Hiring: Senior Technical Project Manager, Engineering Company: Fleetio Location: United States Job Posted Time: 2026-09-10 12:47:40 Employment Type: Contract / Remote Target Skills & Keywords : Project Management, Rails, Risk Management, SaaS About the job Experience: •7+ years of technical project or program delivery experience, with at least 3 years operating at a senior level. •Proven ability to run multiple complex projects in parallel across cross-functional teams. •Demonstrable track record of building broad stakeholder alignment and trust from scratch, including regular reporting to and interaction with executive leadership. •Strong technical fluency: able to facilitate architecture and integration trade-off discussions, manage technical dependencies, and hold your own in rooms with senior engineers and technical customer stakeholders. •Excellent written and verbal communication, with the ability to tailor project status, risk, and impact to any audience from engineers to executives. Required Skills: •Serve as the founding project manager for the Engineering organization, standing up project cadence, tracking, and reporting practices from day one. •Drive delivery of Solutions Engineering projects for our most strategic enterprise accounts — custom plans, integrations, and statement-of-work-based engagements involving internal engineers, external contract engineers, or a blend of both. •Facilitate successful statement of work inception: ensure the right people are in the room for scoping, deliverables, estimation, and milestone definition, and hold the project accountable to what was committed. •Support Platform Engineering initiatives with the same delivery discipline: milestone tracking, dependency management, risk management, and clear stakeholder communication. •Deliver weekly business updates to executive and senior leadership across product and engineering, including the VP of Engineering and directors. •Partner closely with Customer Success and Solutions Consulting — the customer-facing owners of day-to-day relationships — to drive clear expectations, well-organized asks, and strong business cases; join customer calls directly when brought in. •Establish and maintain a clear communication plan for every project so no stakeholder is left guessing. •Assess our project management tooling, work effectively around gaps while they exist, and make recommendations on how to set up our tooling for long-term success (with support teams available for configuration). Qualifications: •This role reports to the VP of Engineering. Compensation: •Flexible work environment (work from home / hybrid options) •Multiple health/dental coverage options (100% coverage for employee, 50% for family) Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!