Director of Sales- Commercial
Description
What You’ll Be Responsible For
- Build a team of direct Sales Executives to drive rapid new business sales growth in the region
- Build and drive sales strategy for the region in conjunction with Sales Operations to effectively Go-To-Market including understanding the competitive landscape, presence and strength within the region
- Actively engage in territory planning, relationship development and opportunity development and driving revenue by supporting and assisting Field Sales Teams in closing opportunities
- Recruit, coach and mentor team members to drive excellence
- Development of territories and quota for the sales team and effectively communicate to set performance expectations within the team
- Manage and report accurate forecast and pipeline to the business
- Achievement of annual sales goals on a quarterly and annual basis is required
- Engage and align effectively in C-level meetings in order to properly understand customer business requirements
- Build effective working relationships with Solution Consulting, Business Units, Professional Services, Marketing, our Partner community and the ServiceNow executive team
- Retain and grow existing customer base with regular non-sales customer engagement activities to deliver an excellent customer experience
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 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.