Commercial Sales Executive

About the role

Windward Consulting is an Elite ServiceNow Partner that delivers real-world Service Reliability solutions. This role involves driving value creation, retention, and expansion across mid-to-large enterprise accounts.

Responsibilities

• Develop and execute growth strategies for medium and large enterprise accounts.
• Build deep understanding of client priorities and translate them into meaningful Windward opportunities.
• Strengthen executive relationships to drive retention, expansion, and long-term partnership value.
• Lead account planning and territory strategy with disciplined pipeline and forecast management.
• Navigate complex buying cycles, negotiate agreements, and close services engagements.
• Cook up internal teams—including Pre-Sales, Delivery, and Executive leadership—to support customer needs and strategic pursuits.
• Stay current on competitive trends and market movements within the ServiceNow and enterprise services ecosystem.

Requirements

• 7+ years of consultative sales experience in high-technology services, ideally within the ServiceNow, ITSM/ITOM, or Enterprise Management space.
• Demonstrated success selling into mid-to-large enterprises with consistent C-suite engagement.
• Strong executive presence and business acumen, with the ability to diagnose enterprise challenges and shape integrated solutions.
• Proven track record of $3M–$5M+ in annual consulting revenue through a mix of net-new wins and account expansion.
• Expertise in managing complex, full-lifecycle sales motions and building compelling, value-driven business cases.
• Deep understanding of enterprise industry verticals relevant to the assigned territory.
• Skilled in delivering high-impact presentations and leading executive-level discussions.
• Proficiency with CRM and pipeline management tools (Salesforce preferred).

Qualifications

• A strategic, consultative sales professional who builds strong, trust-based relationships.
• Motivated, intellectually curious, and consistent in delivering on commitments.
• Confident engaging across all levels of an organization, from technical teams to the C-suite.
• Passionate about technology, transformation, and driving meaningful client outcomes.
• A collaborative team member who exemplifies Windward’s Core Values.

Skills

• Strategic thinking and execution.
• Client relationship management.
• Sales negotiation and closing.
• Enterprise sales experience.
• CRM proficiency.

Benefits

Competitive base salary aligned with experience and performance expectations. Uncapped commission potential with significant earning upside. Windward strives to attract and retain the best individuals and provide an environment where they can all grow professionally and build a rewarding career. We continually strive to create an environment that balances work life and offer benefits that will enhance the compensation package. We offer Medical, Dental, Vision, Flexible Spending Accounts, Short Term Disability, Long Term Disability, Life Insurance and AD&D, as well as the option to purchase additional Life Insurance and AD&D, Paid Time Off, Personal Leave, Holidays, 401(k) plan with company match and work/life balance.

Pay

Competitive base salary aligned with experience and performance expectations. Uncapped commission potential with significant earning upside.

Schedule

Full-time position.

Contact Information

To apply, please visit our careers page or email your resume to [email protected].

Equal Opportunity Employer

We are committed to providing equal employment opportunities to all applicants and employees. We do not discriminate based on race, color, religion, sex, national origin, age, disability, sexual orientation, ancestry, marital or veteran status.