Win Home Inspection - Technical Project Manager

ABOUT THE PROJECT MANAGER ROLE: WIN is looking for a proactive and execution-focused Project Manager 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. KEY RESPONSIBILITIES: - 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. REQUIRED 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. GOOD TO HAVE: - Lead teams from the front with ownership and accountability. - Do not need to be an expert in every technology but should understand systems and workflows well enough to ask the right questions and provide detailed feedback. - Ability to maintain structure while enabling teams to move fast. - Strong communicator who can work effectively across technical and non-technical teams. - Someone who naturally solves problems instead of escalating everything. WHY JOIN US? - 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.