

Director of IT POST NUMBER: 445221
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.
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.
- 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.
Vaco by Highspring values a diverse workplace and strongly encourages women, people of color, LGBTQ+ individuals, people with disabilities, members of ethnic minorities, foreign-born residents, and veterans to apply.
EEO Notice
Vaco by Highspring is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race (including but not limited to traits historically associated with race such as hair texture and hair style), color, sex (includes pregnancy or related conditions), religion or creed, national origin, citizenship, age, disability, status as a veteran, union membership, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, political affiliation, or any other protected characteristics as required by federal, state or local law.
Vaco by Highspring and its parents, affiliates, and subsidiaries are committed to the full inclusion of all qualified individuals. As part of this commitment, Vaco by Highspring and its parents, affiliates, and subsidiaries will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact HR@vaco.com .
Vaco by Highspring also wants all applicants to know their rights that workplace discrimination is illegal.
By submitting to this position, you agree that you will be giving Vaco by Highspring the exclusive right to present your as a candidate for the foregoing employment opportunity. You further agree that you have represented information about yourself accurately and have not affirmatively misrepresented your qualifications. You also agree to maintain as confidential, to the fullest extent permitted by law, any information you learn from Vaco by Highspring about the position and you will limit disclosure of information about the position only to the extent necessary to perform any obligations in furtherance of your application. In exchange, Vaco by Highspring agrees to exercise reasonable efforts to represent you through all solicitation, job screening and resume dispersal.
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Vaco by Highspring and its parents, affiliates, and subsidiaries (“we,” “our,” or “Vaco by Highspring”) respects your privacy and are committed to providing transparent notice of our policies.
- California residents may access Vaco by Highspring HR Notice at Collection for California Applicants and Employees here.
- Virginia residents may access our state specific policies here.
- Residents of all other states may access our policies here.
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Pay Transparency Notice
Determining compensation for this role (and others) at Vaco by Highspring depends upon a wide array of factors including but not limited to:
- the individual’s skill sets, experience and training;
- licensure and certification requirements;
- office location and other geographic considerations;
- other business and organizational needs.
With that said, as required by local law, Vaco by Highspring believes that the following salary range referenced above reasonably estimates the base compensation for an individual hired into this position in geographies that require salary range disclosure. The individual may also be eligible for discretionary bonuses.