Role Description The Technology Projects Supervisor is responsible for the operational oversight and frontline leadership of our RPA service delivery and ensuring the successful execution of technical projects from intake through closure. This role ensures high-quality client service delivery by overseeing day-to-day project work, driving team performance, and proactively identifying service gaps or client risks. The Technology Projects Supervisor serves as a key escalation point for client issues, operational challenges, and delivery risks, ensuring a high-quality client experience while driving operational efficiency and continuous improvement. Job Duties - Directly recruit, oversee, coach, and support a team of Intake Specialists (PMs) and RPA Engineers. - Monitor and manage project workload distribution to ensure timely delivery of contracted services while balancing team capacity. - Ensure consistent delivery against SLAs, KPIs and contractual obligations. - Drive accountability and performance management through one-on-ones, progress check-ins, and adherence to KPIs. - Serve as an escalation point for client-related challenges and lead the planning of resolution. - Contribute to process improvement, automation efforts, and SOP development for the team. - Contribute strategic initiatives to improve service delivery, automate repetitive tasks, and enhance client engagement. - Support hiring, onboarding, and development of team members to ensure strong technical and client-facing capabilities. - Build strong client relationships through proactive communication and issue resolution. - Provide insight into team capacity, project forecasting, and resource planning. - Partner with Sales to provide pre-sales support, review ASA scope and ensure projects are priced accurately to maintain project profit-margin. - Foster a team culture of collaboration, accountability, ownership and continuous improvement. - Other duties as assigned. Qualifications - Three (3) + years of experience in an operations, implementation, or client-facing services role. - Proven experience leading project-based teams or managing multiple priorities in a fast-paced, client-facing environment. - Familiarity with project management, process improvement, and the agile methodology. - Experience with resource planning, capacity management, and project forecasting. - Strong communication and problem-solving skills, with the ability to manage escalations calmly and professionally. - Ability to manage competing priorities, coach team members, and enforce standards that ensure client experience consistency. - Excellent written and oral communication skills. - Ability to deliver clear and effective presentations. - Ability to appropriately handle sensitive and confidential information. Requirements - A bachelor's degree and/or a minimum of three (3) years of related experience preferred. - A minimum of one (1) year of supervisory experience in a fast-paced and/or technical environment preferred. - Demonstrated process improvement, design, and application is preferred. Physical Requirements - Prolonged periods of sitting at a desk and working on a computer. - Must be able to move up to 15 pounds at times. - Must be able to participate in video conferences/meetings. Company Description

• Architect and build the company’s initial product and technical foundation • Design reliable systems for high-trust operational workflows • Lead technical direction across infrastructure, AI systems, and application architecture • Work directly with design partners to shape product direction and workflow design • Establish engineering standards around reliability, auditability, and explainability • Recruit and lead the founding engineering team • Partner directly with the CEO on fundraising and company strategy

• Architect and build the company’s initial product and technical foundation • Design reliable systems for high-trust operational workflows • Lead technical direction across infrastructure, AI systems, and application architecture • Work directly with design partners to shape product direction and workflow design • Establish engineering standards around reliability, auditability, and explainability • Recruit and lead the founding engineering team • Partner directly with the CEO on fundraising and company strategy

Role Description We are recruiting a dedicated fractional CISO for our Winchester, Virginia-based client, who delivers the security program for a regional CPA firm of about 350 people. This is not a portfolio role. All hours go to the single CPA firm engagement, and the hire owns the firm's information security program end-to-end. The CPA firm's internal IT team handles day-to-day operations. Our Winchester, Virginia-based client owns security on the firm's behalf, and the hire is the senior face of that program. The CPA firm values continuity and a close advisory relationship with their CISO, so this role suits someone who wants to go deep with one organization rather than rotate across many. - Own the CPA firm's information security strategy, roadmap, governance, and executive reporting - Maintain and mature the firm's GLBA / FTC Safeguards Rule and HIPAA compliance posture - Serve as the executive-level security voice to the CIO, CTIO, managing partners, and audit/risk committee - Lead policy development, risk assessment, third-party risk, and incident response governance - Provide principal-level technical advisory on architecture, tooling, and cloud security decisions — security and adjacent technology - Partner with the delivery teams of our Winchester, Virginia-based client on tactical execution (pentest scoping, VM strategy, security tooling rollouts) - Brief the CPA firm's leadership quarterly and on-demand for major events Qualifications - 7+ years in information security leadership, including 3+ in a CISO, vCISO, or Director of Security capacity - Direct experience supporting CPA firms or comparable professional services environments - Working command of GLBA / FTC Safeguards Rule and HIPAA — applied, not just templated - Strong technical foundation: substantive engagement on cloud (Microsoft / Azure preferred), endpoint security, network security, and identity - Executive presence — able to sit across from a managing partner and earn their trust quickly - Willing and able to act as a principal technology advisor on decisions that extend beyond strict security scope Preferred Experience - Active CISSP, CISM, or CCISO - Prior in-house experience inside a public accounting firm's IT or risk organization - Familiarity with SOC 2 and PCI in adjacent contexts Compensation - $100–$125/hour, 1099 contractor - Approximately 20 hours per month, with rare months extending toward 40