Director of IT

Location: Winston-Salem, NC (100% Onsite)
Type: Full-Time | Direct Hire
Sponsorship: Not Available
Reports to: CFO/COO
Compensation: $110-130k
 
We are conducting a confidential search for a strategic and hands-on Director of Information Technology to lead technology operations for a mid-sized, high-growth financial services company undergoing digital transformation. This role will oversee the internal IT function, guide a full ERP implementation, manage a third-party MSP, and lead initiatives to modernize systems, improve automation, and strengthen cybersecurity. This role will also be responsible for leading, developing, and mentoring a growing team of in-house technical professionals across development, QA, and infrastructure.

Key Responsibilities

Technology Strategy & Transformation

• Lead modernization initiatives across infrastructure, security, applications, and ERP.
• Act as the internal lead for an ERP implementation, including data integrity, adoption, and integration.
• Define and maintain a 1–3-year IT roadmap aligned with organizational goals.
• Drive strategic technology projects including data centralization and automation.

Team Leadership & Development:

• Lead and develop a team of in-house technical professionals, including developers, DevOps, QA, and Salesforce specialists.
• Foster a culture of collaboration, innovation, accountability, and continuous improvement within the IT team.
• Provide coaching, mentoring, performance feedback, and professional development opportunities to support individual and team growth.
• Ensure clear communication, goal alignment, and delivery expectations across remote, hybrid, and onsite team members.

IT Operations & Vendor Management

• Oversee the Managed Services Provider (MSP), ensuring clear SLAs, documentation, and service quality.
• Establish formal governance for IT processes, vendor relationships, and security compliance.
• Build scalable internal IT support processes, reducing key-person dependencies.

Systems & Application Oversight

• Own and manage key platforms including Salesforce, AWS, QuickBooks (Online & Desktop), and the ERP system.
• Ensure application integration, reduce manual workflows, and optimize system performance.
• Support development of reporting and analytics tools to improve data-driven decision-making.

Cybersecurity & Compliance

• Implement and maintain security infrastructure including MDM, SIEM, and endpoint protection.
• Improve identity and access management, onboarding/offboarding, and compliance documentation.
• Partner with internal stakeholders and the MSP to uphold data protection standards.

Qualifications

Required:

• 10+ years of progressive IT experience, with 3+ years in a leadership role.
• Strong experience managing both internal IT teams and external MSPs.
• Proven success with ERP implementations.
• Deep understanding of business systems and integrations (Salesforce, AWS, QuickBooks).
• Excellent communication skills with the ability to align IT efforts to business needs.
• Experience supporting secure environments with sensitive financial data.

Preferred:

• PE-backed company experience.
• Familiarity with third-party payment systems or financial compliance tools.
• Experience implementing or supporting AI/ML initiatives or advanced reporting environments.
• Strong project portfolio management and documentation skills.

Determining compensation for this role (and others) at Vaco/Highspring depends upon a wide array of factors including but not limited to the individual’s skill sets, experience and training, licensure and certifications, office location and other geographic considerations, as well as other business and organizational needs. With that said, as required by local law in geographies that require salary range disclosure, Vaco/Highspring notes the salary range for the role is noted in this job posting. The individual may also be eligible for discretionary bonuses, and can participate in medical, dental, and vision benefits as well as the company’s 401(k) retirement plan.