our customers grow their audiences, streamline their workflows, and maximize the impact of their content. You’ll be motivated by seeing your work directly influence customer satisfaction and business outcomes.

If you thrive in an environment that values rapid iteration, clear communication, and a relentless focus on customer value, you’ll find this role both challenging and rewarding. Join us to help shape the future of content-driven communication for brands that rely on newsletters as a core product.

You'll love this job if …

• You’re energized by working with media companies, agencies, or content-driven brands and want to help them succeed.

• You thrive in a collaborative environment where you work closely with engineering, customer experience, sales and other teams to bring new ideas to life.

• You enjoy talking to customers, understanding their workflows, and translating their pain points into actionable solutions.

• You appreciate the fast pace and high-impact nature of a growing startup, where your contributions are visible and valued.

• You’re motivated by opportunities to experiment, iterate quickly, and see the direct impact of your work on customer outcomes.

• You take extreme ownership of your work, driving projects forward and ensuring results from start to finish.

You'll be great at this job if you are …

• Naturally curious and driven to dig deep into customer needs, workflows, and pain points through interviews, surveys, and hands-on research.

• Adept at balancing customer value creation with business objectives, making thoughtful trade-offs when needed.

• Effective at influencing and motivating cross-functional teams—even when you don’t have direct authority—to deliver results and keep projects moving forward.

• Skilled at synthesizing qualitative and quantitative data to uncover actionable insights and inform product decisions.

• Comfortable applying UX or human-centered design principles to ensure solutions are intuitive and valuable for end users.

• Proactive in testing hypotheses, running experiments, and iterating based on what you learn.

Key Responsibilities

• Customer & Market Research: Uncover customer needs and market opportunities through interviews, surveys, and industry analysis.

• Feature Delivery & Product Enhancement: Translate insights into product requirements, prioritize work, and deliver high-impact features in close partnership with engineering and design.

• Cross-Functional Collaboration: Align and coordinate with engineering, design, customer experience, and sales to ensure smooth execution of the product roadmap.

• Data-Driven Decision Making: Define and track product metrics, using data to guide decisions and optimize product performance.

• Stakeholder & Project Management: Keep stakeholders informed, drive project timelines, and ensure accountability across teams to deliver results.

Qualifications & Experience

• Bachelor’s degree or equivalent experience in a relevant field.

• Proven experience as a Product Manager, ideally with a focus on B2B software, media, or journalism products.

• Strong analytical skills and the ability to derive insights from data.

• Excellent project management and organizational abilities.

• Exceptional communication and presentation skills.

• A collaborative mindset and the ability to work effectively in cross-functional teams.

• Passion for technology, innovation, and a customer-centric approach to product development.

Benefits and Workplace Culture at Letterhead

• Remote-first work environment—collaborate with talented colleagues across the globe.
• Comprehensive health, dental, and vision benefits, fully covered by Letterhead for you and your family.
• Generous paid time off policy to support your well-being.
• Competitive compensation, including equity opportunities.
• Professional development stipend and resources for learning.
• Inclusive, innovative, and supportive culture where your voice matters.

Letterhead is an equal opportunity employer committed to building a diverse team. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We welcome applications from all backgrounds and gender identities to contribute to our growing team.