Director, Project Management

Summary

Join Jiffy.com as their Director of Project Management and become the execution backbone of the company. This high-visibility role reports to the VP of Operations and the Chief of Staff, requiring direct collaboration with the C-suite. You will be responsible for translating company ambitions into actionable timelines and ensuring their successful execution. Key responsibilities include building and maintaining a unified project roadmap, identifying and mitigating risks, creating visibility tools, holding teams accountable, driving executive alignment, and delivering precise reporting. The ideal candidate possesses 7-10+ years of project management experience in high-growth environments, a proven track record of launching cross-functional initiatives, and a deep understanding of eComm, DTC, SaaS, or supply chain operations. A Bachelor's degree, PMP or Prince2 certification, and a detail-oriented approach are essential.

Requirements

• 7–10+ years of project management or operations leadership experience in high-growth, fast-moving environments
• Proven track record launching 10+ cross-functional initiatives with zero timeline slippage
• Experience implementing project planning frameworks in organizations that didn’t have them
• Bachelor’s degree required; PMP or Prince2 certification required; MBA or MEng a plus
• Detail-obsessed – You don’t miss edge cases. You sniff out scope gaps before they become issues
• Milestone absolutist – Nothing lives in the abstract. You assign owners, define dependencies, and track to real deadlines
• Risk radar always on – You catch soft briefs, fake scopes, and phantom timelines before they derail anything
• Escalation fluent – You push up, across, or down when needed—but always with data, control, and optionality

Responsibilities

• Own the master roadmap – Build and maintain a unified, Gantt-level project view across all functions. No ambiguity
• Spot risk early – Identify slippage before projects start. Escalate fast—with context and solutions, not chaos
• Build visibility tools – Create dashboards, timelines, and status briefs that keep leadership informed without having to ask
• Push for real ownership – Hold cross-functional teams (engineering, ops, creative, logistics, marketing) accountable for real, tangible deliverables
• Drive exec alignment – Lead project syncs. Raise the red flag early. Be the one who says “this won’t ship” when no one else will
• Deliver milestone-level execution – Track every task, dependency, and deadline. Surface blockers and drive resolution relentlessly
• Report with precision – Flag structural risks, scope creep, and misalignment clearly to VP of Ops and Chief of Staff

Preferred Qualifications

Deep understanding of eComm, DTC, SaaS, or supply chain operations preferred

Benefits

• Fully remote with occasional meetings in the Whitby office
• Opportunities to grow within the company
• Competitive compensation and employer-paid benefits
• Wellness & Professional Development annual stipends
• Supportive team with proven results
• Perks of getting lots of clothing!