Dennis is the backbone of the innovation that drives the development of hi-tech services and solutions at CMS. Utilizing a wealth of professional experience in the transportation, trucking and distribution industries, Dennis founded CMS in 2001 with the goal of creating solutions to the issues that make Independent Contractor Management difficult for the companies that use ICs.

In the 1980s and 1990s, Dennis and his family owned and operated Metro Courier Network, one of the largest courier companies in New England. Dennis established a record of growth at the company and developed relationships in the transportation industry at the client, vendor and industry levels. In 1998, Dennis sold the business and retired. However, he never lost his ability to spot and deal with problems plaguing the business communities he intimately knew.

At the beginning of the decade, Dennis came out of retirement and put his knack for creative solutions to good use. He founded CMS to address the problems that companies in the transportation vertical face when using ICs. During his time in the courier space, Dennis became intimately familiar with the Independent Contractor Model, which made him well aware of the web of political and legal red tape that affects ICs and the companies that use them and that can hinder both in their efforts to remain compliant and profitable.

Since 2001, Dennis has provided leadership and guidance as CMS has become an industry leading provider of IC solutions. Through the use of CMS’ proprietary technology, ICM Power™, the company has given businesses and Independent Contractors a tool to help them remain efficient and profitable while keeping in line with government regulations. Dennis is widely recognized as a leading transportation industry expert on the IC Model. He has written articles published by IC Monitor, Courier Magazine, Courier Times and Messenger Courier Association of America (MCAA), and is considered one of the industry’s leading figures.

In addition to his professional activities, Dennis is also active with many charities and was recently appointed to the American Red Cross Grand Canyon Chapter Board of Directors. With a history of advancement and positive growth that dates back to his days in the courier industry, Dennis is a proven leader with the ability to provide business solutions that make a difference. With CMS, Dennis is continuing to grow that reputation as he fosters the development of technology solutions that promote the growth and integrity of the Independent Contractor Model.

As the President of Contractor Management Services (CMS), the nation’s full-service leader in Independent Contractor Management (ICM), Patrick provides leadership and direction to position CMS at the forefront of ICM. Patrick is charged with developing and implementing a strategic plan to advance the company’s mission and objectives as the leader in ICM. As President, Patrick oversees all aspects of CMS to ensure production efficiency, cost-effective management of resources and to promote revenue, profitability and growth as an organization. Additionally, he is responsible for the acquisition and deployment of new technologies to support and grow CMS’ continuing mission to lead the industry with its highly effective ICM Power™ Solutions.

While remaining up to date on industry trends and emerging technologies, Patrick devises cost-effective solutions to the technical problems facing CMS clients and provides regular updates concerning CMS’ technology vision for the executive team, department heads and end users. Furthermore, Patrick oversees the hiring and retention of staff and certifies that CMS maintains a high-level of quality and efficiency. He is also in charge of patenting CMS intellectual property and materials when necessary. Prior to his appointment as the President of CMS, Patrick served as the company’s Chief Technology Officer.  As CTO, Patrick oversaw all aspects of the company’s technology initiatives and using a hybrid of Kanban/Agile development methodology, transformed CMS into a SaaS (Software-as-a-Service) delivery model focusing on client requirements and industry best practices to support the rightful and proper use of Independent Contractors.

With over two decades spent working in management consulting, financial and technology operations, Patrick has extensive experience implementing valuable technology and business practices to improve organizational efficiency. His work history includes experience with CRM, financial, and technology systems. He previously served as the President of Equity Capital Group, a non-depository Investment Bank and served as the Fund Manager for several Private-Equity Opportunistic Funds. Amongst his many responsibilities in this role, Patrick managed day-to-day operations, including investment analysis, due diligence, compliance and investment decisions.  Additionally, Patrick has worked with Cavan Real Estate Investments, serving as the President and COO of one of Phoenix’s most prestigious real estate development firms. He also played a key role as part of the Deloitte Consulting Executive Management Team for all Sell-side activities. His responsibilities included serving as the National Manager and as the Practice Leader for the Customer Relationship Management and e-business service lines of Deloitte & Touche, LLP Management Solutions & Services. Other highlights on Patrick’s resumé include serving as General Manager (GM) and Chief Services Officer for a $150 million publically traded Customer Relationship Management Software Development Company, and serving in a variety of advisory roles to multiple organizations, such as The Valley of the Sun United Way, Blue Cross/Blue Shield Association and St. Joseph’s Hospital.

As Senior Vice President of National Client Development at Contractor Management Services (CMS), the nation’s full-service leader in Independent Contractor Management (ICM), Daryl Ann spends approximately 60% of her year traveling across the nation, working on-site with clients to streamline the rollout of CMS software, while simultaneously developing and maintaining client relationships. Daryl Ann’s day-to-day duties include providing software education, overseeing the implementation of CMS services for clients, serving as CMS service liaison for client companies, and providing effective feedback.

Daryl Ann’s responsibilities have evolved along with the rapid growth of the company, and Daryl Ann continues to be instrumental in the implementation and improvement of CMS’ product offering through her success in marrying client requirements with system design and business best practices.

Over the years Daryl Ann has become involved in various trade organizations, such as the Express Carriers Association (ECA), Air & Expedited Motor Carrier Association (AEMCA) and Messenger Courier Association of America (MCAA), including all state organizations nationwide. Her dedication to industry and business best practices also inspired her to serve on the ECA Board of Directors for four years.

Daryl Ann began her professional career over a span of seven years in the 1990s with varied involvement with the family business, Metro Courier Network (MCN), prior to its public trading. During this time she maintained a balance of earning her college degree and gaining experience working at MCN in roles ranging from customer service to dispatch and distribution.

Upon the sale of MCN, Daryl Ann relocated to Arizona and graduated from Arizona State University in 2000 with a B.S. in Supply Chain Management from the W.P. Carey School of Business. Shortly thereafter CMS was founded, which sparked Daryl Ann’s professional interests. Daryl Ann has been with CMS since its founding in 2001, and has never looked back.

Daryl Ann continues to be key to the education and implementation of CMS’ proprietary ICM Power™ Solutions through her mastery of her dual role of ensuring client satisfaction and providing CMS with insight derived directly from the client experience.

As Senior Vice President of Channel Development at Contractor Management Services (CMS), the nation’s full-service leader in Independent Contractor Management (ICM), Rich develops and carries out activities in Sales and Marketing with a focus on the trucking industry. His partnerships with trusted advisors are the primary method for the organization to carry out tactical plans, achieve business objectives, and develop initiatives towards trucking companies. Rich is also engaged in the actions that mold and develop CMS’ corporate image, ensuring that the company maintains an active presence and remains engaged in issues within the trucking association communities.

CMS’ leadership team took interest in Rich’s expertise in risk management, marketing, trucking, and achieving tactical business objectives, and he joined CMS in June 2012. His professional achievements, extensive knowledge of the industry, and understanding of the trucking community were noteworthy additions for the CMS Team that serves this industry.

For over two decades, Rich has operated in leadership roles in several aspects of truck insurance. He was responsible for the management and oversight of systems development, processes, staff, clients, and products. These experiences developed his knowledge of the various challenges that occur with different business models. Rich has a reputation for performance and commitment. He is known for achieving results, great relationships, commitment, and expertise in his various positions.

Rich started his insurance career as sales agent in the life and health industry in 1986. In 1987, he joined Great West Casualty Company in South Sioux City, NE as an Underwriter. Rich’s 14 year career at Great West was a time of extensive growth and personal development. He advanced his career in Marketing to an officer position and served as a Director for Underwriting and Loss Control Services during his last 2 years of service. It was at this point that he applied his talents in management, marketing, and sales to a truck insurance specialty agency in Phoenix, AZ. After 8 years, the agency partnership dissolved and Rich was recruited as the Truck Program VP at Gateway Insurance Co in St Louis, MO. He was able to significantly expand this company’s contracted agency group, customer base, and geographic reach with his marketing, underwriting, and marketplace knowledge. IAT’s Raleigh, NC office was his base for the two years preceding his joining the CMS Team. As an Underwriting Vice President for Occidental Fire & Casualty Co of NC, Rich guided the improvement of underwriting tools & techniques, revision of rates & forms, changes to the Managing General Agency relationships, and leading the changes needed with the company personnel and departments associated with these duties. Rich’s leadership skills, derived from his training, experience, and personal interest, have enabled him to serve on the Arizona Trucking Association’s Board of Directors, roles with the American Trucking Associations, and the American Sleep Apnea Association. He is also known for his insurance training expertise with the CIC & AAMGA programs and has served as an Advanced Topics instructor since 2007.

Rich continues to play an integral role in the strategic planning and expanded marketing of CMS’ proprietary offering to the trucking industry. He is actively contributing to the overall positioning of CMS as a national leader in the Independent Contractor Management industry.