Job Description
The Vice President Customer Solutions & Business Impact is responsible for leading the strategy execution and evolution of Lessen's customer solutioning function ensuring customers realize measurable value from our technology services and nationwide vendor network. This executive leader serves as the bridge between customer needs operational excellence product innovation and business outcomes. The VP will oversee solution design business consulting value realization and strategic customer initiatives. Working closely with Sales Customer Success Operations Product and Executive Leadership this role will help customers transform their property operations while driving growth retention and long-term partnerships.
This role will be a hybrid position located in Chicago IL or Scottsdale AZ.
What You'll Do:
- Lead the strategy and execution of customer solutions that drive measurable business outcomes and operational improvements.
- Partner with customers and internal stakeholders to align Lessen's capabilities with customer goals and long-term success.
- Develop and implement frameworks to measure communicate and maximize customer value and ROI.
- Serve as a trusted advisor to executive stakeholders helping customers optimize property operations at scale.
- Build develop and lead a high-performing team focused on customer solutions value realization and business impact.
- Collaborate across Sales Customer Success Operations Product and Finance to deliver exceptional customer experiences and outcomes.
- Translate customer feedback industry trends and business insights into recommendations that influence product and operational strategy.
- Support strategic growth initiatives by demonstrating the business value of Lessen's solutions.
- Establish scalable processes tools and metrics that drive efficiency customer satisfaction retention and expansion.
- Champion continuous improvement and innovation to enhance customer outcomes and strengthen long-term partnerships.
You Should Have:
- Bachelor’s Degree required
- 10+ years of leadership experience in customer solutions consulting business transformation operations customer success or related fields.
- 5+ years leading high-performing customer-facing teams.
- Proven track record of driving measurable business outcomes and customer value.
- Strong executive presence with experience influencing and presenting to senior stakeholders.
- Experience leading cross-functional initiatives across revenue operations product and customer organizations.
- Demonstrated ability to build scalable customer engagement programs and leverage data to drive strategic business decisions.
- Experience in PropTech facilities management field services construction technology or related industries.
- Background in consulting operational transformation customer strategy or enterprise SaaS environments.
- Experience developing ROI methodologies business cases and executive-level value reporting.
- Written Communication – Advanced
- Verbal Communication & Executive Presence – Advanced
- Strategic Analysis – Advanced
- Negotiation & Influencing – Advanced
- Process Improvement & Operational Excellence – Advanced
- Problem Solving & Decision Making – Advanced
- Cross-Functional Leadership – Advanced
- Customer Relationship Management – Advanced
Skills Required
- Bachelor's degree
- 10+ years leadership experience in customer solutions consulting business transformation operations or related fields
- 5+ years leading high-performing customer-facing teams
- Proven track record driving measurable business outcomes and customer value
- Experience influencing and presenting to senior stakeholders with strong executive presence
- Experience leading cross-functional initiatives across revenue operations product and customer organizations
- Ability to build scalable customer engagement programs and leverage data for strategic decisions
- Experience in PropTech facilities management field services construction technology or related industries
- Background in consulting operational transformation customer strategy or enterprise SaaS
- Experience developing ROI methodologies business cases and executive-level value reporting
- Advanced written and verbal communication executive presence negotiation strategic analysis and cross-functional leadership skills
What the Team is Saying
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Lessen LLC Compensation & Benefits Highlights
- Leave & Time Off Breadth—Flexible or 'unlimited' PTO and paid parental leave are highlighted with volunteer time also appearing in the package. Feedback suggests time‑off options are a meaningful element particularly for exempt roles.
- Healthcare Strength—Medical dental and vision coverage are paired with on‑demand counseling/EAP and wellness resources. Feedback suggests the core health offering is solid and broadly aligned with market norms.
- Wellbeing & Lifestyle Benefits—Perks include pre‑tax commuter options pet insurance and wellness programming with some roles noting home‑office stipends. Feedback suggests these extras add breadth beyond the basics.
Lessen LLC Insights
What We Do
Lessen is the tech-enabled end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors owners managers and service providers. The company leverages a network of over 30000 vetted qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen LLC is a venture-backed privately held company with offices in Scottsdale and Chicago. To learn more visit Lessen.com.
Why Work With Us
We make caring for and improving properties simpler faster better. Powered by tech and perfected by people we deliver best-in-class transformational solutions to deliver assets to market faster keep businesses up and running and improve customer and resident experiences. We're property services simplified.
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Lessen LLC Teams
Lessen LLC Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
At Lessen managers decide how teams work best—office home or hybrid. We value flexibility connection and outcomes investing in tools that keep everyone aligned and focused on delivering great results together.
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Date Posted
07/05/2026
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