Senior Agile Coach

Job Description Custom Software Systems, Inc. (CSS) is seeking an experienced Senior Agile Coach to support Agile maturity and transformation initiatives within the Division of Information Technology (IT) as part of our client’s Business and Technology Modernization (BTM) Program. This role will assess team capabilities, develop tailored coaching strategies, and guide Agile teams at varying maturity levels toward sustainable, high-performing practices. The Senior Agile Coach will partner closely with Scrum Masters, Product Owners, Program Managers, and other stakeholders to strengthen Agile adoption, address organizational resistance, and drive continuous improvement while aligning teams with established Agile standards and playbooks. Responsibilities Team Maturity Advancement: Assess team maturity and create tailored coaching plans, guide teams through progressive capability building, and establish sustainable Agile practices within teams. Agile Practice Excellence: Coach teams on Scrum/Scrumban/Kanban events, artifacts, and roles, ensure teams apply Agile principles effectively (not just mechanically), and embed continuous improvement mindsets and practices. Change Management & Resistance: Navigate team resistance to Agile adoption, build buy‑in and engagement with new ways of working, and address mindset and cultural barriers to transformation. Establish new Agile teams and provide interactive initial and ongoing coaching to stakeholders and teams. Conduct ongoing evaluations to ensure the effectiveness of Agile programs and recommend complex and/or highly comprehensive training modifications as necessary. Proactively collaborate and communicate with internal/external stakeholders to address Agile knowledge gaps to support Agile effectiveness. Work with teams to become effective and efficient in their use of Agile practices. Help teams to adopt and improve Agile methods and practices. Citizenship US Citizenship Required Qualifications Twelve to fifteen (12-15) years of prior relevant experience. At least seven (7) years of hands‑on experience coaching Agile teams across various maturity levels in complex organizations. Prior experience leading Agile processes with programs of similar size and complexity. Proven track record assessing team capabilities, creating effective coaching strategies, and driving measurable improvements in team performance and Agile maturity. Demonstrated ability to navigate organizational resistance and adapt coaching approaches to different team contexts. Experience working within established organizational playbooks and frameworks while introducing industry best practices. Government or highly regulated industry experience preferred. Experience with Jira for work management. Knowledge, Skills & Abilities Familiar with Scrum, Kanban, and SAFe. Experience with system requirements, development, testing, release management, and project scheduling. Experience with software development, integration, and maintenance. Mastery in Facilitation skills, including coaching to Scrum of Scrums, Product Owner Sync, and Inspect and Adapt Workshops. Experience transforming initiatives to deliver lasting change within agencies that focus on delivering value for their customers. Coaches may be required to work across all levels (team/ portfolio/program) to ensure that organizations adopt a pragmatic approach to the way in which they govern delivery and continuous improvement of digital services. Education Bachelor's Degree in Information Science/Technology, Business, Computer Science or Equivalent. Certifications At least one of the following relevant certifications (e.g., ICAgile Certified Professional - Agile Coaching, Certified Scrum Professional, SAFe Practice Consultant, or equivalent) is required. Compensation & Benefits 12 Wage Range: Negotiable General Benefits: Custom Software Systems, Inc. offers our employees a competitive benefits package that may include: Health insurance plans Health Savings Account (HSA) Dental Vision Long‑term disability Short‑term disability Basic term life insurance Supplemental term life insurance for employees, spouses, and dependents Simple IRA Parking/Commuting expense reimbursement Training/Education Company Description Company Background: Headquartered in Leesburg, Virginia, Custom Software Systems, Inc. (CSS) is a Woman-Owned (WOSB) and HUBZone certified small business. Built on a foundation of trusted client partnerships, CSS has fostered a stakeholder‑centric yet disciplined approach to IT solutions development. This ensures our ability to consistently meet or exceed our customers' expectations. Benefits: CSS is a very employee oriented company knowing that well trained, professional associates are what make our company great. We offer a competitive benefits package that includes: paid holidays and paid time off; medical insurance that includes vision; dental insurance; company paid long and short‑term disability and life insurance; a Simple IRA plan (similar to 401k); parking and commuter reimbursement. We also work with our employees on training and professional certification plans that benefit the employee, the client and CSS - a win‑win‑win strategy. Equal Opportunity Employer: CSS provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. CSS complies with applicable state and local laws governing non‑discrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including, but not limited to, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. CSS expressly prohibits any form of unlawful employee harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of CSS employees to perform their expected job duties is absolutely not tolerated. Company Background: Headquartered in Leesburg, Virginia, Custom Software Systems, Inc. (CSS) is a Woman‑Owned (WOSB) and HUBZone certified small business. Built on a foundation of trusted client partnerships, CSS has fostered a stakeholder‑centric yet disciplined approach to IT solutions development. This ensures our ability to consistently meet or exceed our customers' expectations. Benefits: CSS is a very employee oriented company knowing that well trained, professional associates are what make our company great. We offer a competitive benefits package that includes: paid holidays and paid time off; medical insurance that includes vision; dental insurance; company paid long and short‑term disability and life insurance; a Simple IRA plan (similar to 401k); parking and commuter reimbursement. We also work with our employees on training and professional certification plans that benefit the employee, the client and CSS - a win‑win‑win strategy. Equal Opportunity Employer: CSS provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. CSS complies with applicable state and local laws governing non‑discrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including, but not limited to, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. CSS expresses prohibits any form of unlawful employee harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of CSS employees to perform their expected job duties is absolutely not tolerated. #J-18808-Ljbffr