Booker DiMaio

Sales

• Prospect and sell B2B technology and professional services to small and mid-sized organizations.
• Build and manage your sales pipeline from initial outreach through close.
• Communicate effectively with business owners, executives, and technical stakeholders.
• Present solutions that address real operational and technical challenges.
• Work independently while collaborating with internal teams as appropriate.

Commission-Only Technology Sales Specialist

Security Engineer

• Proactively assess organizational needs and collaborate with stakeholders to design and engineer secure network solutions aligned with operational requirements.
• Lead and support project-based efforts involving the design, deployment, installation, and troubleshooting of secure data networking systems.
• Conduct technical assessments and deliver end-to-end design and implementation services for enterprise network and security environments.
• Create detailed technical documentation, including diagrams and written design materials, and manage implementations through final acceptance.
• Support internal teams with capacity planning, ongoing maintenance, monitoring, and evaluation of secure data communications infrastructure.
• Lead or contribute to initiatives migrating legacy network security platforms to modern, next-generation technologies, supporting defense-in-depth strategies across the full solution lifecycle.
• Provide advanced troubleshooting and threat remediation support for network security technologies, assisting engineering teams during critical incidents.
• Partner with engineering staff to implement configuration standards, change management practices, and standard operating procedures for secure network solution.
• Coordinate and guide team activities, including scheduling work and supporting issue resolution to ensure timely and accurate resolution of end-user and system issues.

Network Security Engineer

Project Manager

• Provide procurement support efforts to achieve reliable, cost-efficient and timely goods and services
• Assist in coordination with County Procurement and County Legal
• Initiate, develop and implement Information Technology related contracts
• Interface with various levels of personnel and management as well as with external vendors and contractors
• Prepare requests for proposals and administer the contracts until performance is completed
• Perform all steps of the procurement process such as kick-off and pre-proposal meetings, review of documents, tracking approvals
• Monitor all financial aspects of assigned contracts (e.g. monitoring funding, burn rate, and expenditures)
• Maintain schedules/calendars for the Contract Office in preparation

Project Manager, Contract Manager

Software Engineer

• Serves as a subject matter expert (SME) responsible for the overall design, architecture, and implementation of the Customer Relationship Management Tools (CRMs) in Microsoft Dynamics, as well as their integration with other systems.
• Defines the logical, technical, and physical architecture for the Microsoft Dynamics CRM solution.
• Develops a ready Customer Relationship Management solution in Microsoft Dynamics.
• Directs the day-to-day administration, support, maintenance and monitoring of the Microsoft Dynamics CRM solution, including customizations and configurations.
• Develops and implements, and trains others to develop in Microsoft Dynamics.
• Helps gather and document requirements from non-technical business users.
• Uses technical expertise to translate business requirements into effective system requirements and functional design documents.
• Collaborates with business analysts, project managers, and other technical staff to understand business requirements and translate them into technical solutions.
• Assist with any data migration tasks, to and from the Microsoft Dynamics CRM solution.
• Prototypes and demos recommended solutions for users.
• Integrates Microsoft Dynamics CRM with third-party applications, databases and external systems, where necessary.
• Provide ongoing technical support and training for end-users.
• Perform regular quality assurance and testing to ensure the solution meets the needs of the end-user.
• Assist with the project planning, scheduling and deployment of the new CRM features.

Lead Developer, Microsoft Dynamics

• Oversee the development and maintenance of the master schedule for a statewide K–12 assessment contract.
• Ensure all deliverables, milestones, and compliance requirements are met on time and within scope.
• Coordinate with internal teams, subcontractors, and state education agencies to ensure timely execution.
• Monitor risks and dependencies; escalate issues and propose mitigation strategies.
• Communicate schedule updates and impacts to leadership and state agency stakeholders.
• Prepare regular status reports and dashboards for internal and client review.
• Ensure compliance with contractual obligations, including accessibility standards, security protocols and reporting deadlines.
• Facilitate schedule-related meetings and resolve conflicts across workstreams.

Commission-Only Technology Sales Specialist

Network Security Engineer

Project Manager, Contract Manager

Lead Developer, Microsoft Dynamics

Project Manager, K-12 Education Assessment