Breezeway
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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 an Account Executive to join our Sales team and play a key role in driving new business growth. The ideal candidate has 2+ years of proven success closing in SaaS sales, thrives in a fast-paced, high-growth environment, and is eager to prospect, build relationships, and close deals with property management companies across the short-term rental and hospitality industry.
You should be comfortable with outbound selling, collaborating closely with SDRs, and willing to travel to key markets and events to get in front of prospects. Experience with field sales or in-market meetings is a plus.
If you’re ambitious, resourceful, and excited to take your SaaS sales career to the next level, we’d love to meet you.
What You’ll Do
- Identify, prospect, and qualify new sales opportunities through a mix of outbound efforts and collaboration with SDRs.
- Manage the full sales cycle from initial discovery through close.
- Conduct tailored product demos and virtual or in-person presentations.
- Partner cross-functionally with Marketing, Implementation, and Success to ensure seamless client onboarding.
- Maintain accurate pipeline data and forecasting within HubSpot.
- Consistently meet and exceed activity, pipeline, and revenue goals.
What You’ll Bring
- 2+ years of SaaS closing experience with consistent quota attainment and 4+ years of sales experience
- Strong outbound and prospecting skills — you’re energized by the hunt.
- Excellent communication, consultative selling, and presentation skills.
- Willingness to travel for events, conferences, and in-market meetings.
- A self-starter mindset with curiosity, resilience, and drive to win.
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.
Ready to apply?
Apply to Breezeway
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.
Ready to apply?
Apply to Breezeway
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 an Account Executive to join our Sales team and have an immediate impact on our exponential growth by selling into the German market. The successful candidate is a smart, energetic, self-motivated person that thrives in a fast-paced environment. Using a consultative approach, you will prospect, build relationships, and help hospitality providers solve operational inefficiencies. If you are hard-working, driven, ambitious, and want to bring your previous sales success to the next level, we’d love to chat with you. We're looking for candidates fluent in both German and English. While this role is fully remote, employees must be located in Spain.
What You’ll Do
- Open and develop the German market from the ground up.
- Own the full sales cycle: prospecting, discovery, demos, negotiation, and closing.
- Build and execute a market entry strategy tailored to Germany
- Identify and qualify new sales opportunities through inbound lead follow-up and proactive outbound prospecting.
- Develop strong relationships with key decision-makers and stakeholders.
- Act as the voice of the German market internally, sharing insights on customer needs, competitors, and positioning.
- Collaborate closely with Marketing, Customer Success, and Product teams.
- Accurately forecast pipeline and revenue.
- Consistently meet and exceed revenue targets.
- Schedule and conduct online product demonstrations and webinars.
- Partner with teams across the business to ensure that expectations set during the sales process are met in delivery.
- Leverage HubSpot (our CRM) to manage all sales activities.
- Understand the competitive landscape and determine how to best position Breezeway in the market.
Who You Are
- Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision-making levels.
- Able to work in a fast-paced, intrapreneurial, and collaborative environment.
- Curious, passionate, and a continuous learner.
- Autonomous, creative, and flexible.
- Committed to Diversity, Equity, Inclusion, and Belonging (DEIB).
What You’ll Bring
- 3+ years of experience in a sourcing or closing SaaS sales role, vacation rental operations, or related industry.
- Native or fluent German (written and spoken)
- Fluent English (company working language)
- SaaS sales experience in the German market
- Proven track record of success in meeting and exceeding goals.
- General technical proficiency with software.
- Experience with HubSpot CRM is a plus.
- Experience working in a startup environment is a plus.
- Proven experience closing deals and managing a full sales cycle
- Strong outbound prospecting skills
- Experience opening new markets or selling in a new territory is a strong plus
- Comfortable working in a fast-paced, scaling environment
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.
Ready to apply?
Apply to Breezeway