Who is Aiwyn and what do we do? Aiwyn is transforming the way accounting firms manage the entire revenue lifecycle. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and product. Role Overview We’re looking for a Program Manager to join our Services team. You will lead customers and implementation managers through implementation programs, onboarding and adoption of Aiwyn’s platform, ensuring projects are delivered on time, within scope, and with high customer satisfaction.You’ll manage a portfolio of multiple client projects (assigned to Implementation Managers), coordinate across Product, Engineering, and Customer Success, and play a hands-on role in shaping how implementations scale as we grow. This is a customer-facing role with direct visibility into leadership and real influence on client outcomes. What will your day-to-day responsibilities look like? - Lead the programmatic structure for multiple customer implementation projects, from project kickoff to go-live, ensuring each customer achieves a smooth and successful deployment. - Own high-level project planning and execution, managing scope, milestones, and deliverables while keeping all stakeholders informed with clear, timely communication. - Collaborate with internal teams—from Sales to Customer Success to Product—to ensure seamless handoffs and alignment on client outcomes. - Facilitate change management strategies, working with client leadership to prepare, train, and engage their teams to maximize long-term value. - Proactively identify and mitigate risks, addressing challenges swiftly to maintain project momentum and client confidence. - Monitor and report on project progress, providing customers and leadership with transparent performance updates and success metrics. - Championing the client implementation experience, ensuring every interaction reflects Aiwyn’s commitment to partnership, innovation, and measurable impact. - Drive continuous improvement by contributing to the refinement of playbooks, processes, and tools that make implementations more scalable and efficient. The ideal candidate candidate for this role: - 3+ years of program management, consulting, or implementation experience in SaaS or technology services (or equivalent client-facing experience). - Strong organizational and communication skills; comfortable managing multiple projects at once. - Demonstrated ability to lead customer-facing projects and deliver measurable outcomes. - Experience working with cross-functional teams in dynamic environments. - PMP, CSM, or similar certification is helpful but not required. - Bachelor’s degree or equivalent work experience. Preferred Qualifications - Experience working in the accounting firm industry - Experience with ClickUp Work Management Software - Experience working with Hubspot and Jira Benefits and Perks - The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience. Other benefits include: - Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls. - Remote, work-from-anywhere culture - Flexible PTO - World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support. - Stock options - every Full Time Employee has ownership in Aiwyn's future and success. - 401(k) matching Our Values: - Relentless by Design - Owners not Renters - Trust at the Core Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances. Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa

• Develop and implement acquisition integration plans, including timelines and resource allocation • Align functional workstreams with integration objectives • Collaborate with cross-functional teams to ensure successful integration execution • Monitor integration progress and ensure adherence to timelines • Identify and mitigate risks and issues that may impact integration completion • Identify and manage conflicts, working with stakeholders to negotiate mitigation • Drive critical path and dependency resolution • Run stand-ups, status reads, and readiness reviews

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description This role plays a critical part in supporting cybersecurity policy and oversight services. You will provide leadership and operational management to ensure the effective delivery of cybersecurity services across various programs. Collaborating closely with government leadership, you will oversee compliance with cybersecurity policies while ensuring that project outcomes align with strategic objectives. Your expertise will guide teams toward successful execution and adherence to critical schedules and deliverables. - Serve as the project manager for overall execution and delivery of cybersecurity requirements. - Coordinate with government leadership and stakeholders to facilitate effective communication. - Develop and maintain project management plans for the contract lifecycle. - Ensure alignment of cybersecurity support services across various systems and organizations. - Support governance initiatives related to Risk Management Framework (RMF) implementation. Qualifications - Current Project Management Professional (PMP) certification. - 6+ years of general Information Technology experience. - 6+ years of cybersecurity experience in enterprise IT or cybersecurity programs. - Strong knowledge of RMF processes and cybersecurity governance. - Ability to manage multidisciplinary cybersecurity teams in complex environments. Benefits - Multiple healthcare coverage options including low and high deductible plans. - Dental, vision, accident & illness coverage. - 401(k) plan with a 6% match and profit sharing. - 100% Employee Stock Ownership Plan (ESOP) for eligible employees. - Short- and long-term disability coverage.

Type of Requisition: Regular Clearance Level Must Currently Possess: Top Secret/SCI Clearance Level Must Be Able to Obtain: Top Secret/SCI Public Trust/Other Required: None Job Family: Program Delivery and Execution Job Qualifications: Skills: Financial Management, Process Improvements, Program ManagementCertifications: NoneExperience: 8 + years of related experienceUS Citizenship Required: Yes Job Description: GDIT is seeking a Contract Billing & Invoice Program Analyst Principal to help support a commercial cloud service provider's mission-critical systems. Although this position is remote, the employee MUST live within the Washington Metro Area (WMA) for potential local travel. MEANINGFUL WORK AND PERSONAL IMPACT As a Contract Billing & Invoice Program Analyst Principal, the work you’ll do at GDIT will be impactful to the customer's mission. You will play a crucial role in ensuring seamless financial management and compliance for cloud programs, aligned to the customer's objectives. - Lead the financial reconciliation process: Oversee the end-to-end reconciliation of complex cloud invoices, ensuring alignment with internal usage, program budgets, and contract terms. - Serve as a PMO liaison and reporting expert: Deliver clear, program-specific financial reports to PMO leadership, acting as a subject matter expert in cloud billing for cross-functional teams. - Drive compliance in contract funding and invoicing operations: Monitor contract funding, expenditure thresholds, and facilitate compliant invoicing per FAR regulations. - Utilize advanced data analysis tools and methodologies for insight: Leverage spreadsheets, dashboard visualizations, and other tools to streamline analytics and reporting processes. WHAT YOU’LL NEED TO SUCCEED - REQUIRED: Bring your program analysis expertise along with a drive for innovation to GDIT. The Contract Billing & Invoice Program Analyst Principal must have: - Security Clearance Level: Active Top Secret clearance w/SCI eligibility - Education: Bachelor’s Degree (BA/BS) or equivalent work experience in lieu of degree. - Experience: - 8+ years of overall related experience - Minimum of 6 years of experience in billing, invoicing or financial analysis in support of US government - Technical Skills: - Expertise in Google Sheets or Excel utilizing pivot tables, VLOOKUPs, formulas. - Proven ability to work effectively with cross-functional program teams and functional teams to drive billing compliance and cost allocation efficiency. - Strong organizational and analytical skills, with proficiency in data analysis and reporting tools. - Strong process improvement skills and experience in developing and implementing effective internal business processes. - Understanding of government billing cycles, invoicing procedures, and reconciliation against contract terms - Knowledge of and experience with the Federal Acquisition Regulation (FAR) - Knowledge of and experience with various government funding documents (e.g., TOs, CLINs, SLINs, ACRNs, MIPRs) - Location: Candidate MUST be located in the Washington Metro Area (WMA) with the ability to travel 10-20% within the WMA. DESIRED QUALIFICATIONS: - Familiarity with cloud consumption models (PayGo, Subscription Agreements), professional services, and technologies for Google or other Cloud Service Providers (CSPs) - Familiarity with the FAR Part 32 - Contract Financing GDIT IS YOUR PLACE At GDIT, the mission is our purpose, and our people are at the center of everything we do. - Growth: AI-powered career tool that identifies career steps and learning opportunities - Support: An internal mobility team focused on helping you achieve your career goals - Rewards: Comprehensive benefits and wellness packages, 401K with company match, and competitive pay and paid time off - Flexibility: Full-flex work week to own your priorities at work and at home - Community: Award-winning culture of innovation and a military-friendly workplace OWN YOUR OPPORTUNITY Explore a career in program management at GDIT and you’ll find endless opportunities to grow alongside colleagues who share your passion for the mission and delivering results. The likely salary range for this position is $102,000 - $138,000. This is not, however, a guarantee of compensation or salary. Rather, salary will be set based on experience, geographic location and possibly contractual requirements and could fall outside of this range. Scheduled Weekly Hours: 40 Travel Required: 10-25% Telecommuting Options: Remote Work Location: Any Location / Remote Additional Work Locations: Total Rewards at GDIT: Our benefits package for all US-based employees includes a variety of medical plan options, some with Health Savings Accounts, dental plan options, a vision plan, and a 401(k) plan offering the ability to contribute both pre and post-tax dollars up to the IRS annual limits and receive a company match. To encourage work/life balance, GDIT offers employees full flex work weeks where possible and a variety of paid time off plans, including vacation, sick and personal time, holidays, paid parental, military, bereavement and jury duty leave. GDIT typically provides new employees with 15 days of paid leave per calendar year to be used for vacations, personal business, and illness and an additional 10 paid holidays per year. Paid leave and paid holidays are prorated based on the employee’s date of hire. The GDIT Paid Family Leave program provides a total of up to 160 hours of paid leave in a rolling 12 month period for eligible employees. To ensure our employees are able to protect their income, other offerings such as short and long-term disability benefits, life, accidental death and dismemberment, personal accident, critical illness and business travel and accident insurance are provided or available. We regularly review our Total Rewards package to ensure our offerings are competitive and reflect what our employees have told us they value most. We are GDIT. A global technology and professional services company that delivers consulting, technology and mission services to every major agency across the U.S. government, defense and intelligence community. Our 30,000 experts extract the power of technology to create immediate value and deliver solutions at the edge of innovation. We operate across 50 countries worldwide, offering leading capabilities in digital modernization, AI/ML, Cloud, Cyber and application development. Together with our clients, we strive to create a safer, smarter world by harnessing the power of deep expertise and advanced technology. Join our Talent Community to stay up to date on our career opportunities and events atgdit.com/tc. Equal Opportunity Employer / Individuals with Disabilities / Protected Veterans