Strategic Fixer

Clipboard • San Francisco, CA

13d • Remote

About The Position

Clipboard is hiring a Strategic Fixer to own complex, ambiguous problems for its largest customers and drive them through to resolution. The role involves structuring problems, investigating details, aligning senior stakeholders, and coordinating execution across teams that do not report to the role. Examples include diagnosing payroll integration issues, coordinating engineering fixes, and helping customers recover implementations. The position offers exposure to a range of problems and potential growth paths across Clipboard.

The Strategic Fixer analyzes operational data, researches tools such as AI and automation, improves workflows and procedures, and leads cross-functional projects from planning through execution. The role partners with Operations, Product, Engineering, Customer Success, and other teams.

Requirements

• 2–6 years of experience in a problem-solving role, such as strategy or management consulting, operations, strategy and operations, implementation, customer strategy, or program management.
• Experience solving operational problems through process improvement, workflow design, or building scalable systems.
• Ability to juggle multiple priorities in ambiguous, fast-moving environments.
• Strong analytical skills and comfort using data, such as SQL or Python, to diagnose problems and support decisions.
• Clear written and verbal communication skills, including the ability to explain complex problems simply and align stakeholders from frontline operators to senior leaders.
• High level of ownership and willingness to stay with problems through resolution rather than stopping at recommendations.
• Curiosity, first-principles reasoning, and ability to investigate issues to their root cause.
• Willingness to go to the source by testing features, listening to agent calls, contacting customers, or running workflows.

Responsibilities

• Analyze operational data to identify trends and bottlenecks and develop recommendations to guide business decisions.
• Research and evaluate tools, including AI, automation, and internal systems, and drive adoption to improve operational effectiveness.
• Design processes, workflows, and operating procedures to improve efficiency, quality, and customer experience.
• Lead cross-functional projects and strategic initiatives from planning through execution, partnering with Operations, Product, Engineering, Customer Success, and other teams.
• Take ownership of ambiguous customer and operational problems, investigate root causes, align stakeholders, and drive execution until problems are resolved.

Benefits

• Remote-first flexibility to work from many places.
• Fast-paced startup environment.
• Opportunity to work at a company that values curiosity, independence, and growth.
• Hiring process focused on real-world problem-solving ability rather than credentials alone.
• Opportunity to make a significant impact with customers on both sides of the marketplace.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed