Senior Product Manager

Inside Real Estate is a fast-growing, independently-owned real estate software firm that serves as a trusted technology partner to over 500,000 top brokerages, agents, and teams. Their branded portfolio, Bold Trail, includes Bold Trail (Front Office), Bold Trail Back Office and Bold Trail Recruit, solutions that create a complete tech ecosystem for clients, and deliver seamless end-to-end operations to scale success at any level.

With an accomplished leadership team and its talented staff, Inside Real Estate brings the resources, scale, and vision to deliver ongoing innovation and success to their growing customer base.

We are seeking a Senior Product Manager who is passionate about simplifying complex workflows and delivering intuitive product experiences that drive user engagement and business growth. You’ll bring a customer-first mindset and a data-driven approach to prioritize what matters most—balancing user needs with measurable business outcomes. This role is ideal for someone who thrives at the intersection of user experience, product strategy, and execution, with a particular focus on delivering impactful web and mobile experiences.

You’ll lead with clear objectives and key results (OKRs) to keep the team focused on outcomes that matter.

Responsibilities:

• Own and drive product strategy for AI-powered mobile and next-generation workflow experiences across the Bold Trail platform, with a focus on accelerating time-to-value, adoption, and customer satisfaction.
• Lead customer discovery through qualitative and quantitative research to identify friction points, unmet needs, and opportunities to simplify complex workflows.
• Define and manage the roadmap for your product areas, ensuring priorities align with customer needs, business outcomes, and technical feasibility.
• Own and drive key results (KRs) aligned to company-wide OKRs set by the executive team. This includes defining success metrics, tracking progress, and keeping cross-functional teams aligned and accountable.
• Partner closely with design, engineering, and QA to deliver high-quality web and mobile experiences that drive meaningful engagement and business results.
• Apply experimentation and A/B testing to validate hypotheses, optimize experiences, and iterate quickly based on data and learning.
• Collaborate with go-to-market teams (Customer Success, Sales, Product Marketing) to ensure successful launches, user onboarding, and feature adoption. Serve as a connective force across teams, aligning stakeholders around clear problems, priorities, and success metrics.
• Champion a customer-first, outcomes-oriented approach, ensuring user needs are consistently represented in product decisions.

Qualifications:

• 5+ years of hands-on product management experience in B2B or SaaS environments, with a focus on driving product adoption, user engagement, and customer value through data-informed decisions.
• Proven track record of leading products or major features from concept to launch—defining problems, setting success metrics, and delivering measurable results.
• Strong experience designing and evolving multi-persona, workflow-driven products (e.g., CRM).
• Experience shipping and optimizing mobile and web product experiences, using analytics to inform decisions and improve usability.
• Highly customer-obsessed and insights-driven, with experience turning user feedback and behavioral data into product improvements that enhance engagement and business impact.
• Skilled in experimentation and optimization, including A/B testing and iterative delivery to validate assumptions and improve outcomes over time.
• Experience working with mobile and web product analytics to drive optimization and user experience improvements.
• Strong collaboration and communication skills, with the ability to work cross-functionally and influence without formal authority.
• Excellent problem-solving skills, attention to detail, and ability to manage multiple projects in parallel.
• Domain knowledge in residential real estate is a plus, but not required—curiosity and a passion for learning our space is essential.
• Experience working with data tools such as Amplitude, Tableau, SQL, or similar is preferred.

We…