What’s in it for you?

Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey.

About the Role

Calendly is looking for a Principal Product Marketing Manager to help define what we build, why it matters, and how we bring it to market. This is a highly strategic, highly influential role for a seasoned product marketer who can develop a clear point of view, pressure-test it with leaders with confidence (and take feedback), and take ownership driving alignment.

This is an individual contributor role with high ownership, visibility, and strategic impact. You’ll lead through influence and partnership, working closely with Product and Marketing Leadership as well as Research and Product teams to shape the product narrative early, influence prioritization, and ensure what we ship is positioned to win.

You’ll partner closely with Product and Marketing Leadership as well as Research teams to shape product narrative early, influence prioritization, and ensure what we ship is positioned to win.

You’ll also own end-to-end go-to-market for new products and initiatives, translating strategy into strong execution that measurably impacts new product discovery: increasing awareness, intent, and early engagement with new products through clear narrative, smart packaging, and effective in-product and lifecycle motions.

This role is ideal for someone who can move comfortably between up front strategy (insight → POV → decision) and downstream GTM execution (positioning → launch → adoption).

What You’ll Do:

Lead product strategy influence (front-end impact)

• Shape product direction with Product Leadership by clarifying the market problem, target audience, differentiated value, and why it matters now.
• Define positioning and narrative early for new products, including AI capabilities, translating technical concepts into customer value with appropriate expectations and trust.
• Create alignment through strategy artifacts such as PR FAQs, narrative briefs, and executive decision memos.
• Bring structure to ambiguity by reframing big picture positioning and roadmap conversations into the real decisions that need to be made, and guiding stakeholders to clarity.
• Take ownership of the unique position Product Marketing is in to frame these conversations and bring these ideas up in a product meeting context

Own high-impact GTM (senior-level execution)

• Lead go-to-market for major product bets, from planning to launch, adoption, and iteration.
• Own the strategy for new product discovery across in-product surfaces, lifecycle, web, and enablement, and track impact through agreed metrics.
• Partner with Growth and Product to improve discovery and adoption through testing, iteration, and performance reviews.
• Work with research and product metrics dashboards to inform strategy, performance, and course corrections.
• Adopt a “researcher mindset” to establish hypotheses, run learning loops with Growth/CS/Research (as relevant), and refine messaging based on market signal and customer feedback, especially for emerging AI-driven capabilities.
• Craft clear and compelling messaging and positioning that scales across the customer journey.
• Build the core toolkit (messaging, one-pagers, internal FAQs, enablement) with a high bar for clarity and narrative craft.
• Own the “GTM stack”: recommend channel mix (in-app, email, web, video strategy, lifecycle marketing updates, etc.), build the plan, drive readiness, and ensure follow-through.
• Build and maintain core PMM assets (one-page briefs, messaging houses, high level roadmaps, internal FAQs, etc., with an exec-level bar for clarity and consistency in storytelling.

Drive cross-functional and executive alignment

• Serve as a senior cross-functional leader across Product, Brand, Support, Research, Customer Success, and Growth, and take ownership of shared success metrics.
• Facilitate executive reviews: present recommendations, incorporate feedback without losing the thread (or your confidence), and drive fast decisions that unlock momentum via rapid iterations and feedback cycles.
• Act as an internal evangelist for your product area: championing customer value, representing PMM leadership, and raising the bar for narrative craft.
• Continuously test, learn, and iterate by bringing a data-informed mindset and adapting based on customer feedback and behavior.

Improve product marketing excellence

• Revisit and iterate on reusable frameworks and templates as needed (positioning, narrative, PRFAQ, launch readiness) that improve how Product Marketing operates.
• Mentor other PMMs and help level up strategic thinking, storytelling, and executive communication across the team.
• Ensure a high bar for storytelling and work with creative brand teams to execute compelling, polished campaigns

Who You Are

• 12+ years of product marketing experience in SaaS (PLG or hybrid GTM preferred), with a track record of leading major launches and driving discovery and adoption
• Proven ability to operate as a strategic partner to Product Leadership and C-Suite, influencing roadmaps, prioritization, positioning, and narrative direction (not just executing downstream GTM).
• Strong critical thinking and judgment: can zoom out from day-to-day product decisions to identify the bigger strategic questions, tradeoffs, and second-order impacts that need leadership discussion.
• An AI-native PMM comfortable using AI tools to scale your impact: speeding up analysis and content creation, improving consistency across messaging, and building repeatable GTM workflows.
• Deeply customer-obsessed and insight-driven (research, interviews, win/loss, competitive intel), with the ability to translate inputs into strategy.
• Brings structure to ambiguity: you separate signal from noise, pressure-test assumptions, and make clear, and develop well-reasoned recommendations.
• Exceptional storyteller who can simplify complex concepts into clear, compelling narratives with a high bar for craft and simplicity.
• Confident, resilient product marketer who stays steady under pressure: able to navigate ambiguity, competing opinions, and fast-changing priorities without losing momentum, conviction or confidence.
• Brings a growth mindset: seeks feedback early, learns fast, iterates quickly, and treats feedback as fuel for better work— without getting derailed or losing confidence.
• Executive-ready communicator: can hold the room, simplify complexity into crisp narratives, and advocate effectively up and across the org. You also know when to back off and listen, go back to the drawing board. You are comfortable engaging in healthy debate (you can disagree, commit, and move on); you don’t freeze when decisions are imperfect or your POV is questioned.
• Strong operator with high standards: can run multiple high-stakes workstreams, align cross-functional partners, and deliver launches with quality and speed without feeling overwhelmed.

Bonus Points

• Experience marketing to both self-serve and enterprise customers.

• Experience with Miro, Asana, G-Suite, User Interviews, and product analytics tools

• Experience with PLG tactics and lifecycle marketing.

• Experience positioning AI-powered products and features

• Experience shaping early product narrative through PR FAQs (or equivalent).

The ranges listed above are the expected annual base salary for this role, subject to change.

Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity.

Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Top Performer Bonus program (or Sales incentive), equity awards, and competitive benefits.

Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows:

• Tier 1: San Francisco, CA, San Jose, CA, New York City, NY
• Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA.
• Tier 3: All other locations not in Tier 1 or Tier 2

If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please let your Recruiter know when first connecting with them. Calendly is registered as an employer in many, but not all, states. If you are located in Alabama, Alaska, Delaware, Hawaii, Idaho, Iowa, Montana, Nebraska, North Dakota, Rhode Island, South Dakota, and West Virginia, you will not be eligible for employment. Note that all individual roles will specify location eligibility.

All candidates can find our Candidate Privacy Statement here

Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection

This role may require occasional travel for company events, team collaboration, or offsites.