Get Support
Free Discovery Session

Expertise Doesn’t Happen Overnight

At Peerless, our deep knowledge of cybersecurity, compliance, and IT has been years in the making and continues to evolve. Serving both the Department of Defense (DoD) and the private sector, we’re continuously developing new ways to help our customers navigate the complicated world of security and compliance with clear, straightforward advice and solutions.

Peerless Timeline

A lot has changed since 2014 — however our unwavering commitment to providing the highest quality IT and cybersecurity  services remains constant. Take a look at where we started and where we’re going!

Close up of light bulb with gear mechanism inside isolated on dark blue background-crop

June 2014

With an expertise in Federal and Commercial IT Services, our CTO, Jim DePhillip, decided it was time to venture out and pursue a dream. Peerless was born!

Successful team holding check mark vote sign-crop

July 2014

Just one month from inception, Peerless wins its first MSP contract client. A major milestone that would ignite the Peerless MSP service model.

Businessman and businesswoman shaking hands at office desk_crop

October 2015

Peerless brings in it's first full-time employee to help support Jim's MSP vision. As the company grows, Peerless is hyper focused on providing value added solutions and services to clients. 

nist framework-min

June 2017

Inspired by the rapid growth in the IT space, Peerless expands its service offering and begins providing Compliance Solutions along with its award-winning IT Services.

MemLogoFull_Peerless business of the year

January 2018

Peerless receives it's first honor by being recognized as the 2017 Charles Country Small Business of the Year!


June 2018

Peerless launches its Federal Services Division to support its growing number of Department of Defense contractor clients. This is the beginning of an exciting new direction for Peerless; to simplify and support the compliance burden that all Federal contractors are subjected to.


October 2018

Jim opens a second office in Hollywood, MD to support our growing DoD contractor clientele under Peerless Tech Solutions Federal Services Division.


June 2019

As Peerless continues to experiences rapid growth on both the Commercial and Federal Services Division, the company outgrows its original office and expands into a state-of-the-art Operations Center to better support our Partners.

Image of businessman silhouette standing with back

2021 & Beyond

As the need to meet Federal compliance requirements becomes more and more burdensome for government contractors, customers leverage Peerless for its years of knowledge and expertise to help be their guide. At Peerless, we support our customers through their regulatory compliance journey, including certification and ongoing management for CMMC and NIST 800-171.




Resolved Service Tickets


Answered Emails


Cups of Coffee

Group Pic 1-1
Group Holiday Photo_v1
Jim and Rob

Our Vision

Peerless will continuously evolve and adapt to the ever-changing landscapes of IT, cybersecurity, and compliance. Our dedication to innovation drives us to create effective and affordable solutions to complex requirements.

Our Mission

To empower our customers with effective IT solutions and unrivaled service to answer the challenges of cybersecurity and compliance.

Our Core Values

Peerless was built on a set of values, not a list of industry buzzwords.
The following three core values guide every decision we make, aligning our actions and solutions with the missions of our customers and our nation.


We believe in conducting our business honestly, ethically, and transparently. Our commitment to integrity means we deliver on our promises, ensuring accountability in all we do.


We strive to continuously evolve and adapt to the ever-changing landscapes of IT, cybersecurity, and compliance. Our dedication to innovation drives us to create effective and affordable solutions to complex requirements.


Our understanding of IT, cybersecurity, and compliance is built on years of learning and dedication. We continuously advance our knowledge and skills to ensure our customers receive unmatched service.

Meet The Team

Meet the people at Peerless who are dedicated to creating MSSP solutions that accelerate CMMC readiness and ensure DoD regulatory compliance.

James DePhillip
James DePhillip

As a network architect with more than 20 years of experience and a founder at Peerless along with Brian Seeling, DePhillip taps his deep understanding of software development and product capabilities to develop innovative solutions for the DoD and intelligence community that are cost-effective, efficient, scalable, and forward-thinking.

Brian Seeling_new
Brian Seeling

Before launching Peerless in 2014 with James DePhillip, Seeling worked in the IT industry (both private and government), bootstrapping his way up from help desk support to lead engineer. Today, Seeling carries out the vision set forth when he first launched Peerless: helping clients to align their goals with the appropriate technologies.

Rob Vest
Rob Vest

As the leader of our Federal Services Division, Vest manages Peerless IT projects that support the Department of Defense. For nearly a decade, Vest has managed high-visibility voice, video, and network efforts for the federal government and delivered unique, cutting-edge solutions.

Eric Bragger
Eric Bragger

From Defense and Intelligence to Health and Energy, Bragger has 22+ years of cybersecurity experience across a multitude of industries. Much of his experience was gained leading cybersecurity, governance, risk management, and compliance for hundreds of millions of dollars in programs. Bragger also created the OWASP Cyber Controls Matrix, a non-profit project that consolidates knowledge and efforts across multiple cyber standards. 

Adam N. Burke
Adam N. Burke

With degrees in both engineering and theatre — along with a decade of marketing experience across every major vertical — Burke brings a unique approach to his role as marketing director at Peerless. Skilled at communicating complex, technical topics in a way that is engaging for our customers, Burke’s messaging is often the first exposure Peerless prospects have with our brand.

Michael Davison
Michael Davison

As Technical Account Manager, Michael Davison oversees the technical needs of Peerless clients. Through consultation, recommendations, and support, Michael distills complex technical information into clear, straight-forward solutions that our customers can act upon.

Billy Hollister_square
Billy Hollister

Hollister's role is to introduce Peerless's vast service offerings to prospects who are looking to improve efficiency, achieve compliance, and shift the daily tasks of IT Management to a trusted service provider. With over a decade of experience building meaningful relationships, Hollister is capable of understanding a wide variety of business challenges so that he can deliver the best possible solutions to our prospective customers.

CK (1)
Chris Kalbe

As manager of Engineering Delivery, Chris Kalbe delivers technology solutions that solve business problems. With decades of hands-on experience in IT, we’re hard-pressed to find an IT system that Kalbe doesn’t have experience implementing, supporting, or managing, or a tech problem that he can’t solve.

Meet The Team

Our Valued Partners

Peerless doesn't live in a silo. Here are a few of our partners who've helped us become the company we are today.

pfsense logo

Articles on IT, Cybersecurity, and Compliance

We keep on top of industry trends to bring you the latest information.
Here are a few of our newest articles.

Subscribe by Email