Product Manager

CloudSquad is looking for a hands-on Product Manager to help shape and deliver AI-powered products for a rapidly growing real estate accounting firm based in the U.S. You will be joining a high-impact delivery team focused on improving operational efficiency, reducing churn, and unlocking new product capabilities through automation and applied AI. Your work will directly influence business-critical products and initiatives such as:
A multi-tenant web portal for operational workflows and analytics
AI-powered financial analysis and anomaly detection
Client communication intelligence (calls, emails, sentiment analysis)
Workflow automation across accounting, operations, and client management systems
Responsibilities Own product discovery, prioritization, and delivery of new platform capabilities across multiple product areas.
Translate business needs into clear product requirements, user stories, tickets, and sprint goals for engineering teams.
Collaborate closely with engineering and business stakeholders to define solutions that balance user value, feasibility, and speed of execution.
Drive end-to-end product development for AI-powered features, including workflow automation, conversational analysis, and operational intelligence.
Define and improve product workflows, UX, and information architecture to simplify complex operational processes.
Leverage AI tools to accelerate product research, documentation, requirement generation, analysis, and decision-making.
Coordinate delivery across multiple workstreams, ensuring clear communication and smooth execution in an async-friendly environment.
Support sprint planning, product alignment, and stakeholder communication to maintain momentum across fast-moving initiatives.
Collaborate with leadership to shape roadmap priorities and validate product direction through iterative experimentation.
Analyze user feedback, operational pain points, and business metrics to identify opportunities for product improvement and churn reduction.
Act as a bridge between users and engineering by supporting users through Slack, resolving blockers, and identifying product improvement opportunities.
Schedule and lead user feedback sessions to uncover operational pain points, validate product decisions, and improve adoption.
Requirements
Must-Have:
3+ years of experience in Product Management delivering software products.
3+ years of Project Management experience coordinating cross-functional initiatives.
Demonstrated hands-on use of AI tools for Product Management workflows (e.g., research, requirement writing, analysis, prioritization, prototyping).
Experience translating ambiguous business needs into actionable product requirements and engineering deliverables.
Strong product thinking with the ability to balance user needs, business priorities, and technical constraints.
Excellent communication skills (English, async-friendly).
Strong ownership mindset and ability to work independently in a fast-moving environment.
Nice-to-Have: Experience working closely with engineering teams in technical product environments.
5+ years of software development experience or a strong technical background working closely with engineering teams.
Design experience (UX/UI, prototyping, information architecture, or product design thinking).
Familiarity with AI-powered products, automation systems, or operational tooling.
Experience in B2B SaaS, accounting, fintech, proptech, or operational platforms.
What You'll Get A front-row seat in building applied AI features that directly replace manual work.
Opportunity to own product direction from idea → delivery → adoption.
Work alongside a lean, senior team driving a platform with potential to scale to 10,000+ users.
Help define CloudSquad’s product delivery playbook for AI-powered operational systems.
Join a project with founder-level buy-in, budget, and momentum.