Director of Information Technology

Join to apply for the Director of Information Technology role at Whittlesey. Whittlesey is dedicated to building a diverse and inclusive workforce, so we encourage you to apply even if you feel you may not be an exact fit. Qualified applicants will receive consideration for employment regardless of race, color, religion, sex, sexual orientation, gender, gender identity, age, national origin or protected veteran status and will not be discriminated based on disability. When you work at Whittlesey, you join a diverse team that provides today’s business leaders with leading assurance, advisory, tax, and technology services. Whittlesey has been recognized as a Best of the Best firm and one of the Top 200 Firms by INSIDE Public Accounting (IPA). What You Will Be Doing Oversee IT infrastructure, including servers, networks, and firewalls, ensuring stability, security, and efficiency Manage the Firm’s cloud systems, servers, and network infrastructure, ensuring systems are up to date and compliant with firm protocols Lead internal IT projects, vendor quotes, and technology purchases while ensuring cost-effectiveness Direct and support the IT team, including staffing, scheduling, training, and mentorship to ensure excellent service delivery Serve as a technical escalation point and provide hands-on support when necessary Establish and maintain disaster recovery plans, testing backup procedures to ensure business continuity Create, update, and enforce IT policies, procedures, and technical documentation Deliver ongoing IT training to staff and ensure successful adoption of firm technologies What You Must Have Bachelor’s degree in information technology, computer services, network services, or related field (or equivalent experience) Minimum 10 years of IT experience with strong network and server management background Hands-on experience troubleshooting day-to-day IT issues Proven leadership experience managing IT teams and developing talent Proficiency with: Microsoft Windows (current versions) Microsoft Active Directory Microsoft Office 365 Network, database, and hardware/software architecture Strong understanding of IT best practices, compliance, and security protocols A valid driver’s license (or equivalent legal authorization to operate a vehicle) Access to reliable transportation to travel to various office and client locations as required Delivers after-hours emergency service by monitoring emails, ticketing system, and phone calls before and after business during busy season Join us and make a meaningful impact in a collaborative and innovative environment. Apply now to be part of our team! Whittlesey is dedicated to the communities where we live and work. We sponsor community-driven events throughout the year and encourage our partners and team members to become actively involved in volunteerism. #J-18808-Ljbffr

Created: 2025-09-17