Senior Product Manager II

Lessen is one of the fastest growing companies in the real estate services industry.  Our proprietary technology platform provides clients with portfolio dashboards, the ability to review and approve project estimates, check in on project progress in real time and pay vendors all in one place!  But we aren’t just a tech company.  We are also a property service delivery company offering renovations, turns and maintenance to residential and commercial clients. Lessen recently acquired SMS Assist, an industry-leading facilities maintenance technology and delivery company. The new combined national footprint will serve more than 250,000 properties, facilitate approximately 2.5 million repair and maintenance orders, and complete nearly 20,000 renovation and turn projects per year. Lessen has quickly evolved from exciting startup to valued partner, delivering scalable and turnkey property services to our clients.

Job Summary:

As a Senior Product Manager II , you will play a critical role in shaping the future of Lessen’s field service SaaS product , ensuring that it meets the needs of maintenance vendors and technicians. You will be responsible for leading key features, driving roadmap execution, and collaborating cross-functionally to enhance product stability, efficiency, and user experience. This role requires a mix of strategic thinking, customer empathy, and execution excellence to deliver a best-in-class mobile and web experience for field service professionals.

What You'll Do:

Product Strategy & Execution

- Define and execute the product roadmap for key areas within our field service SaaS platform, aligning with company goals and customer needs.

- Prioritize stability, performance, and user satisfaction, ensuring a seamless experience for field technicians and vendors.

- Own the transition and deprecation strategy for legacy product versions, ensuring a smooth migration to the new platform.

User & Market Research

- Conduct in-depth research with maintenance vendors, technicians, and industry stakeholders to uncover pain points and identify opportunities for improvement.

- Analyze market trends, competitive offerings, and emerging technologies to inform product decisions.

- Work closely with customer success and support teams to address user feedback and enhance overall satisfaction.

Cross-Functional Collaboration

- Partner with engineering, design, and data teams to deliver high-quality features that improve workflow efficiency and operational effectiveness.

- Align closely with sales and marketing teams to ensure strong go-to-market strategies and effective product messaging.

- Collaborate with the Director of Product Management to drive long-term product vision and business impact.

Metrics & Performance Tracking

- Define and monitor key product KPIs, including uptime, adoption rates, feature usage, and user satisfaction .

- Use data-driven insights to iterate and refine product capabilities, focusing on increasing technician productivity and service quality.

Customer Advocacy & Thought Leadership

- Act as a voice of the customer within the organization, ensuring that product decisions reflect real-world needs.

- Champion best practices for user onboarding, training, and change management, particularly during platform transitions.

You Should Have:

Skills & Competencies

- User-Centric Mindset: Passion for improving the daily workflows of maintenance vendors and technicians.

- Technical Fluency: Ability to work closely with engineering teams and understand complex system architectures.

- Data-driven decision-making: Strong analytical skills with experience using metrics, A/B testing, and customer feedback to guide product evolution.

- Project Management: Ability to manage multiple priorities and drive execution in an agile environment.

- Communication & Leadership: Strong storytelling and presentation skills to influence stakeholders across the company.

Experience & Background:

- 6+ years of experience in product management , with at least 3 years working on SaaS products (preferably in field service, maintenance, or operations).

- Strong understanding of mobile and web applications built for field service professionals.

- Proven track record of delivering high-impact, customer-centric product improvements in a fast-paced environment.

- Experience leading product transitions, migrations, or deprecations is a plus.

Compensation:

$115-135K

- Pay is determined by several compensable factors, such as qualifications, skill level, competencies, and work location.

Why Lessen:

· Competitive compensation

· Health, Dental, Vision, Life, Disability options

· 401K retirement savings plan

· Paid vacation, federal and floating holidays

· Maternity/Paternity Pay

· Career advancement opportunities

· All the tools you’ll need to be successful

Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building. Lessen is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.