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Upwork

via Wellfound

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Senior Project Manager – Product Development Systems & Execution (ClickUp / Jira / Similar)

Anywhere
Contract
Posted 1/23/2026
Verified Source
Key Skills:
Project management systems design
Cross-functional team leadership
Task and dependency management

Compensation

Salary Range

$120K - 200K a year

Responsibilities

Design and implement scalable project management systems, take ownership of ongoing projects, and ensure timely delivery and reporting.

Requirements

Requires 5+ years managing complex product development projects, experience designing PM systems from scratch, managing thousands of tasks, and strong communication skills.

Full Description

Overview We are seeking an experienced, execution-driven Project Manager to design, implement, and run a scalable product-development project management system and to take ownership of ongoing execution, reporting, and cadence across multiple active engineering programs. This is not a coordinator role. This role requires systems thinking, strong judgment, and the ability to take over partially completed projects and drive them to completion. Scope & Context ~20 contributors across engineering, design, operations, and leadership 3–4 concurrent product development projects ~1,000 distinct tasks per project Current state: 1 project ~75% complete 1 project ~25% complete 1–2 new projects launching in the next few months You will be expected to inherit, stabilize, and improve in-flight work while building a repeatable framework for future projects Key Responsibilities Design and implement a scalable project management system (tool + structure + cadence) Take ownership of in-flight product development projects Build and maintain: Task hierarchies and dependencies Cross-functional ownership models Executive-level dashboards and reporting Run weekly execution cadence and monthly leadership reporting Identify risks, bottlenecks, and schedule threats early and decisively Enforce clarity, accountability, and momentum without micromanagement Required Experience (Non-Negotiable) 5+ years managing complex, cross-functional product development projects Demonstrated experience designing PM systems from scratch Experience managing hundreds to thousands of tasks Experience taking over partially completed or distressed projects Strong written and verbal communication with technical and executive audiences Tools Strong experience with one or more of the following: ClickUp Jira Asana / Monday (advanced use only) Tool choice is open, but you must be able to justify your recommendation Not a Fit If You are primarily a task tracker or coordinator You have not managed product development or engineering programs You are learning PM tools for the first time You prefer highly defined environments over ownership and ambiguity To Apply (Required) Please answer the following: Describe a project management system you designed from scratch. What worked and what didn’t? How would you take over a product development project that is ~75% complete but behind schedule? Which tools have you used to manage 500+ task projects, and how did you structure them? Engagement Contract / fractional to start Immediate start Expectation of a 30–45 day trial period with clear success criteria

This job posting was last updated on 1/30/2026

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