[Hiring] Technical Project Manager @WIN Home Inspection

Role Description

WIN is looking for proactive and execution-focused Project Managers who can drive projects end-to-end, remove blockers quickly, manage timelines efficiently, and ensure strong collaboration across teams. We are looking for someone who can lead from the front, a structured thinker who understands technology well enough to hold teams accountable, provide meaningful feedback, and ensure smooth execution without unnecessary process overhead.

Qualifications

• 5+ years of experience in Project Management, Program Management, or Delivery Management roles.
• Strong expertise in utilizing project management and collaboration tools such as Jira, Confluence, Asana, Trello, and similar platforms for sprint tracking, release management, documentation, and execution planning.
• Experience managing SaaS-based, cloud-driven, and AI-powered products/projects.
• Strong understanding of software development lifecycle and agile execution processes.
• Hands-on experience managing teams working on AI-driven products, integrations, or intelligent automation workflows.
• Excellent stakeholder communication and coordination skills.
• Strong problem-solving, planning, and organizational abilities.
• Ability to manage multiple projects, teams, and shifting priorities simultaneously.
• Structured thinker with strong process orientation and execution mindset.
• Ownership mentality with high accountability and bias for action.
• Strong work ethic, integrity, and collaborative mindset.
• Willingness to learn and adapt to evolving technologies and workflows.

Requirements

• Organize and manage end-to-end execution of multiple SaaS-based projects and priorities with strong ownership.
• Define project scope, timelines, deliverables, dependencies, and responsibilities across teams.
• Collaborate closely with product, engineering, design, QA, and business teams to ensure smooth execution.
• Define and manage project roadmaps in coordination with stakeholders and development teams.
• Drive day-to-day project execution and ensure timely delivery across all phases.
• Identify blockers, risks, and operational gaps proactively and ensure timely resolution.
• Maintain and manage release sheets, sprint trackers, project documentation, and status reports.
• Communicate project progress, timelines, dependencies, and risks clearly to stakeholders and leadership.
• Facilitate effective collaboration and alignment between cross-functional teams.
• Lead project planning meetings, sprint reviews, stand-ups, and delivery discussions.
• Ensure accountability across teams through regular follow-ups and structured execution processes.
• Review workflows, suggest process improvements, and implement best practices in project planning and execution.
• Take a hands-on approach when required by diving deep into solutions.
• Ensure teams follow quality standards, security practices, and scalable execution methodologies.
• Balance execution speed with quality and operational efficiency.

Benefits

• High-energy team enthusiastic about disrupting a massive industry.
• Highly inclusive and collaborative culture built on mutual respect.
• Focus on core values, initiative, leadership, and adaptability.
• Strong emphasis on personal and professional development.
• Opportunity to build AI-first products that create real business leverage.
• Flexibility to work remotely.