Lessen

Director, Solution Architecture

Full-Time

Remote

$160,000 – $180,000 per year

TLDR

Turn facilities data into client-specific business cases, executive presentations, and practical solutions across multisite portfolios.

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 30,000 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.

Lessen is seeking a consultative, highly analytical leader to help prospective clients understand the operational and financial value of a better approach to facilities management. You'll work across multiple client types and industries — partnering with sales and solution leaders throughout the sales cycle to turn discovery findings and client data into practical solutions, credible business cases, and clear executive value propositions.

This role suits someone equally comfortable in a client's day-to-day operational challenges, a detailed financial model, and a boardroom presentation to senior decision makers.

What You'll Do:

Discovery & analysis

Lead discovery with prospective clients across a range of industries to understand their portfolios, facilities operations, service performance, cost structure, and business priorities.

Analyze work order, spend, vendor, lease responsibility, and other available data to establish a defensible baseline and identify opportunities.

Business case & proposal development

Build client-specific business cases that quantify potential value, state assumptions clearly, and distinguish measurable savings from broader operational benefits.

Develop proposals and executive presentations that connect Lessen's capabilities to each client's priorities.

Help clients evaluate value beyond price — visibility into FM cost and performance, service consistency, risk management, and time returned to local teams.

Sales partnership & enablement

Partner with sales, operations, product, and implementation teams to shape solutions Lessen can deliver.

Support deal strategy and participate in client meetings through evaluation, proposal, and executive review.

Create repeatable models, discovery tools, benchmarks, and value narratives that improve the quality and speed of future pursuits.

What You Need:

Must-haves

5+ years in management consulting, solution consulting, value consulting, corporate real estate, or facilities management.

Exposure to Commercial Facilities Management, spanning both hard services (HVAC, electrical, plumbing, building systems) and soft services (janitorial, landscaping, grounds).

Strong understanding of dispersed, multisite portfolios — how organizations plan, budget, and manage FM operating expenses and capital expenditures across many locations.

Strong financial modeling skills and the judgment to build credible business cases from incomplete or inconsistent client data.

Experience presenting complex findings and recommendations to executive audiences in clear, practical terms.

Advanced Excel and presentation skills.

Strong ability to understand the operational outcomes needed through the client lens, and the ability to challenge the status quo for what is “best”.

Nice-to-haves

Experience in sales enablement — discovery frameworks, value models, proposal content, and presentations that help sales teams engage executive buyers.

Familiarity with BI tools or large operational datasets.

Exposure to healthcare, retail, or other distributed, multi-vertical portfolios.

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.

Benefits

Equity Compensation

401K retirement savings plan

Health Insurance

Health, Dental, Vision, Life, Disability options

Learning Budget

All the tools you'll need to be successful

Paid Parental Leave

Maternity/Paternity Pay

Paid Time Off

Paid vacation, federal and floating holidays

Remote-Friendly

Fully remote role

Lessen

Lessen simplifies property management by providing a technology-driven, comprehensive solution that connects property owners with a vast network of over 30,000 vetted service providers for efficient maintenance and repair services. Targeting both commercial and residential real estate markets, Lessen empowers clients to streamline operations, reduce costs, and ensure timely project completion through a user-friendly platform and a dedicated team of project managers.

Founded: Founded 2020
Employees: 201-500 employees
Industry: real estate
Total raised: $740M raised

Marketplace Real Estate

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Solution Architect