Commercial Sales Executive

Description
Position at Windward Consulting

Windward Consulting is an Elite ServiceNow Partner that delivers real-world Service Reliability solutions using a unique blend of expert process knowledge, technology insight, and deep operational experience. This combination of skills is grounded in a product- and vendor-agnostic approach that enables Windward to serve as a trusted partner to some of the world's leading businesses and U.S. government agencies. Since our inception in 1997, Windward has supported over 500 clients worldwide and more than 3,500 projects.

Our dedication to excellence is reflected in our industry-leading metrics. Windward has a Customer Satisfaction (CSAT) score of 4.7 and an Employee Net Promoter Score (eNPS) of 82, demonstrating our commitment to both client success and employee engagement. We foster a culture of teamwork, innovation, and ongoing learning—empowering our consultants to tackle complex challenges for innovative clients. If you're passionate about technology and eager to make a difference, Windward is the ideal place to elevate your career.

We are seeking a Client Executive who can drive value creation, retention, and expansion across mid-to-large enterprise accounts. In this role, you will own the growth strategy for your territory or vertical developing long-term customer relationships and ensuring consistent achievement of our services revenue objectives.

What You'll Be Responsible For

• 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.
• Coordinate 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.

How You'll Drive Impact

• Expand Windward's presence within strategic accounts by uncovering high-value opportunities tied to enterprise transformation.
• Build and deepen executive relationships, positioning Windward as a trusted advisor across ServiceNow, ITSM, AIOps, CMDB, and reliability initiatives.
• Influence client direction through strategic insight, clear recommendations, and outcome-based roadmaps.
• Strengthen retention and loyalty by ensuring delivery excellence and proactive executive engagement.
• Accelerate company growth by securing net-new logos and driving significant annual consulting revenue.

What We're Looking For

• 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).
• High integrity, a strong work ethic, and a results-oriented mindset.

Who You Are

• 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

• ACCELERATE CLIENT VALUE – Real Value. Real Results.
• STRIVE FOR EXCELLENCE – Excellence is our baseline.
• OWN OUR ACTIONS – Say it. Mean it. Do it.
• LEAD THROUGH LEARNING – Better us, better outcomes.
• ONE TEAM, ONE WINDWARD – All in. All together.

Compensation & Rewards

• 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 offers 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.
Windward is proud to be an Equal Opportunity Employer. Applicants are considered for all positions without regard to race, color, religion, sex, national origin, age, disability, sexual orientation, ancestry, marital or veteran status.
WINDWARD CONSULTING GROUP, INC. (WINDWARD) PROVIDES EQUAL EMPLOYMENT OPPORTUNITY WITHOUT REGARD TO AN APPLICANT'S COLOR, RACE, SEX, PREGNANCY, NATIONAL ORIGIN, AGE, DISABILITY, RELIGION, MARITAL STATUS, GENETIC INFORMATION, VETERAN STATUS, OR ANY OTHER CHARACTERISTICS PROTECTED BY FEDERAL, STATE OR LOCAL LAW. WE WILL CONSIDER THIS APPLICATION ACTIVE FOR 90 DAYS AFTER OUR RECEIPT. THEREAFTER, YOU MUST REAPPLY IF FURTHER INTERESTED IN EMPLOYMENT. I CERTIFY THAT ALL ANSWERS GIVEN BY ME ARE TRUE, ACCURATE AND COMPLETE, I UNDERSTAND THAT THE FALSIFICATION, MISREPRESENTATION OR OMISSION OF ANY FACT ON THIS APPLICATION (OR ANY OTHER ACCOMPANYING OR REQUIRED DOCUMENTS) OR PROVIDED ORALLY, WILL BE CAUSE FOR DENIAL OF EMPLOYMENT OR IMMEDIATE TERMINATION OF EMPLOYMENT, REGARDLESS OF WHEN OR HOW DISCOVERED. The application will be given every consideration, but its receipt does not imply that the applicant will be employed. In exchange for the Company's considering my application for employment, I authorize investigation of all statements contained in this application and any supporting documents. I authorize Windward to secure information about my experience from former employers, educational institutions, government agencies, or any references I have provided, and for those parties to provide information concerning my experience, and I hereby release all parties from any liability arising from such investigation. In exchange for the Company's considering my application for employment, I hereby authorize my former employer to release to Windward any personnel information and records, favorable or otherwise, which my employer has kept regarding my employment, including my work performance. I understand that Windward may retain photocopies of my records for its files, whether I am offered employment or not. I hereby release all parties, including my former employer and Windward from any liability arising from the release, review and retention of any records pertaining to me.