Vice President of Sales

About Surety Systems

Surety Systems is a premier ERP/IT services consulting, and staffing firm headquartered in Cary, NC, with approximately $30M in annual revenue. We specialize in Workday, SAP, Oracle, and related enterprise platforms, delivering high-impact implementations, optimizations, and staff augmentation to mid-market and enterprise clients across multiple industries. Our team is built on deep expertise, trusted client relationships, and a culture of long-term partnership.

Position Summary

The Vice President of Sales is a senior executive responsible for driving Surety's revenue growth strategy while cultivating deep, lasting relationships with clients and prospects. This leader will serve as the face of Surety's go-to-market effort — selling strategically into enterprise accounts, coaching and developing a high-performing sales team, and aligning closely with delivery and executive leadership to ensure client success translates into long-term business expansion.

The ideal candidate leads with insight, earns trust over time, and understands how to navigate complex buying environments at the C-suite and VP level within enterprise organizations.

Key Responsibilities

Strategic Sales Leadership

• Develop and execute a consultative sales strategy aligned with Surety's service offerings across Workday, SAP, Oracle, and adjacent platforms
• From a sales leadership standpoint, accelerate our shift into more complex ERP/HCM solutions.
• Identify and pursue net-new logo opportunities while expanding relationships within the existing client base
• Lead executive-level discovery, solution positioning, and deal strategy for complex, multi-stakeholder pursuits
• Partner with leadership to set annual revenue targets, build pipeline forecasts, and report on leading and lagging indicators
• Shape Surety's market positioning and value proposition in response to evolving enterprise demand — including the growing role of AI-enabled ERP workflows

Client Relationships & Account Growth

• Serve as a trusted advisor and executive sponsor for Surety's most strategic accounts, ensuring clients view Surety as a long-term partner, not just a vendor
• Build and maintain relationships with C-suite, VP, and Director-level contacts across HR, Finance, IT, and Operations within target accounts
• Lead periodic executive business reviews, proactively surfacing expansion opportunities and aligning Surety's capabilities to evolving client needs
• Collaborate closely with delivery leadership to ensure seamless handoffs, high client satisfaction, and conditions for renewal and expansion
• Act as a key escalation point and relationship anchor when client challenges arise, protecting and deepening account relationships under pressure

Team Mentorship & Development

• Lead, coach, and develop a team of experienced Client Advisors, instilling a consultative, relationship-first sales culture
• Conduct quarterly pipeline reviews, coaching sessions, and one-on-ones focused on skill development and deal progression
• Build and refine repeatable sales processes, playbooks, and qualification frameworks that the team can execute consistently
• Recruit top talent and develop internal career paths that retain high performers
• Model the behaviors you expect — bringing intellectual curiosity, professionalism, and genuine client advocacy to every interaction
• Analyze Salesforce dashboards and KPIs.

Cross-Functional Collaboration

• Partner with leadership to ensure proposals and statements of work accurately reflect Surety's capabilities and set realistic expectations
• Work with marketing (where applicable) to develop thought leadership content, case studies, and outreach strategies that support pipeline development
• Provide market and competitive intelligence back to leadership to inform service expansion, pricing strategy, and go-to-market priorities
• Participate in leadership revenue reporting and contribute to annual strategic planning

What We're Looking For

Experience

• 10+ years of B2B sales experience, with at least 5 years in a leadership role within IT consulting, ERP services, or HCM software.
• Demonstrated track record of meeting or exceeding revenue targets in a complex, mid to long-cycle sales environment
• Experience selling into HR, Finance, or IT buyer personas at mid-market to enterprise organizations
• Familiarity with ERP platforms such as Workday, SAP, or Oracle is strongly preferred
• Prior experience building or scaling a sales function within a professional services firm is a significant plus
• Familiarity with Salesforce CRM

Skills & Attributes

• Exceptional executive presence and communication skills — equally effective presenting to a CFO, coaching a junior rep, or negotiating contract terms
• Deep consultative selling instincts — ability to diagnose client needs, frame compelling solutions, and build consensus across complex buying committees
• Natural mentor and team builder who invests in people and creates a culture of accountability with psychological safety
• Strategic thinker who can connect individual deals to broader market trends and long-term business positioning
• High integrity, low ego — someone who earns trust by doing what they say and sharing credit generously
• Comfortable operating in a founder-led, entrepreneurial environment where resourcefulness and initiative are valued

Compensation & Benefits

Surety Systems offers a competitive compensation package commensurate with experience, including:

• Above market Base salary + performance-based incentive compensation
• Positive, cohesive culture that would rival the best
• Comprehensive health, dental, and vision benefits
• Flexible work arrangements and generous PTO policy
• Company paid quarterly outings, sports events, and annual conference
• Professional development support and access to industry events