Breezeway

Director of Sales, West

Breezeway$120K — $150K *
US-AnywhereRemote in United States
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7-10+ years of B2B SaaS sales experience
  • 3-5 years in a sales management role
  • Strong coaching and people-development skills
  • Experience with high-ACV SMB deals
  • Highly organized and data-driven with forecasting skills
  • Effective cross-functional collaboration
  • Motivated by team and personal growth

Responsibilities

  • Own and exceed revenue targets for West and Central regions
  • Lead and develop a team of 3-5 Account Executives
  • Run weekly deal, pipeline, and forecast reviews
  • Partner with AEs on pricing negotiations and late-stage deals
  • Drive execution across the full sales cycle in an SMB context
  • Translate revenue goals into actionable plans for territory and quotas
  • Continuously improve sales processes using data analysis

Benefits

  • Remote-first work environment
  • Collaborative company culture
  • Opportunities for career growth and advancement
  • Access to company-wide resources and support
  • Engagement with diverse teams across the U.S. and globally
Full Job Description
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. 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.

About Breezeway

Breezeway is a property operations and services platform that helps vacation rental managers build better businesses. The company provides a suite of tools that help managers automate and streamline their operations, including property care and maintenance, housekeeping, inspections, and inventory management. Breezeway's platform integrates with leading property management systems and other vacation rental software, providing a seamless experience for managers and guests alike. The company is headquartered in Boston, Massachusetts.
Learn more about Breezeway
Size
50 employees
Industry
Net Income
-$2 million
Founded
2016
5 Year Trend
+50%
Revenue
$5 million

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