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Certified Ethical Hacker

Washington D.C. · Part Time / Contract

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

Are you an experienced Penetration Testing Expert looking for a new challenge and an opportunity to advance your career? If you are highly motivated, detail oriented, and customer focused problem solver, we have the perfect job for you!

We are seeking a Security Penetration Testing Lead to join our dynamic Security Testing dream team and take lead in performing security testing of applications, networks and infrastructures, including vulnerability assessments, penetration testing and manual testing techniques.

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.


Perform penetration tests on computer systems, networks and applications.

Create new testing methods to identify vulnerabilities.

Perform physical security assessments of systems, servers and other network devices to identify areas that require physical protection.

Pinpoint methods and entry points that attackers may use to exploit vulnerabilities or weaknesses.

Search for weaknesses in common software, web applications and proprietary systems.

Research, evaluate, document and discuss findings with IT teams and management & Review and provide feedback for information security fixes.

Establish improvements for existing security services, including hardware, software, policies and procedures.

Identify areas where improvement is needed in security education and awareness for users.

Be sensitive to corporate considerations when performing testing (i.e. minimize downtime and loss of employee productivity).

Stay updated on the latest malware and security threats.

About You

Previous working experience as a Penetration Testing Expert for 2 year(s).

BA in Computer Information Systems, Management Information Systems or similar relevant field.

In-depth knowledge of application development processes and at least one programming or scripting language (e.g., Java, Scala, C#, Ruby, Perl, Python, PowerShell).

Hands on experience with testing frameworks such as the PTES and OWASP.

Applicable knowledge of Windows client/server, Unix/Linux systems, Mac OS X, VMware/Xen, and cloud technologies such as AWS, Azure, or Google Cloud.

Critical thinker and problem solver

Excellent organizational and time management skills.

Outstanding communication abilities.

Certified Ethical Hacker (CEH) a plus.

Certified Penetration Tester (CPT) a plus.

Licensed Penetration Tester (LPT) a plus.

CompTIA PenTest+

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.

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Matthew Schweich


"I've worked with Grove for over four years, and they are highly capable and very dedicated. There's never been a challenge they weren't able to solve."

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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