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 Director of Sales 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
- 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 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.
