Role overview

Qualifications

7–10+ years of experience in B2B SaaS sales, with at least 3–5 years in a sales management role
Proven track record coaching and developing Account Executives while achieving revenue targets
Strong data-driven forecasting discipline with experience in territory design, quota allocation, and segment-specific operating plans
Based in the Central or West time zone to align with team and customers

Responsibilities

Own and deliver West and Central revenue targets across a team of 3–5 Account Executives, consistently meeting or exceeding goals
Lead, coach, and develop AEs with clear performance expectations and repeatable paths to success
Run weekly deal, pipeline, and forecast reviews; partner with AEs on late-stage deals, pricing, negotiations, and participate in customer and executive-level conversations as needed
Drive end-to-end sales in a high-velocity SMB motion, and collaborate with Marketing, RevOps, CS, and Product to improve pipeline quality, onboarding readiness, and forecast accuracy

Key facts

Remote from: United States
Full time
Expert & Leadership (>10 years)
English

Hard skills

Forecasting Management Sales Management Sales Management Business Communication Data-Driven Decision Making Sales Management Contract Management Account Management Pricing Strategies Sales Planning Cartography Marketing Resource Allocation Performance Management Epic Clarity Strategic Management Continuous Improvement Process

Other skills

Action Oriented
Accountability
Collaboration
Leadership
Decisiveness
Results Focused
Relationship Building
Coaching

About the company

Breezeway

Breezeway’s property operations platform helps coordinate, communicate, and verify detailed work at properties, and deliver the best service experience to guests and homeowners. Breezeway’s software and mobile apps have facilitated over 30M property tasks and helped thousands of short-term rental operators and hospitality professionals meet detailed service standards. Combining deep learning technology, robust property data, smart messaging, and mobile-first task management, Breezeway is bringing service optimization to the property management space. Created by the founder of FlipKey (acquired by TripAdvisor), the Breezeway team is building the future of property care and service.

Company details

Company size51 - 200

Links

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Job description

Breezeway’s award-winning property operations and experience platform helps coordinate, communicate, and verify detailed work at properties. Powering over 55M property care tasks, Breezeway helps thousands of short-term rental managers and hospitality operators increase operational efficiency and boost service revenue while eliminating manual work and elevating the experience at each property.

What We’re Looking For

Breezeway is hiring a Director of Sales, West to own and scale our West and Central sales organization. You'll be stepping into an established team of 4–5 Account Executives and taking full accountability for revenue performance across the West and Central regions.

This is a hands-on leadership role. The ideal candidate is a high-performing SaaS sales leader ready to step into full ownership of a revenue number — someone equally comfortable coaching reps, running deals, forecasting the business, and building the foundation for the next stage of sales leadership as the team scales. Candidates should be based in the Central or West time zones to align with their team and customers.

What You’ll Do

Own and deliver West and Central revenue targets, consistently meeting or exceeding monthly, quarterly, and annual goals across a team of 3–5 AEs.
Lead, coach, and develop Account Executives, setting clear performance expectations, running consistent coaching rhythms, and building repeatable paths to success.
Stay hands-on in the business, including:
- Running weekly deal, pipeline, and forecast reviews
- Partnering with AEs on late-stage deals, pricing, and negotiations
- Joining customer calls and executive-level conversations as needed
Drive execution across the full sales cycle, primarily in a high-velocity SMB motion.
Translate company revenue goals into execution, including territory design, quota allocation, and segment-specific operating plans for West and Central markets.
Partner closely with Marketing, RevOps, Customer Success, and Product to improve pipeline quality, conversion rates, onboarding readiness, and forecast accuracy.
Continuously evaluate and improve sales process and pipeline health, using data to identify gaps, course-correct quickly, and drive predictable performance.
Hire, onboard, and ramp top sales talent, working closely with the People team as the organization scales.
Build a high-performance sales culture rooted in accountability, trust, clarity, and continuous improvement.

Who You Are

7–10+ years of experience in B2B SaaS sales, with at least 3–5 years in a sales management role
A people-first, performance-driven leader who enjoys coaching and developing AEs while holding a clear bar for results.
Comfortable operating at both the strategic and day-to-day execution levels.
Experienced supporting multi-stakeholder, higher-ACV SMB deals and helping reps navigate pricing and negotiation conversations.
Highly organized and data-driven, with strong forecasting discipline.
Collaborative and effective working cross-functionally.
Action-oriented, decisive, and focused on outcomes.
Motivated by growth — both for your team and for your own leadership trajectory.
Based in the Central or West time zone to support West and Central customers and align with your team's working hours.

Breezeway is an equal opportunity employer and prohibits discrimination based on race, color, religion, sex, national origin, age, disability, genetic information, or any other protected status. We embrace diversity and are committed to creating an inclusive workplace. We believe that respect fosters open-mindedness and curiosity, enabling us to gain valuable perspectives from our teammates, the market, and our clients. All qualified applicants will receive consideration for employment without regard to these factors. If you need accommodation during the application process, please let us know.

We're a remote-first company with team members across the U.S. and globe, but we currently hire only in the following states and countries.

Countries: US and Spain
United States: Arizona, Arkansas, California, Connecticut, Florida, Georgia, Idaho, Illinois, Maine, Massachusetts, Michigan, Missouri, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Utah, Vermont, Virginia, Washington, and Wisconsin.