GTM Engineer

Plane’s mission is to build the infrastructure the world’s work runs on. We want teams to move faster without losing context, and organizations to retain the flexibility and control they need. Our team is building that work infrastructure as an open, adaptable platform for projects, knowledge, and requests—simple enough for any team to adopt and dependable enough for organizations to build on.

Plane began in public on [GitHub](https://github.com/makeplane/plane) at the end of 2022. Since then, it has grown from an open-source project into a work management platform used by teams around the world. Organizations can use Plane as a managed Cloud service, run it on their own infrastructure, or deploy it inside fully isolated environments. Building in the open keeps us close to users and raises the standard for what we ship.

We believe the future of work will be shaped by people and agents working together. That makes shared context, explicit state, durable history, and accountable action more important—not less. Plane exists to make that future useful, legible, and within the organization's control.

Plane is backed by OSS Capital and built across San Francisco and Hyderabad. We work in small, collaborative teams, stay close to users, and care about both the visible product experience and the unglamorous details that make software dependable. People own problems end to end and add process only when it helps the work.

We are still early. If you want to help define what work infrastructure becomes—and build software that teams can make their own and organizations can depend on—we'd like to hear from you.

The Marketing team at Plane owns two key outcomes:

• Self-serve (PLG) revenue

• Qualified pipeline for Sales (PQLs / inbound conversions)

We work closely with:

• Product Management (roadmaps, packaging inputs, releases, adoption)

• Product Design (product narratives, UX-led messaging, launch assets)

• Engineering (product telemetry, data access, shipping reality, constraints)

• Sales (mid-market + enterprise evaluation, objections, enablement)

• Community (open-source adoption, trust, credibility, distribution)

Outbound at Plane is not spray-and-pray. It is a precision system, and this role builds it.

This is Plane's first dedicated GTM hire, and you will build the function from the ground up. You own the outbound engine end to end, building systems and AI agents that turn an ICP definition into qualified meetings on the calendar. You work fluently with LLM providers like Anthropic and OpenAI, wire them into your outbound stack, and build custom systems whenever off-the-shelf tools fall short.

The craft here is cold outbound done well: strong data, real personalization, healthy email authority, and sequencing that earns replies. The audience is unforgiving. Plane sells to engineering, product, and IT teams, and to buyers with real compliance and self-hosting needs. These people delete generic outreach on sight. Your job is to make outbound specific enough, timed well enough, and relevant enough that a skeptical technical buyer replies.

This role moves fast and assumes fluency across the modern outbound stack from day one. You should be experienced and comfortable with:

• Data and enrichment: Clay or an equivalent orchestration platform

• Cold email and sequencing: multichannel cold email tools and LinkedIn outreach such as HeyReach

• Email authority and deliverability: domains, warmup, rotation, SPF, DKIM, DMARC, and sender reputation

• AI: LLM providers like Anthropic and OpenAI, and building agents or systems on top of them

• CRM: HubSpot

Outbound systems and list building

• Turn ICP definitions into targeted account and contact lists

• Source, scrape, and structure prospecting data from multiple providers

• Own the full path from raw list to live sequence, and keep it clean

• Segment by fit, signal, and deployment motion (Cloud, Self-hosted, Air-gapped)

Data and enrichment

• Build enrichment pipelines in Clay and similar tools that maximize coverage and minimize cost per record

• Use AI to research accounts and generate qualification and personalization inputs

• Integrate your data layer with the CRM and sequencing tools through native connectors and APIs

• Guard data quality: catch bad fits, dead emails, and duplicates before they reach a sequence

Cold email and sequencing

• Build multichannel cold email and LinkedIn sequences (email plus tools like HeyReach) that read as written by a human

• Engineer personalization at scale using enrichment and signal, not mail-merge tokens

• Run structured experiments on copy, cadence, channel mix, and offer

• Keep volume and relevance in balance so reply rates hold as you scale

Email authority and deliverability

• Own sender reputation across every domain and inbox you run

• Set up and maintain domains, warmup, rotation, SPF, DKIM, and DMARC

• Monitor bounces, spam placement, and blocklists, and fix problems before they compound

• Protect the primary domain by isolating cold sending infrastructure

AI, agents, and systems

• Use LLMs from Anthropic, OpenAI, and others to research accounts and personalize at scale

• Build agents and custom systems when off-the-shelf tools cannot do the job

• Hold a high relevance bar for a technical audience that punishes generic outreach

• Turn repetitive outbound work into systems that run without you

Signal-based prospecting

• Turn Plane's signals into trigger-based plays: GitHub activity, Docker pulls, self-host installs, community engagement, funding, hiring, and tech-stack changes

• Build sequences that fire when an account shows intent, not on a fixed calendar

• Prioritize accounts by likelihood to buy, not by list order

CRM sync and handoff

• Keep the CRM clean and in sync with your data and sequencing layers

• Route positive replies to Sales with full context and no delay

• Instrument attribution from sequence to reply to meeting to pipeline

Measurement

• Track reply rate, positive reply rate, meetings booked, pipeline created, and cost per meeting

• Report what works, for which segment, at what cost

• Kill what underperforms and scale what converts

• Book qualified meetings and pipeline from outbound, repeatably.

• Keep email authority and reply rates healthy as volume grows.

• Make personalization that gets replies from technical buyers, not spam complaints.

• Build outbound systems and agents that scale without quality dropping.

• 2 to 5 years running cold outbound or GTM engineering in B2B SaaS.

• Proven, hands-on experience with the tools listed above, used to ship real campaigns.

• Strong grasp of email authority and deliverability: domains, warmup, SPF, DKIM, DMARC, and sender reputation.

• Comfort building with LLM providers like Anthropic and OpenAI, and wiring agents or systems into the stack.

• Comfort with data and light automation: SQL, no-code tools, APIs, and enough code to connect systems.

• A feel for what makes a message land: ICP, positioning, timing, and offer.

• Experience with open-source, open-core, self-hosted, or developer-facing products.

• Outbound experience selling to engineering, product, or IT buyers.

• Signal-based or intent-based outbound at scale.

• Built AI agents in production, not just prompts in a playground.

• Depth in deliverability engineering across many domains and inboxes.