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Job Overview
Location
Boston, Georgia, USA
Job Type
Full-time
Category
Software Engineering
Date Posted
November 20, 2025
Full Job Description
đź“‹ Description
- • Own the end-to-end go-to-market strategy for Checkly’s Monitoring-as-Code platform, translating complex technical capabilities into crisp, differentiated messaging that resonates with developers, SREs, and DevOps teams worldwide.
- • Partner daily with Product Engineering from early discovery through GA to shape roadmap priorities, craft positioning, and ensure every feature ships with a launch plan, sales enablement assets, and measurable adoption targets.
- • Build and continuously refine the “Checkly story” within the broader development ecosystem—mapping how synthetic monitoring, alerting, and deep observability fit into CI/CD workflows and modern cloud-native stacks.
- • Drive high-impact product launches that span blog posts, landing pages, webinars, release notes, and community announcements; coordinate design, demand-gen, and field teams to hit awareness, pipeline, and activation KPIs.
- • Produce thought-leadership content that positions Checkly as the opinionated voice on reliability: technical whitepapers, benchmark reports, customer case studies, and conference talks that elevate our brand and fuel inbound interest.
- • Own competitive and market intelligence—run win/loss interviews, track analyst reports, and surface insights that sharpen pricing, packaging, and roadmap decisions.
- • Create persona-based messaging frameworks, battlecards, and demo scripts that arm Sales and Customer Success to articulate value, overcome objections, and accelerate deal velocity.
- • Establish and evangelize metrics-driven marketing: define OKRs for every launch, instrument dashboards in HubSpot and product analytics, and iterate rapidly based on funnel data.
- • Lead cross-functional “squad” rituals—stand-ups, retros, and async updates—to keep Product, Marketing, Sales, and CS aligned on timelines, deliverables, and customer feedback loops.
- • Champion the voice of the customer globally; synthesize NPS comments, GitHub issues, and Slack community chatter into actionable insights that improve product-market fit and retention.
- • Mentor junior PMMs and contractors, setting high standards for storytelling, project management, and data hygiene in a fully remote, async-first culture.
- • Experiment with new channels—developer newsletters, podcasts, Twitch streams, and open-source partnerships—to reach untapped audiences and drive exponential growth.
- • Collaborate with Finance and Leadership to model ARR impact of pricing changes, packaging tiers, and expansion motions, ensuring every initiative ladders up to company-level revenue goals.
- • Represent Checkly at industry events, customer councils, and advisory boards, gathering real-time feedback that feeds back into roadmap prioritization and messaging refinement.
- • Maintain a living product-marketing wiki and asset library so that every team member can self-serve the latest decks, one-pagers, and demo videos without friction.
Skills & Technologies
About Checkly Group Inc.
Checkly offers an application reliability platform that unifies testing, monitoring, and observability into a developer-friendly workflow. They provide uptime and end-to-end monitoring, empowering engineering teams to detect, communicate, and resolve performance issues. Using a Monitoring as Code approach, Checkly allows users to automate their entire monitoring process with tools like Playwright and OpenTelemetry, integrating seamlessly into CI/CD workflows. World-class engineering and SRE teams depend on Checkly to deliver reliable digital experiences, and they provide integrations for Slack, SMS, and more to alert teams when issues arise.
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