Program Enablement, Finance and Compliance Manager - Outland Youth Employment Program

WHERE PURPOSE MEETS STRATEGY! If you're passionate about finance, funding, and creating meaningful opportunities for Indigenous youth, this is your chance to help shape the future of a nationally recognized program WHY JOIN US? Competitive salary: $65,000 - $90,000 annually Comprehensive benefits package $500 annual Health Spending Account $500 annual Wellness Benefit RRSP matching Paid travel Excellent work-life balance Growth and advancement opportunities within a national organization A leadership role with autonomy, influence, and the ability to drive change Whereas other companies are downsizing, we are growing! Be #1 on day 1 by joining an industry leader POSITION SUMMARY The OYEP Program Enablement, Finance and Compliance Manager is a senior enabling role responsible for the financial stewardship, funding lifecycle, governance support, operational compliance, and audit readiness of OYEP. Reporting to the Regional Operations Director and working in close partnership with the OYEP National Operations Manager, the position provides the controls, information, systems, and guidance required for OYEP programs to operate sustainably and meet Dexterra, DCI, funder, contractual, and regulatory expectations. ROLE MANDATE This is the company-facing, Board-supporting, behind-the-scenes role. It owns the financial, funding, governance, audit, systems, and compliance framework. This role provides operational guidance, consistency, and strategic support across the program while working in close partnership with the National Operations Manager. Together, they align efforts to achieve shared objectives, with the National Operations Manager retaining accountability for people leadership, field delivery, client relationships, and partner outcomes. SPECIFIC ACCOUNTABILITIES Financial Planning, Stewardship and Control Lead preparation of annual operating budgets, overhead budgets, forecasts, and reforecasts for OYEP programs and contracts in accordance with Dexterra policies, DCI requirements, and funding agreements. Build and maintain financial tools that clearly distinguish restricted and unrestricted funding, eligible and ineligible costs, cost-share obligations, program overhead, and available funding by contract. Guide the National Operations Manager and Regional Operations Managers in understanding budgets, spending restrictions, financial risks, and corrective actions required to remain within approved parameters. Lead month-end financial review with the Regional Operations Director, business finance partners, the National Operations Manager, and other stakeholders; initiate or coordinate adjustments supported by appropriate documentation. Oversee invoicing, accounts receivable follow-up, reconciliations, allocations, cost recovery, wage subsidies, and financial transactions between DCI and Dexterra. Maintain complete, accurate, audit-ready records and a reliable calendar of financial, funding, reporting, renewal, and compliance deadlines. Funding Development and Funder Reporting Identify and assess government, corporate, philanthropic, and other funding opportunities that align with OYEP strategy and delivery capacity. Lead or coordinate funding applications, grant proposals, business cases, budgets, work plans, supporting documentation, and submission approvals. Interpret funding agreements and translate requirements into clear financial, operational, evidence, and reporting obligations for the OYEP team. Prepare, reconcile, and submit accurate funding claims, financial reports, progress reports, final reports, and supporting schedules by required deadlines. Manage funder-facing financial and compliance relationships, respond to questions, coordinate amendments, and support renewal or close-out processes. Partner with the National Operations Manager to ensure performance narratives and outcome data align with financial claims and agreement requirements. Compliance, Systems and Operational Enablement Maintain a consolidated compliance framework for funding agreements, contracts, company policies, DCI governance requirements, employment standards, privacy, procurement, records, and other applicable operational obligations. Review OYEP procedures and tools regularly and coordinate updates with Dexterra support functions so that OYEP practices remain aligned with corporate requirements. Act as the primary liaison between OYEP and enabling functions such as Finance, Human Resources, Payroll, Legal, Risk, Supply Chain and Information Technology for compliance and process matters. Train and support OYEP leaders in the effective use of applicable corporate systems, financial processes, approval controls, records standards, and reporting tools. Monitor compliance exceptions, document corrective actions, assign ownership, track completion, and escalate overdue or material issues. Support procurement planning and controls to promote value, appropriate approvals, use of preferred suppliers, accurate coding, and compliance with budget and funding eligibility. Governance, Board and Company Reporting Prepare accurate, concise, and decision-useful financial and compliance reporting for Dexterra leadership, DCI leadership, and the DCI Board. In collaboration with the DCI finance lead and corporate finance partners, prepare and present financial statements, forecasts, funding status, risk items, and management explanations. Maintain governance documentation, approvals, agreements, financial schedules, policies, and records required to support effective oversight. Ensure recommendations and decisions are supported by reliable information and that follow-up commitments are documented and completed. Maintain professionalism, confidentiality, sound judgment, and appropriate separation of responsibilities in all company, DCI, funder, and Board matters. Audit and Risk Assurance Coordinate and support funder, financial, operational, payroll, safety, internal-control, and other audits or reviews relevant to OYEP. Prepare audit evidence, schedules, reconciliations, process descriptions, and management responses in collaboration with responsible corporate and operational teams. Track findings, recommendations, and corrective actions through to verified closure. Identify financial, funding, compliance, governance, and process risks early and provide practical recommendations to reduce exposure. Promote consistent documentation, approval, segregation-of-duties, and record-retention practices across OYEP. Team Guidance and Collaborative Leadership Provide financial, funding, compliance, and systems guidance to the National Operations Manager, Regional Operations Managers, Field Managers, and program support employees. Create clear templates, calendars, checklists, training, dashboards, and processes that make compliance easier for operational teams. Communicate expectations clearly, monitor completion, and follow through consistently while maintaining constructive working relationships. Contribute enabling expertise to OYEP strategic planning, annual planning, program design, partner commitments, and new program evaluation. Act as a safety leader and ensure financial or schedule pressures do not override health, safety, environmental, quality, or ethical requirements. QUALIFICATIONS Education and Experience Post-secondary degree or diploma in Accounting, Finance, Business Administration, Non-Profit Management, Public Administration, Compliance, or a related discipline, or an equivalent combination of education and experience. Progressive experience in budgeting, forecasting, financial reporting, grant or contribution agreement administration, compliance, audit support, or operational finance. Demonstrated experience preparing funding applications and completing financial and performance reporting for government, corporate, philanthropic, or other funders. Experience interpreting agreements, tracking restricted funding, reconciling expenditures, maintaining audit evidence, and supporting financial or compliance reviews. Experience advising operational leaders and translating financial or compliance requirements into practical processes and decisions. Experience in a not-for-profit, charitable, social-purpose, Indigenous-serving, education, youth, or workforce-development environment is an asset. Accounting designation, grant-management credential, project-management credential, or compliance certification is an asset. Skills and Abilities Strong command of financial practices, budgeting, forecasting, reconciliations, internal controls, and management reporting. Advanced analytical ability and exceptional accuracy with complex financial, funding, and compliance information. Highly organized and detail oriented, with disciplined deadline management, documentation, and consistent follow-through. Excellent funding, proposal, business-case, report-writing, and written communication skills. Ability to interpret requirements, identify risks, exercise sound judgment, and develop practical controls without unnecessarily burdening operations. Capable trainer and advisor who can improve financial literacy and compliance across the operational team. Advanced Microsoft Excel and Microsoft Office skills; experience with enterprise finance, payroll, planning, document-management, CRM, and learning systems is preferred. High integrity, discretion, accountability, and ability to maintain confidentiality. Collaborative working style and the confidence to respectfully challenge incomplete information, unsupported spending, missed deadlines, or non-compliant practices. Working Conditions Primarily office-based or hybrid work environment with flexible scheduling requirements. Periodic travel may be required for Board, funder, company, partner, audit, training, or operational support needs. Occasional evening or weekend work may be required around submissions, audits, month-end, year-end, or Board cycles. Safety is a condition of employment; all required training and compliance requirements must be maintained. SUCCESS MEASURES Programs are delivered safely, consistently, on schedule, and within approved budgets. Commitments to youth, employees, communities, clients, partners, funders, Dexterra, and DCI are completed accurately and on time. Risks, variances, and emerging issues are identified early, escalated appropriately, and followed through to resolution. The role demonstrates high attention to detail, personal accountability, sound judgment, and consistency. WHO ARE WE? Dexterra Group is a fast-growing, financially strong, publicly listed company (TSX:DXT). We have a far-reaching presence across the entire continent North America with hundreds of full-time and part-time opportunities at any given time. We aim to provide our people with more than just a job – we offer fulfilling opportunities in a culture that promotes stability, diversity and inclusion, camaraderie, employee recognition, work-life balance, and doing what you love. For over 75 years, the companies that began independently, and now form Dexterra Group, have been dedicated to serving North American clients to create and manage built environments that play a vital role in our economy and our local communities. And, that’s something we’re truly proud of. Work That Matters, People Who Care. Dexterra Group is an equal opportunity employer committed to diversity and inclusion. We are pleased to consider all qualified applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, protected veterans’ status, Indigenous status, or any other legally protected factors. Special needs accommodation is available at all stages of the application process upon request.