Product Manager, Workload Connectivity

Tailscale

. Own the vision, strategy, and roadmap for Workload Connectivity, including Kubernetes, ephemeral workloads, agent connectivity, and cloud integrations .

Posted 11/6/2026full-timeRemote • United StatesSeniorLead💰 $177,000 - $221,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in product management for developer-facing infrastructure, with a strong focus on Kubernetes, cloud-native technologies, and workload connectivity. Proven ability to drive product strategy, roadmap, and measurable business impact while collaborating with cross-functional teams.

Highest-signal resume keywords

Product ManagementKubernetes ExpertiseCloud-Native InfrastructureDeveloper-Facing ProductsWorkload Connectivity

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

KubernetesCloud PlatformsCI/CD SystemsInfrastructure AutomationWorkload IdentityAPIsNetworkingProduct StrategyPricing ModelsTechnical Writing

Soft Skills

Commercial JudgmentCross-Functional LeadershipCustomer Insight

Tools & Technologies

TailscaleContainersDeveloper Tooling

Industry Keywords

Cloud IntegrationsEphemeral WorkloadsAgent ConnectivityMonitoringTroubleshooting

Tech Stack

Tools & technologies

CloudKubernetes

About the role

Key responsibilities & impact

Own the vision, strategy, and roadmap for Workload Connectivity, including Kubernetes, ephemeral workloads, agent connectivity, and cloud integrations
Make Tailscale a natural part of Kubernetes infrastructure and enable secure connectivity to and from clusters
Enable CI/CD runners, containers, and automated jobs to connect securely at scale
Enable AI agents to securely connect to required tools, services, and private infrastructure
Make Tailscale easy to deploy and operate within cloud platforms and infrastructure tools
Define how Workload Connectivity is packaged, measured, and monetized as a standalone line of business
Define the end-to-end developer experience for connecting workloads, from authentication and deployment through monitoring and troubleshooting
Drive the Kubernetes operator roadmap and establish reference architectures and integrations for common cloud-native connectivity patterns
Develop workload connectivity pricing and packaging with product, engineering, operations, and go-to-market teams
Define and own success metrics for workload adoption, activation, retention, and revenue
Build customer insight by working directly with developers, platform engineers, and infrastructure teams
Collaborate across product teams on identity, access controls, networking, and developer tooling
Work with engineering, design, and go-to-market teams from first integration through production deployments at scale

Requirements

What you’ll need

7+ years in product management
Experience owning developer-facing infrastructure products such as cloud platforms, Kubernetes tooling, CI/CD systems, or developer platforms
Strong technical fluency in cloud-native infrastructure, including Kubernetes, containers, networking, infrastructure automation, and workload identity
Experience building products for developers and platform engineers
Strong appreciation for APIs, documentation, and operational experience
Demonstrated ability to own a product area end to end, from strategy and roadmap through launch, adoption, and measurable business impact
Strong commercial judgment and ability to turn technical capabilities into differentiated products and sustainable revenue
Ability to work directly with sophisticated technical customers and lead cross-functional teams through ambiguity
Experience with usage-based pricing for developer infrastructure products (nice to have)
Hands-on Tailscale experience, particularly with Kubernetes or machine-to-machine connectivity (nice to have)
Public technical writing, conference talks, or open-source contributions (nice to have)

Benefits

Comp & perks

An inclusive, flexible environment where you can be your authentic self
Competitive total compensation package including base salary, equity incentive plan, and variable commission for quota-based roles
Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for you and your family
Remote-first work environment with flexible work arrangements
Virtual and in-person social events
Corporate co-working program through WeWork or similar spaces
Employer-funded retirement contributions matching contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation
Annual company retreat and team off-sites
$1500 USD annually for professional development
Mentorship, coaching, and internal promotion opportunities
Flexible paid time off
Company-owned laptop (Mac or PC)
Monthly home internet reimbursement
$500 USD home office workstation customization allowance
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
Accessible and inclusive hiring process with accommodations available