ConnectWise

Strategic Programs Director

ConnectWise$120K — $150K *
US-AnywhereRemote in Oregon, US
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in a related field or equivalent business experience
  • 8+ years of relevant experience
  • Expert in applicable work area
  • Strong business acumen and organizational skills
  • Ability to manage large projects independently

Responsibilities

  • Partner with senior leadership to define strategic goals and metrics
  • Translate strategies into actionable department plans
  • Monitor and adjust progress towards strategic objectives
  • Facilitate planning sessions and track outcomes
  • Establish the operational rhythm including meetings and reviews
  • Maintain governance frameworks for accountability
  • Lead cross-functional programs from initiation to execution

Benefits

  • Flexible work arrangements (Onsite/Hybrid/Remote)
  • 10-20% travel opportunity
  • Exposure to senior leadership and strategic initiatives
  • Professional development through strategic program leadership
  • Collaborative work culture focused on continuous improvement
Full Job Description
General Summary:

The Strategic Programs Director serves as a trusted advisor and strategic partner to senior leadership, driving alignment across key initiatives and ensuring operational excellence. This role is responsible for orchestrating strategic planning, managing cross-functional programs, and enabling executive decision-making through effective governance and communication.

Essential Duties and Responsibilities:

Strategic Alignment & Execution
  • Partner with executive leadership to define and communicate strategic priorities, goals, and success metrics.
  • Translate high-level strategies into actionable plans and ensure alignment across departments and teams.
  • Monitor progress against strategic objectives and provide insights to adjust course as needed.
  • Facilitate strategic planning sessions and ensure outcomes are documented and tracked.

Operational Cadence & Governance
  • Establish and manage the rhythm of the business, including leadership meetings, quarterly business reviews, and annual planning cycles.
  • Develop and maintain governance frameworks to ensure accountability and transparency in decision-making.
  • Drive operational efficiency by identifying and resolving bottlenecks in processes and workflows.
  • Prepare executive-level reporting and dashboards to support data-driven decisions.
    Program Leadership
  • Lead cross-functional strategic programs from initiation through execution, ensuring delivery on time and within scope.
  • Develop program plans, manage resources, and mitigate risks to ensure successful outcomes.
  • Coordinate with internal and external stakeholders to align efforts and resolve issues.
  • Continuously improve program management practices and tools to enhance effectiveness.

Executive Partnership & Leadership Enablement
  • Act as a thought partner to the executive team, providing strategic counsel and operational support.
  • Enable leaders to focus on high-impact priorities by managing communications, follow-ups, and delegated initiatives.
  • Support executive visibility and engagement through preparation of presentations, briefings, and stakeholder communications.
  • Foster a culture of collaboration, accountability, and continuous improvement across leadership teams

Knowledge, Skills, and/or Abilities Required:
  • Ability to manage large projects and processes independently with limited supervision
  • Recognized expert in applicable work area
  • Ability to situationally adapt and understand new technology/processes as per business needs
  • The ideal candidate is a proactive leader with strong business acumen, exceptional organizational skills, and the ability to influence across all levels of the organization.

Educational/Vocational/Previous Experience Recommendations:
  • Bachelor's degree in related field or equivalent business experience
  • 8+ years of relevant experience

Working Conditions:
  • Onsite/Hybrid/Remote depending on location
  • 10-20% travel required

About ConnectWise

ConnectWise is a software company that provides business management solutions for technology service providers. The company's platform includes tools for project management, service desk, and billing. ConnectWise was founded in 1982 and is headquartered in Tampa, Florida.
Learn more about ConnectWise
Size
1,500 employees
Industry
Founded
1982

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