ConnectWise is an industry and Global leading software company with over 3,000 colleagues in North America, EMEA and APAC. As a community-driven software company dedicated to the success of technology solution providers, our suite helps over 45,000 of our partners manage their businesses better, sell more efficiently, automate service delivery, and remotely control technology so they can consistently deliver amazing customer experiences.
Our company is powered by our connections, our colleagues, and our community. And, we accept all kinds.
Game-changers, innovators, culture-lovers—and humankind.
We invite discovery and debate. We recognize key moments as milestones.
We see you and value you for your unique contributions. Our inclusive, positive culture lays the foundation to ensure every colleague is valued for their perspectives and skills, giving you the choice of how YOU make a difference.
Curious? Read this opportunity to learn how YOU can make a difference at ConnectWise!
Location: Flexible (Remote / Hybrid / Onsite)
Travel: Up to 20–30%
We’re looking for a Senior Director of IT Infrastructure & Operations to lead and modernize our global technology environment. This is a high-impact leadership role responsible for delivering secure, scalable, and always-on infrastructure that powers our business and customer experience.
You’ll lead a globally distributed team across cloud, network, data centers, and end-user computing—while shaping the future of our technology through cloud transformation, automation, and operational excellence.
If you’re passionate about building high-performing teams, driving large-scale transformation, and influencing executive strategy, we want to hear from you.
What You’ll Do🌍 Lead at Scale
- Build and lead a global team of managers and technical experts across infrastructure, cloud, network, and IT operations
- Foster a high-performance, collaborative, and resilient team culture
🚀 Drive Transformation
- Own and execute our IT infrastructure strategy aligned to business priorities
- Lead cloud adoption and optimization across AWS, Azure, or GCP
- Champion automation and DevOps to improve efficiency and scalability
⚙️ Deliver Operational Excellence
- Ensure highly available, secure, and reliable infrastructure services
- Drive continuous improvement through strong SLA/KPI management
- Oversee incident, problem, and change management processes
🔐 Strengthen Security & Resilience
- Partner with Security and Engineering to ensure compliance and risk mitigation
- Lead disaster recovery and business continuity planning
🤝 Influence & Partner
- Engage with executive leadership on strategy, priorities, and risk
- Collaborate cross-functionally across IT, Security, Engineering, and Business teams
- Manage key vendor relationships and ensure value delivery
- Proven experience leading global infrastructure and operations teams at scale
- Deep expertise across enterprise infrastructure, cloud platforms, networking, and ITIL-based operations
- Strong track record driving cloud transformation, automation, and modernization initiatives
- Executive presence with the ability to influence senior leaders and stakeholders
- Experience managing budgets, vendors, and optimizing costs
- Strong decision-making skills in complex, high-impact environments
- 12–15+ years of IT infrastructure and operations experience
- 7–10+ years of leadership experience, including managing leaders
- Experience in enterprise, global environments
- Bachelor’s degree in IT, Computer Science, Engineering, or related field (Master’s preferred)
- Certifications such as ITIL, AWS/Azure, CISSP, or TOGAF are a plus
You’ll play a critical role in shaping the future of our technology landscape—ensuring our platforms are secure, scalable, and built for growth. Your leadership will directly impact business performance, customer experience, and our ability to innovate.
Why Join Us- Lead enterprise-scale transformation initiatives
- Partner directly with executive leadership
- Shape the future of a global technology organization
- Build and elevate a world-class infrastructure team
ConnectWise is an Equal Opportunity Employer, dedicated to building a diverse and inclusive workforce and providing a workplace free from discrimination and harassment. ConnectWise provides equal employment opportunities to all employees and applicants without regard to race, ethnicity, color, religion, age, sex (including pregnancy), sexual orientation, gender, gender identity or expression, ancestry, national origin, citizenship status, physical or mental disability, genetic information, military/veteran status, marital status, familial or parental status, or any other characteristic or status protected by applicable federal, state and local laws.
The statements above are intended to describe the general nature and level of work being performed by individuals assigned to this job. Other duties may be assigned as needed. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the job and/or to receive other benefits and privileges of employment. If you need a reasonable accommodation for any part of the application and hiring process, please contact us at [email protected] or 1-800-671-6898.
Skills Required
- Proven experience leading global infrastructure and operations teams at scale
- 12-15+ years of IT infrastructure and operations experience
- 7-10+ years of leadership experience, including managing leaders
- Deep expertise across enterprise infrastructure, cloud platforms, networking, and ITIL-based operations
- Strong track record driving cloud transformation, automation, and modernization initiatives
- Experience in enterprise, global environments
- Experience managing budgets, vendors, and optimizing costs
- Executive presence with the ability to influence senior leaders and stakeholders
- Bachelor's degree in IT, Computer Science, Engineering, or related field
- Master's degree
- Certifications such as ITIL, AWS/Azure, CISSP, or TOGAF
- Strong decision-making skills in complex, high-impact environments
ConnectWise Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about ConnectWise and has not been reviewed or approved by ConnectWise.
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Leave & Time Off Breadth — Time off is positioned as a standout part of the package, including “Flexible Time Off,” “Flex Friday’s,” and frequent references to an “Unlimited PTO” approach that is valued for flexibility.
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Healthcare Strength — Core medical, dental, and vision coverage is consistently included, with additional items like life insurance and pre-tax accounts such as HSA contributions; some descriptions also indicate a possibility of fully covered employee medical premiums in certain cases.
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Retirement Support — Retirement and longer-term financial benefits are present through a 401K/retirement plan and an employee stock purchase plan, which strengthens the overall rewards package beyond base salary.
ConnectWise Insights
What We Do
Born out of a single software solution designed to help MSPs gain control of their help desk and billing, ConnectWise has grown into a robust platform of software built for technology solutions providers (TSPs) to run their entire as-a-service business. With products aiding in business management, remote monitoring and management, remote control and access, quote and proposal automation, and cybersecurity risk assessments, integrations with hundreds of key vendors, plus the largest and most engaged community in the industry, ConnectWise has built a platform for The IT Nation.
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