Vice President of Sales

Surety Systems•Cary, NC

7d•Hybrid

About The Position

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. 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.

Requirements

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 Salesforce CRM

Nice To Haves

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
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

Responsibilities

Develop and execute a consultative sales strategy aligned with Surety's service offerings across Workday, SAP, Oracle, and adjacent platforms
Accelerate our shift into more complex ERP/HCM solutions from a sales leadership standpoint.
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
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
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.
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