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Part Time CISO / CTO

Washington D.C. · Part time

Who we are

Grove Technologies is the premier Mac Support and Services Agency in Washington DC. We help clients, large and small in all sectors realize the power of using Mac in the workplace. Since 2014 we have grown from a boutique Mac Consultancy to a 5 star, award winning, technology startup delivering best in class Mac Support, Software Development and Cybersecurity services.

What we’re looking for

This position would act as a virtual CISO, CTO / IT Director for clients of Grove Technologies. The perfect candidate would be able to spot deficiencies, run audits, and write reports to help identify gaps in our client's systems, procedures, and policies. The applicant would be able to write documentation, policy, and maintain existing document sets for existing clients. The applicant has a good understanding of project management workflows and uses those to work smarter not harder.

Applicants should have at minimum a good understanding of Mac, Systems, and Network Administration so as to help our clients make good fiscal & procedural changes and decisions. The applicant will also act in a sales role from time to time and commissions and bonuses will be paid commensurate to opportunities gained.

Grove Technologies is a Mac IT Support startup that is breaking into the vCISO / vCTO space and this is the perfect opportunity for someone who wants a flexible work schedule to grow in an agile, young, fun company. Position starts as a 1099 contractor and will grow into a full-time role as the client base expands.

Our ideal candidate is empathetic and someone who has the ability to listen to clients’ needs, learn their business and make targeted recommendations based on their business needs. Grove values customer service, with a focus on results. Grove defaults to transparency both internally and externally with our clients and we practice the radical candor approach to communication. Read more about our core values and what makes us such an amazing place to work here.


Helping our clients create and recommend cybersecurity solutions.

Crafting the solutions that you recommend.

Perform GAP, RISK Assessments & More.

Work well and collaborate with current CISO's on staff.

Developing and overseeing SMART (specific, measurable, attainable, relevant, time-based) metrics for hardware, software, and storage.

Ensuring strategic capacity planning.

Managing client IT departments, including... Directly supervising employees, Hiring certain members for the IT Team & Handling employees’ concerns and performances

Working in close collaboration with the technology team and other departments as collaboration requires.

Determining business requirements for IT systems.

Identifying and eliminating security vulnerabilities with strategic solutions that increase data security.

Directing and supporting the implementation of new software and hardware.

Identifying and recommending new technology solutions.

Managing the organization’s help desk (internal, external, or both)

Coordinating IT activities to ensure data availability and network services with as little downtime as necessary

Overseeing departmental finances, including budgeting and forecasting

Implementing executive policies

Reporting back to Managing Directors.

Other duties as assigned

About You

Proven experience as IT Director or as a CISO with a prior Management role

CISSP, Certified Ethical Hacker and CISSLP required.

Experience crafting custom Cyber Security programs for a wide range of industry sectors (Government, Private, SMB, etc..)

Experience in analysis, implementation and evaluation of IT systems and their specifications

Sound understanding of computer systems (hardware/software), networks etc.

Experience in controlling information technology budget

Excellent organizational and leadership skills

Outstanding communication abilities

BSc/BA in computer science, engineering or relevant field; MSc/MA will be a plus

Network Administration a plus *(Sonicwall, Cisco, Aruba, & Unifi products)

Experience with PCI, NIST, CMMC Compliance procedures and processes using Qualys or other such tools.

Experience with Penetration Testing, Vulnerability testing and code reviews

The Culture

We’re more focused on deliverables than meetings. Everyone’s opinion is respected and all ideas are given equal consideration. It’s a culture of meaningful work by dedicated, hard-working individuals, but the environment is relaxed and creative too.

Fathom Creative Logo

Emily Magee

Fathom Creative

"Grove Technologies has been an excellent resource for our small business. They are extremely easy to work with and offer efficient services. They are experts in their field and no problem has been too big for them to troubleshoot."

Read More Reviews

Drop us a line.

We are a remote and fully distributed, Nationwide Apple focused MSP serving Washington DC, Philadelphia, New York, Chicago, San Francisco, San Diego & more.

We focus on providing top notch Mac Support for small to mid-sized businesses. Contact us, and learn how we can help your company.

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