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.
To support the growth of Charles IT, we are seeking to add a Technical Solutions Architect (TSA) to join our exceptional team. The TSA role works to ensure client success with Charles IT – by providing a technical voice to our account managers, architecting project initiatives for our client base, and working with our Business Development team to complete assessments and roadmaps for prospective clients.
Our TSAs are integral members of the organization, as this position is responsible for bridging our technical solutions with our focus on client engagement and real relationships.
Responsibilities:
- Perform Operational Maturity Level (OML) assessments during the presales process of prospective clients
- Support our existing client base with the discovery, design, quoting, and delivery of technical solutions
- Support our Account Management team by providing a technical vision to an executive audience
- Assist with creation of roadmaps for our clients’ futures
- Assist with providing ballpark estimates for clients’ budgetary purposes
- Assist with delivery and understanding of the proposed solutions
- Serve as a Subject Matter Expert in Charles IT’s technical services, for our clients and internal team members
- Support our team by completing project technical implementations, usually time sensitive and expedited in nature
Requirements
- Associate’s degree or equivalent in a related field; and 5–8+ years related experience and/or training; or equivalent combination of education preferably in the technology field
- Superior oral and written communication skills required
- Proven ability to juggle multiple client needs with the ability to multi-task and function collaboratively as a member of a fast-paced, client orientated team
- Demonstrable ability to communicate, present, and work with key stakeholders at all levels of an organization, including executives and C-level
- Advanced experience with Cisco/Meraki, Datto, VMware, Microsoft 365 (Azure, Microsoft Endpoint Manager/Intune, Exchange Online, SharePoint)
- Expertise with ConnectWise RMMs, VoIP phone systems and or Mac OS is a plus
- Enthusiastic and dedicated to the challenges of a growing company and client base
- Excellent follow-through to see tasks through completion
- Self-starter with the ability to perform independently with little or no supervision
- High level of organization; sharp attention to detail
- Ability to pass a background check
- Current, valid US driver’s license is required
Benefits
Charles IT offers a competitive benefits program including Medical, Dental, Vision, Life, Disability, Paid Holidays, PTO, 401K, and bonuses. In addition, we offer free dry cleaning, a fully stocked break room, Friday team lunches, paid training, team-building outings every quarter, professional development and so much more!
Our Commitment to Inclusion:
Charles IT is committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity, or any other protected category. We welcome and encourage diverse perspectives.
The information contained in this job description is for compliance with the American with Disabilities Act (A.D.A.) and is not an exhaustive list of the duties performed for this position. Additional duties may be required.
Skills Required
- Associate's degree or equivalent in a related field; or equivalent combination of education and 5-8+ years related experience
- Superior oral and written communication skills
- Proven ability to juggle multiple client needs and multi-task in a fast-paced, client-oriented team
- Ability to communicate, present, and work with stakeholders at all levels, including executives and C-level
- Advanced experience with Cisco/Meraki
- Advanced experience with Datto
- Advanced experience with VMware
- Advanced experience with Microsoft 365, including Azure, Microsoft Endpoint Manager/Intune, Exchange Online, SharePoint
- Expertise with ConnectWise RMMs, VoIP phone systems, or Mac OS
- Enthusiastic, dedicated to growth and client challenges
- Excellent follow-through and ability to see tasks through to completion
- Self-starter with ability to perform independently with little or no supervision
- High level of organization and sharp attention to detail
- Ability to pass a background check
- Current, valid US driver's license
Charles IT Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Charles IT and has not been reviewed or approved by Charles IT.
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Retirement Support — An automatic 3% 401(k) contribution is offered alongside standard retirement coverage. This consistent employer contribution stands out for a company of this size.
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Equity Value & Accessibility — An employee stock ownership plan is available to provide ownership opportunities. This adds long-term value potential alongside traditional benefits.
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Career-Linked Recognition & Rewards — Training and certification incentives are tied to raises, title changes, and bonuses. Dedicated paid training time and covered exam costs reinforce a clear link between skill growth and rewards.
Charles IT Insights
What We Do
Charles IT is the Connecticut Compliance Expert, your friendly IT team focused on helping companies in highly regulated industries make their high-stakes technology work for them. Here, IT is Personal: We know that disaster recovery, cloud services, and complex compliance from HIPAA to CMCC and DFARS are only half the work. The other half is about helping people – building real relationships that deliver real results and create raving fans. Call us day or night, snow storm or hurricane: a human will answer the phone (we promise), and we will show up, on point, with a smile and a solution.









