System Administrator II - Remote with Client Visits

32.00 to $37.00 per hour

 

Job Summary

Flagship is a top notch Managed IT Service provider (MSP) in the San Diego area with extremely high customer satisfaction (CSAT) and customer loyalty (NPS) due to our outstanding team, systems, and processes. We're constantly evolving to be better by identifying areas for improvement and creating lasting solutions to address them.



We are searching for an outstanding Systems Administrator II to join our team. While our Systems Engineers focus on executing professional services projects, this role is the backbone of our Managed IT Services. Operating primarily through our Service Desk, you will be the driving force behind resolving a wide variety of tickets to keep our clients running smoothly across fully cloud, hybrid, and on-premise environments.



We believe that premium IT support starts with premium talent. By setting high standards and investing in our team, we ensure our clients are always WOWed by our exceptional service.



This position will be primarily a Work From Home (WFH) position, but candidates should be located in the San Diego area to be available to travel to customer sites when required. Candidates must have a reasonable home working environment and reliable transportation. We will provide all necessary computer & phone equipment and utilities required to perform the job. On-site travel is reimbursed at the standard IRS rate.

Job Description

Benefits:

• Health, Vision, Dental Insurance
• Pet Insurance
• 401K w/ Match
• 2 weeks vacation

Responsibilities

• Service Desk Excellence: Drive the daily success of our Managed IT Services by taking full ownership of client tickets from initial ingestion to final resolution, providing advanced remote and occasional onsite support.
• Diverse Troubleshooting: Independently navigate and resolve a wide breadth of technical issues across cloud, hybrid, and on-premise setups, including Microsoft 365, Google Workspace, Windows/Mac endpoints, and Windows Server environments.
• Client "WOW" Factor: Deliver an exceptional customer experience by responding to end-users promptly, communicating technical concepts clearly, and resolving issues thoroughly.
• Team Collaboration: Escalate complex Tier 3 issues (like server migrations or complex VLAN routing) to our Engineering team smoothly and with excellent documentation and an ego-free mindset.
• Ticketing & Documentation: Maintain accurate, real-time time entry and detailed resolution notes within our PSA software (ConnectWise) to ensure transparent billing, clear communication, and a reliable knowledge base.

Required Qualifications (Must-Haves)

• A good sense of humor.
• Pass a pre-employment drug screening (This excludes THC).
• Pass a pre-employment background check.
• Have a valid and clean driving record, for occasional client site visits.
• A willingness to learn and follow company policies.
• Incredible teamwork and communication skills.
• The technical experience, breadth of knowledge, and aptitude to provide outstanding support to our clients across varied environments.

Preferred Skills (Nice-to-Haves)

• Lots of experience with all the systems our clients use. (This is kind of a joke...)
• Experience with ConnectWise is a huge plus.
• Experience with Automate (LabTech) is a plus.
• Industry Certifications never hurt, but are not a confirmation of skill/experience.

Other Duties

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

Work Authorization

Authorized to work in the U.S.

If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!

If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!

Other Duties

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

Work Authorization

Authorized to work in the U.S.

Equal Employment Opportunity Employer

Flagship is an equal opportunity employer. All aspects of employment including the decision to hire, promote, discipline, or discharge, will be based on merit, competence, performance, and business needs. We do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical​​​ condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law. 

We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law.

Americans with Disabilities Act

Under the Americans with Disabilities Act, reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of their job.

If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!