Enterprise Account Executive

We are seeking a seasoned, results-driven Account Executive with a proven track record in SaaS and technology sales within the real estate sector. You bring a combination of professional energy, strategic focus, and disciplined execution to every stage of the sales cycle. With a high level of initiative and ownership, you excel at prospecting, building relationships at the executive level, and managing a structured, high-quality pipeline. You are methodical, metrics-oriented, and apply the systematic sales methodology to drive consistency, accuracy, and performance. If you thrive in a fast-paced, enterprise environment and are motivated by delivering measurable impact — we want to connect.

NEEDED ATTRIBUTES

· Aggressively prospect and generate new pipeline, identifying and engaging high-value leads

within the real- estate industry.

· Own the full sales cycle, from first contact through closing, with a strong focus on net new

business generation.

· Apply the systematic sales methodology (i.e. MEDDIC) rigorously to qualify opportunities,

manage complex deals, and maximize win rates.

· Build and nurture deep relationships with decision-makers and influencers at all levels.

· Maintain strict discipline in pipeline management, CRM hygiene, and proactive forecasting to

ensure predictable revenue performance.

· Collaborate cross-functionally with marketing, customer success, and product teams to optimize

the customer journey and maximize conversion rates.

· Consistently meet and exceed monthly, quarterly, and annual sales targets.

REQUIREMENTS:

· 3-5 years of successful SaaS/technology sales experience, with a strong focus on the real estate

industry.

· Experience closing enterprise deals of 250k (100k+) and above.

· Experience with multi-year enterprise agreements.

· Experience working with CRM systems (Salesforce preferred) and modern sales engagement

tools.

· Strong proficiency in working according to a defined sales methodology (i.e. SPICED with

experience implementing it across a sales organization.

· Demonstrated excellence in high-activity prospecting, pipeline creation, and relationship

management.

· Highly methodical and disciplined approach to managing a dynamic sales process and

maintaining forecasting accuracy.

· Exceptional communication, negotiation, and closing skills.

· Experience working with CRM systems (Salesforce preferred) and modern sales engagement

tools.

· ADVANTAGE Experience selling SaaS solutions into Real Estate or Construction with an

understanding of customer pain points and industry trends.

· Ability to excel in a fast-paced, results-driven environment.

BONUS ATTRIBUTES

· TEAM PLAYER Collaborate closely with the Head of Sales to develop and expand WINT's market

presence, driving aggressive sales growth and strategic initiatives.

· Prior experience in a scaling startup with the ability to build and scale high-performing sales

teams in a fast-paced environment.

· Prior experience working with an international team is a plus.

· Ability to develop and execute successful sales strategies to drive revenue growth.

· Strong technical acumen with the ability to understand complex SaaS products and communicate

their value simply and effectively.

· Exceptional communication, presentation, and negotiation skills for engaging with clients,

partners, and internal stakeholders.

· Demonstrated ability to adapt strategies in response to changing market conditions and

competitive landscapes.

· Ability to thrive in a data-driven, high-accountability environment with a focus on metrics and

forecasting accuracy.

· Alignment with the company's values and culture, with a commitment to upholding its brand

reputation.