Jobs in Chesapeake, VA

Virtual Client Information Officer (vCIO)

Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthright. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive We are seeking an experienced Virtual Client Information Officer (vCIO) to provide strategic technology leadership and technical oversight for our managed services clients. This role is responsible for evaluating and optimizing client IT environments, developing long-term technology strategies, and ensuring infrastructure, security, and operational initiatives align with organizational objectives. The ideal candidate brings a strong technical foundation, experience managing complex IT environments, and the ability to translate technical requirements into actionable business strategies. This individual will serve as a trusted technical advisor, partnering with executive stakeholders and internal engineering teams to drive infrastructure improvements, risk mitigation, and technology modernization. Responsibilities Develop and execute strategic IT roadmaps that align infrastructure investments, technology initiatives, and business objectives. Evaluate client IT environments, including network architecture, server infrastructure, cloud platforms, endpoint management, and cybersecurity controls, to identify performance gaps and opportunities for optimization. Provide technical leadership and guidance on infrastructure modernization, system migrations, cloud adoption, and technology lifecycle management. Lead executive-level technology reviews, presenting infrastructure assessments, risk analysis, budget recommendations, and strategic initiatives to client stakeholders. Oversee IT budgeting, technology forecasting, resource allocation, and capital expenditure planning. Assess and strengthen client security postures through alignment with industry frameworks, regulatory requirements, and established IT governance practices. Partner with technical teams to scope, prioritize, and oversee infrastructure projects, ensuring solutions meet client requirements and operational standards. Identify technology risks, infrastructure deficiencies, and opportunities to improve system reliability, scalability, security, and performance. Establish and maintain technical standards, documentation practices, and IT best practices across assigned client environments. Mentor internal technical personnel and collaborate across departments to support consistent service delivery and technical excellence. Perform other duties as assigned. Requirements Minimum of 5 years of experience in IT consulting, technical account management, infrastructure engineering, or IT leadership, preferably within a Managed Service Provider (MSP) environment. Demonstrated experience developing IT strategies, managing infrastructure budgets, conducting technology assessments, and advising C-suite stakeholders. Strong understanding of IT infrastructure, including network architecture, server environments, virtualization, cloud technologies, endpoint management, and cybersecurity practices. Ability to translate complex technical requirements into scalable IT solutions that support business objectives and operational efficiency. Experience with IT service management platforms and technologies such as ConnectWise, Cisco, Meraki, Datto, VMware, Microsoft 365, and macOS environments. Industry-recognized certifications such as MCSA, VCP, CCNA, or equivalent technical credentials are preferred. Demonstrated ability to manage multiple client initiatives, prioritize technical requirements, and coordinate cross-functional resources in a fast-paced environment. Strong analytical, organizational, and problem-solving skills with the ability to work independently and manage competing priorities. Ability to support occasional evening client meetings, dinners, and industry events. Anticipated work schedule is approximately 47 hours per week. Must successfully pass a background check and possess a valid U.S. driver's license. Benefits Investing in Our Team is Key to Our Success! Financial Benefits: We offer a comprehensive benefits package designed to support our employees’ financial well-being, health, growth, and overall quality of life. Financial benefits include a 401(k) plan with employer contributions, performance-based incentive opportunities, and employee discount and savings offerings. Time Away from Work: Employees enjoy paid time off (PTO), paid holidays, paid parental leave, and a work-from-home (WFH) bank to support flexibility and a healthy work-life balance. Hybrid Work Schedule: This role is eligible for a hybrid work schedule after the successful completion of a 60-day onboarding period. Hybrid work eligibility is specific to this position and is intended to provide flexibility while maintaining collaboration, team engagement, and client support. Health and Wellness: Our health and wellness benefits include comprehensive medical, dental, and vision coverage, employer-paid life insurance, short- and long-term disability insurance, Flexible Spending Accounts (FSA), and well-being resources and support programs. Growth & Development: We support employees' professional growth through structured career progression plans and certification incentives that reward employees with direct dollar-amount pay increases for earning approved industry certifications. That's Not All: Additional perks include employer-paid dry-cleaning services, Friday team lunches, corporate concierge services, a dog-friendly office, team-building events, company-sponsored activities, and more! Our Commitment to Inclusion: Charles IT is committed to fostering an inclusive and respectful workplace where everyone can thrive. We are proud to provide equal employment opportunities to all team members and applicants without regard to any protected characteristics. We believe diverse perspectives strengthen our team, enhance innovation, and help us better serve our clients. The information contained in this job description is intended to describe the general nature and level of work performed. It is not intended to be an exhaustive list of all duties, responsibilities, and qualifications. Additional responsibilities may be assigned as business needs evolve. Careers - Charles IT

Finance & Accounting

Charles IT

Technical Client Advisor

Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthright. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive We are looking for a knowledgeable and client-focused Technical Client Advisor to join our team. In this role, you will serve as a trusted partner to assigned clients, connecting their business goals with technology strategy while providing guidance on technical challenges, escalations, and long-term IT planning. The ideal candidate is a strong communicator who builds lasting client relationships, collaborates effectively across teams, and brings exceptional organization and attention to detail. Responsibilities Serve as a trusted technology advisor, aligning client IT strategies with business objectives and long-term growth plans. Communicate technology recommendations, risks, and strategic initiatives to both technical teams and executive stakeholders. Assess client environments to identify opportunities for improved security, scalability, performance, and operational efficiency. Develop and maintain IT roadmaps, lead strategic business reviews, oversee technology budgets, and support compliance initiatives. Build and maintain strong client relationships, serving as the primary point of contact for strategic guidance, issue resolution, and escalations. Collaborate with internal technical teams to identify client needs, define project scope, and prioritize technology initiatives. Provide guidance and mentorship to internal team members while promoting collaboration across departments. Ensure client technology strategies align with industry best practices, security standards, and applicable regulatory requirements. Perform other duties as assigned. Requirements 5+ years of experience in IT consulting, account management, or technical leadership, preferably within a managed service provider (MSP) environment. Demonstrated experience in strategic IT planning, technology budgeting, and working directly with C-suite executives and business leaders. Strong business acumen with the ability to translate business objectives into effective technology strategies and solutions. Relevant industry certifications, such as MCSA, VCP, or CCNA, are preferred. Familiarity with ConnectWise, Cisco, Meraki, Datto, VMware, Microsoft 365, and advanced macOS support is a plus. Excellent organizational, multitasking, and prioritization skills, with a strong commitment to follow-through in a fast-paced, collaborative environment. Self-motivated and detail-oriented, with the ability to manage responsibilities independently and with minimal supervision. Ability to work an average of approximately 47 hours per week, including occasional evening client dinners and industry events. Must possess a valid U.S. driver's license and successfully pass a background check. Benefits Investing in Our Team is Key to Our Success! Financial Benefits: We offer a comprehensive benefits package designed to support our employees’ financial well-being, health, growth, and overall quality of life. Financial benefits include a 401(k) plan with employer contributions, performance-based incentive opportunities, and employee discount and savings offerings. Time Away from Work: Employees enjoy paid time off (PTO), paid holidays, paid parental leave, and a work-from-home (WFH) bank to support flexibility and a healthy work-life balance. Health and Wellness: Our health and wellness benefits include comprehensive medical, dental, and vision coverage, employer-paid life insurance, short- and long-term disability insurance, Flexible Spending Accounts (FSA), and well-being resources and support programs. Growth & Development: We support employees' professional growth through structured career progression plans and certification incentives that reward employees with direct dollar-amount pay increases for earning approved industry certifications. Hybrid Work Schedule: This role is eligible for a hybrid work schedule after the successful completion of a 60-day onboarding period. Hybrid work eligibility is specific to this position and is intended to provide flexibility while maintaining collaboration, team engagement, and client support. That's Not All: Additional perks include employer-paid dry-cleaning services, Friday team lunches, corporate concierge services, a dog-friendly office, team-building events, company-sponsored activities, and more! Our Commitment to Inclusion: Charles IT is committed to fostering an inclusive and respectful workplace where everyone can thrive. We are proud to provide equal employment opportunities to all team members and applicants without regard to any protected characteristics. We believe diverse perspectives strengthen our team, enhance innovation, and help us better serve our clients. The information contained in this job description is intended to describe the general nature and level of work performed. It is not intended to be an exhaustive list of all duties, responsibilities, and qualifications. Additional responsibilities may be assigned as business needs to evolve. Careers - Charles IT

Finance & Accounting

Charles IT

Technical Account Manager

Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthright. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive We're seeking a highly qualified Technical Account Manager to join our team. This strategic role serves as the primary liaison for assigned clients, addressing both technical escalations and business objectives. The ideal candidate will be client-focused, collaborative, exceptionally organized, and detail-oriented. Responsibilities Build and maintain strong, long-term relationships with technical clients, serving as their primary point of contact for Charles IT. Serve as the lead point of contact and as an internal and external escalation point for your client base Analyze clients’ needs and develop a road map to bring clients to best practices Serve as a mentor and leader of your technical team; Cross-train your technical team members on client infrastructure Ensure accuracy of technical solutions proposed by your team Ensure the timely and successful delivery of projects according to clients' business needs and objectives Clearly communicate the progress of initiatives through recurring client meetings Maintain customer documentation Other duties as assigned Requirements Associate degree or equivalent in a related field. 4+ Years of experience in the IT field required Exceptional oral and written communication skills. Technical certifications in Microsoft, Cisco, Virtualization, and Project Management are a plus. Experience with ConnectWise, Cisco, Meraki, Datto, VMware, Office 365, and advanced Mac OS support is a plus. Enthusiastic and committed to the challenges of a growing company and client base. Strong follow-through and ability to see tasks to completion. Self-starter capable of working independently with minimal supervision. Highly organized with sharp attention to detail. Current, valid U.S. driver’s license required. Benefits Investing in Our Team is Key to Our Success! Financial Benefits: We offer a comprehensive benefits package designed to support our employees’ financial well-being, health, growth, and overall quality of life. Financial benefits include a 401(k) plan with employer contributions, performance-based incentive opportunities, and employee discount and savings offerings. Time Away from Work: Employees enjoy paid time off (PTO), paid holidays, paid parental leave, and a work-from-home (WFH) bank to support flexibility and a healthy work-life balance. Health and Wellness: Our health and wellness benefits include comprehensive medical, dental, and vision coverage, employer-paid life insurance, short- and long-term disability insurance, Flexible Spending Accounts (FSA), and well-being resources and support programs. Growth & Development: We support employees' professional growth through structured career progression plans and certification incentives that reward employees with direct dollar-amount pay increases for earning approved industry certifications. That's Not All: Additional perks include employer-paid dry-cleaning services, Friday team lunches, corporate concierge services, a dog-friendly office, team-building events, company-sponsored activities, and more! Our Commitment to Inclusion: Charles IT is committed to fostering an inclusive and respectful workplace where everyone can thrive. We are proud to provide equal employment opportunities to all team members and applicants without regard to any protected characteristics. We believe diverse perspectives strengthen our team, enhance innovation, and help us better serve our clients. The information contained in this job description is intended to describe the general nature and level of work performed. It is not intended to be an exhaustive list of all duties, responsibilities, and qualifications. Additional responsibilities may be assigned as business needs to evolve. Careers - Charles IT

Finance & Accounting

Charles IT

Systems Administrator

Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthrigh t. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive. Due to continued growth, we are currently seeking to add a Systems Administrator to our team! In this role, you will provide crucial support to our clients, serving as both field and escalation support, while performing the following responsibilities: Responsibilities Provide support and troubleshooting to resolve technical issues for end users Support of Microsoft-related technologies: Windows Server, Office 365/Exchange, SQL, SharePoint, etc. Support of virtual environments including VMware, and Hyper-V Support backup and disaster recovery solutions Configure, install, and support various network devices and services, including WAN and LAN connectivity, routers, firewalls, & security Effectively communicate with customers on ticket progress, impending changes, or agreed outages, etc. Document internal processes and procedures related to duties and responsibilities Maintain daily documentation by entering time, expenses, and all work as service tickets in ConnectWise Other duties as assigned Requirements 5 or more years of experience (preferred) Certifications such as MCSA, VCP, CCNA are a plus. Experience with platforms like ConnectWise, Cisco, Meraki, Datto, VMware, and Office 365 is a bonus. Strong communication skills are essential for success in this role. Ability to manage multiple tasks and collaborate effectively within a fast-paced, client-focused team. Enthusiastic about taking on challenges in a growing company with a diverse client base. Self-driven and capable of working independently with minimal supervision. Excellent organizational skills and strong attention to detail. Benefits Investing in Our Team is Key to Our Success! Financial Benefits: We offer a comprehensive benefits package designed to support our employees’ financial well-being, health, growth, and overall quality of life. Financial benefits include a 401(k) plan with employer contributions, performance-based incentive opportunities, and employee discount and savings offerings. Time Away from Work: Employees enjoy paid time off (PTO), paid holidays, paid parental leave, and a work-from-home (WFH) bank to support flexibility and a healthy work-life balance. Health and Wellness: Our health and wellness benefits include comprehensive medical, dental, and vision coverage, employer-paid life insurance, short- and long-term disability insurance, Flexible Spending Accounts (FSA), and well-being resources and support programs. Growth & Development: Our health and wellness benefits include comprehensive medical, dental, and vision coverage, employer-paid life insurance, short- and long-term disability insurance, Flexible Spending Accounts (FSA), and well-being resources and support programs. That's Not All: Additional perks include employer-paid dry-cleaning services, Friday team lunches, corporate concierge services, a dog-friendly office, team-building events, company-sponsored activities, and more! Our Commitment to Inclusion: Charles IT is committed to fostering an inclusive and respectful workplace where everyone can thrive. We are proud to provide equal employment opportunities to all team members and applicants without regard to any protected characteristics. We believe diverse perspectives strengthen our team, enhance innovation, and help us better serve our clients. The information contained in this job description is intended to describe the general nature and level of work performed. It is not intended to be an exhaustive list of all duties, responsibilities, and qualifications. Additional responsibilities may be assigned as business needs to evolve. Careers - Charles IT

Technology

Commonwealth Dentistry

Dental Assistant

About the role We are looking for an experienced chairside Dental Assistant who shows up, takes pride in the work, and makes the day better for patients and teammates. This role goes beyond the chair: you will help patients understand their treatment, feel confident about the cost, and get on the schedule before they leave. Our offices run on full schedules, so every person on the clinical team matters every day. What you will do Assist the dentist chairside across general and restorative procedures Take radiographs and impressions, and chart accurately Set up, break down, and turn over operatories on schedule Sterilize instruments and follow OSHA and infection control standards Present treatment plans and explain the doctor’s recommendations in plain language, so patients understand what they need and why Discuss fees, insurance estimates, and payment or financing options with patients, and help them say yes to the care they need Schedule the patient’s next visit while they are still in the chair, so no one leaves without an appointment Confirm upcoming appointments by phone and text to keep the schedule full and reduce no-shows Fill openings and cancellations, and follow up on unscheduled treatment Coordinate the handoff with the front desk so nothing falls through the cracks Support teammates wherever the day needs you What we need from you Reliability. Regular, predictable, on-time attendance for your full scheduled shift is an essential function of this job. Patients and providers are counting on you. Presence. This is a hands-on, in-person role. You are engaged, focused on the patient in your chair, and off your phone during patient care. A good attitude. You stay positive and professional on busy days, take feedback well, and treat patients and coworkers with respect. Team first. You jump in without being asked, communicate openly, and help the whole office succeed. Comfort with money conversations. You can talk about cost clearly and confidently, without pressure and without avoiding it. Ownership of the schedule. You schedule from the chair, confirm ahead, and treat an open slot or a patient leaving without an appointment as a problem to solve. Professional presentation. Because we work inches from our patients, we hold a high standard for personal hygiene, grooming, and clean scrubs every shift. Qualifications 1 to 2+]years of chairside dental assisting experience Experience presenting treatment plans and discussing financial arrangements with patients Experience scheduling treatment chairside, confirming appointments, and managing a provider schedule Working knowledge of dental insurance and procedure terminology [Radiography certification / state-required credentials: NC DA II, SC, or VA as applicable] Current CPR/BLS, or willing to obtain it Experience with Dentrix Ascend practice management software is a plus Able to perform the physical requirements of chairside work, with or without reasonable accommodation Physical requirements The following are essential to chairside assisting and must be met with or without reasonable accommodation: Sit or stand for extended periods, often 4 or more hours at a time, in a chairside position Bend, lean, twist, and reach over patients repeatedly throughout the day Use both hands with fine motor control and steady grip to pass instruments, suction, mix materials, and take impressions Perform repetitive hand, wrist, and arm movements for the length of a procedure See clearly at close range, including small detail, depth, and color (for shade matching and reading radiographs) Hear and respond to the dentist and patients while wearing a mask and working around equipment noise Speak clearly to give instructions and explain treatment to patients Lift, carry, and move supplies and equipment up to 25 pounds Move quickly between operatories, sterilization, and the front office throughout the shift Wear required protective equipment (mask, gloves, eyewear, gown) for the full shift Maintain professional appearance and personal hygiene standards appropriate for close patient contact, including avoiding strong odors and fragrances Work with exposure to blood, saliva, radiation, disinfectants, and dental materials, following safety protocols Our hiring process Phone screen, then an in-office working interview We contact prior employers for references , including questions about attendance, dependability, and teamwork. Please be ready to provide at least two supervisor references. Offers are contingent on satisfactory reference and background checks New team members complete a 90-day introductory period What we offer Medical, dental, vision / PTO / 401(k)