Role Description Square is building a world-class, high-accountability field sales organization — and we’re looking for a leader who is both a coach and a builder. You know the craft of selling deeply: how to open doors, generate pipeline, position value competitively, and close with precision. You lead from the front, developing your team through active engagement — not from the sidelines. You will be the driving force behind a disciplined, insight-led sales motion that blends in-person selling with proactive outbound strategy. Your leadership will elevate both the quality and velocity of revenue while shaping a culture rooted in excellence, ownership, and growth. If you are a hands-on leader with deep product expertise, strong competitive instincts, and a track record of raising the bar for sellers — this is your next move. Responsibilities - Lead with expertise in the field - Develop Territory Account Executives through active, in-market coaching — from sourcing and opening conversations to consultative discovery, competitive positioning, and closing with clarity. - Model world-class selling by joining prospect and customer meetings, demonstrating product fluency, value articulation, and decisive deal strategy. - Spend significant time in the field with your team, strengthening local relationships, fueling community-driven pipeline creation, and ensuring sellers experience Square through a human, product-driven presence. - Operate in the details - Manage pipeline and KPIs with rigor — diagnosing gaps, identifying risks, expanding coverage, and guiding AEs to create and progress high-quality opportunities. - Run disciplined weekly pipeline, forecast, and deal reviews that drive action, accountability, and predictable outcomes across multiple markets. - Use data-backed insights to coach AE effectiveness, elevate sales execution, and ensure consistent momentum across high-velocity, complex sales cycles. - Build a high-performance, high-accountability culture - Create an environment defined by trust, clear expectations, ownership, and open communication. - Hold the team to a high bar of execution while providing the clarity, structure, and hands-on coaching needed to meet it. - Hire, onboard, and develop AEs to ramp quickly, deepen product expertise, and consistently exceed quota. - Scale expertise, process, and go-to-market effectiveness - Become a product and competitive expert — ensuring your team can confidently articulate Square’s value and differentiation. - Build scalable, repeatable field sales motions that increase funnel quality, improve outbound productivity, and accelerate growth in your assigned cities. - Continuously refine strategy, playbooks, and operating rhythms to deepen Square’s presence and win market share across key local ecosystems. - Partner and innovate across the business - Champion the customer voice and collaborate cross-functionally to strengthen product-market fit and unlock new revenue pathways. - Engage deeply with community networks, partners, and local events to amplify brand awareness and fuel top-of-funnel opportunity creation. Qualifications - 8+ years of sales success, ideally in a high-growth environment - 5+ years of leadership experience, preferably managing field account executives - Experience in high-transaction SaaS or financial services sales - Strong bias toward action and experimentation, balanced with thoughtful decision-making - A track record of building a winning, high-performing culture through hands-on leadership and coaching - Extensive experience operating in a metrics-driven sales organization - Proven ability to influence and collaborate with cross-functional partners in a rapidly scaling business - Experience scaling and overseeing large Field Sales teams - Strong ability to communicate and build relationships with senior executives - Excellent interpersonal, leadership, organizational, and communication skills Compensation - Zone A: $202,000 — $304,000 CAD - Zone B: $202,000 — $304,000 CAD - Amounts listed above include target variable compensation. Application Guidelines - Candidates may submit up to 9 active applications within a 60-day period. - Reapplications to the same role are accepted 90 days after a previous application has been reviewed. Use of AI in Our Hiring Process We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws. Benefits - Remote work - Medical insurance - Flexible time off - Retirement savings plans - Modern family planning

Title: Contract Manager – Grants Management Lifecycle Support Location: DC Metro Area and/or Regional Offices, DC Job Description: Overview: Contract Manager – Grants Management Lifecycle Support Performance Excellence Partners (PEP) is seeking an experienced Contract Manager to lead a federal grants management support contract providing mission-critical grants lifecycle services to the U.S. Department of Labor (DOL), Employment and Training Administration (ETA), Office of Grants Management (OGM). The contract supports OGM’s administration of grants for ETA as well as the U.S. Department of Education’s Office of Postsecondary Education (OPE) and Office of Elementary and Secondary Education (OESE). The successful candidate will be responsible for day-to-day management of contract operations, oversight of grant lifecycle support personnel, quality assurance, client relations, staffing, performance management, and successful execution of all contract requirements. The Contract Manager will serve as the primary point of contact to the Government and will ensure that all work is performed in accordance with federal regulations, agency policies, and contract performance standards. The Contract Manager will organize, direct, and coordinate all contract support activities; supervise grants management and support personnel; oversee staffing and recruitment activities; monitor contract performance; ensure timely completion of deliverables; implement quality control procedures; and provide strategic guidance to the project team. This position requires strong leadership skills and the ability to manage multidisciplinary teams in a fast-paced federal environment while maintaining exceptional customer service and responsiveness to government stakeholders. The ideal candidate will possess extensive experience supporting the full federal grants lifecycle, including pre-award, award, post-award administration, grant modifications, financial and programmatic monitoring, audit resolution, data validation, grants compliance, and grant closeout activities. The successful candidate should demonstrate a thorough understanding of federal grants management processes, federal financial assistance regulations, performance reporting requirements, audit resolution procedures, and grants administration systems such as GrantSolutions or similar federal grant management platforms. Experience supporting Department of Labor, Department of Education, or other federal grant-making agencies is highly desirable. Minimum Qualifications The successful candidate must possess a bachelor’s degree from an accredited college or university and a minimum of three (3) years of experience managing complex multidisciplinary teams supporting federal programs, grants, contracts, or technical assistance efforts. Candidates must demonstrate experience organizing, directing, and coordinating staff across multiple functional areas and must possess exceptional written and verbal communication skills. Must have experience serving as a Program Manager, Project Manager, Contract Manager, Division Chief, Grants Officer, Grants Specialist, Federal Project Officer, or similar leadership role within a federal grants environment. Preferred Qualifications Preference will be given to candidates with federal grants management experience supporting DOL, ETA, OGM, Department of Education, HHS, DOJ, or other federal grant-making organizations. Candidates should possess demonstrated expertise in federal grants administration, grant application review, grant awards, grant modifications, monitoring, financial management, internal controls, audit resolution, corrective action planning, grants compliance, and closeout procedures. Experience working with federal grants systems, performance reporting systems, financial reporting requirements, data validation efforts, and federal assistance regulations is highly desirable. Prior supervisory experience managing grants management specialists, program analysts, financial analysts, or compliance staff is preferred. Candidates with prior experience supporting the U.S. Department of Labor Employment and Training Administration (ETA), Office of Grants Management (OGM), Office of Workforce Investment (OWI), Veterans Employment and Training Service (VETS), or other federal grants management organizations are strongly encouraged to apply. Work Location Requirements This position requires the Contract Manager to perform work primarily on-site at locations designated by the U.S. Department of Labor, Employment and Training Administration (ETA). The Contract Manager must be available to support operations at DOL Headquarters in Washington, DC, and/or may be required to work at or travel to one or more of ETA’s six regional offices. Telework may only be authorized under limited circumstances and in accordance with contract requirements. Why work with PEP? Performance Excellence Partners, LLC (PEP) is an award-winning Federal government contractor and consulting firm, with a 26-year history of successfully executing project efforts for a variety of public sector and commercial customers in Workforce Development, Human Capital and Project / Program Management. PEP’s core values are: Applying uncommon integrity: we consistently operate truthfully and honestly, putting the needs of our clients and the project first. - Seeking inspired solutions: we are constantly expanding our knowledge and looking for new and innovative ways to solve problems and provide services to help clients and service recipients succeed. - Creating lasting impact: we are focused on solutions that will make a difference, now and long-term. - Attracting and building enduring partnerships: we put the client, project, or partner first and communicate openly, honestly, and respectfully. PEP’s employees bring these core values to our customers and to each other every day, as we strive for excellence. PEP supports hiring, employee management and development in accordance with applicable federal, state, or local law.

• Act as the senior client-facing point of accountability for all assigned engagements, managing relationships from programme level through to individual workstream sponsors. • Lead engagement planning, mobilisation, and delivery oversight across data, AI, and digital transformation projects, applying appropriate methodology and governance frameworks. • Maintain project controls including RAID logs, change control, status reporting, and financial tracking; provide early-warning escalations to senior leadership where required. • Support the commercial health of engagements — forecasting revenue, monitoring margin, managing scope variations, and collaborating with account teams on renewals and extensions. • Drive stakeholder management plans; communicate programme status, risks, and decisions with clarity to both client and internal audiences, escalating appropriately. • Manage and influence cross-functional teams including internal delivery squads, third-party vendors, and client-side resources on a matrix management basis. • Ensure smooth sales-to-delivery handover, working closely with Solutions Architects and Account Managers to validate scope, resource plans, and commercial structures before mobilisation. • Contribute to Colibri's delivery practice — identifying improvement opportunities, sharing lessons learned, and helping to evolve engagement management standards and tooling. • Support business development activities including contributing to proposals, Statements of Work, and client presentations as the delivery authority. • Ensure timely and accurate revenue recognition in collaboration with finance, maintaining discipline around milestone achievement, purchase orders, and invoicing. • Act as cultural ambassadors — both externally with clients and internally across our delivery teams. The way an EM shows up directly shapes how our people feel and how our clients experience Colibri.

• Manage a caseload of Workers’ Compensation claims through telephonic case management services • Conduct comprehensive initial and ongoing assessments of injured employees’ medical status, treatment progress, and recovery needs • Develop, implement, and monitor individualized case management plans to promote optimal medical outcomes. • Review medical records, treatment recommendations, and clinical information to determine appropriateness of care. • Identify barriers to recovery and develop action plans to facilitate progress toward recovery and return-to-work goals. • Monitor adherence to evidence-based treatment guidelines, utilization criteria, and regulatory requirements. • Evaluate treatment plans and document clinical outcomes, recovery progress, and return-to-work milestones. • Act as a liaison among injured employees, employers, healthcare providers, insurers, attorneys, and other authorized stakeholders. • Facilitate effective communication to ensure alignment on treatment plans, recovery goals, and return-to-work expectations. • Establish and maintain strong client relationships through professional service and responsive communication. • Serve as a patient advocate while maintaining compliance with legal, ethical, and regulatory standards. • Address return-to-work capabilities with injured employees and treating providers during ongoing case reviews. • Collaborate with employers and providers to support transitional or modified duty opportunities when appropriate. • Obtain and review job descriptions to assist providers in evaluating work capacity and restrictions. • Promote timely and medically appropriate return-to-work outcomes. • Maintain accurate, timely, and comprehensive case documentation within designated systems. • Ensure compliance with state Workers’ Compensation regulations, client requirements, and company policies. • Protect confidential medical information in accordance with HIPAA and applicable privacy regulations. • Support utilization review processes, including pre-authorization, concurrent review, retrospective review, and medical director referrals as needed. • Monitor provider and vendor performance to ensure quality service delivery. • Identify opportunities for process improvement and operational efficiencies. • Participate in quality assurance, grievance, and other organizational committees as assigned. • Provide clinical education and support to internal staff and stakeholders when appropriate. • Assist with training, mentoring, or guidance of less experienced team members as requested. • Perform other duties as assigned.