Automation & AI Delivery Lead (MSP)

Automation & AI Delivery Lead (MSP)

Hybrid | Columbia, MD (2–3 days onsite)

$80,000–$105,000 base bi-annual bonus

We’re a long-standing Managed Service Provider (MSP) serving SMB clients across the Mid-Atlantic with a growing national footprint. Family-owned, multi-generation, and values-driven, this organization operates with transparency, trust, and a genuine belief in doing the right thing—for clients and employees alike. Innovation isn’t a buzzword here; it’s part of how the business grows, delivers value, and stays ahead.

This role is different from a traditional MSP position. We’re building an Automation & AI function that will become a core delivery engine and revenue driver for the business. This leader will guide a small but growing team, bring structure and metrics to automation delivery, and help design Microsoft-based automation and AI-enabled solutions that improve both internal operations and client outcomes.

MSP experience is required to move forward.

What You’ll Be Doing

• Lead day-to-day execution for an Automation team of 4–6 engineers (mixed onshore/offshore, mixed skill levels)
• Run daily huddles, manage workload prioritization, and keep multiple initiatives moving forward
• Own delivery accountability: KPIs, dashboards, reporting, escalation triage, and assignment
• Design and document workflows, process maps, and delivery artifacts (light architecture and data flow documentation)
• Establish governance and best practices for scalable, secure automation solutions
• Build and maintain internal documentation and knowledge bases around Microsoft automation platforms
• Support reporting and insights using BrightGauge and/or Power BI
• Partner with leadership on automation strategy that supports efficiency, scalability, and revenue growth
• Act as a translator between technical teams and business stakeholders—internally and externally

Must-Have Requirements (Non-Negotiable)

• Previous experience working at a Managed Service Provider (MSP)
• Hands-on exposure to Microsoft Power Platform
• Power Automate (flows)
• Power Apps (app concepts, solution discussions, governance)
• Ability to lead and guide others technically (not required to be the most technical person on the team)
• 3 years in a technical analyst, systems analyst, automation, or AI-adjacent role
• 1 year of people leadership or proven leadership through initiatives/projects
• Strong communication skills—able to clearly explain what was built, why it matters, and how it works
• Metrics-minded and organized; comfortable owning dashboards, reporting, and delivery cadence

Nice-to-Have Experience

• Copilot Studio, Azure AI / Cognitive Services
• AI or automation solution deployment in real environments
• CloudRadial administration or client-portal automation
• Microsoft certifications (PL-200, AI-102, automation certs)
• ITIL familiarity

Who Thrives in This Role

• Leaders who enjoy building something new, not just maintaining status quo
• MSP professionals who think beyond tickets and enjoy driving efficiency at scale
• Clear communicators who can explain real-world solutions (not just buzzwords)
• Problem-solvers with curiosity, confidence, and strong prioritization instincts
• People who like helping others succeed—both clients and teammates

Compensation & Benefits

• Base Salary: $80,000–$105,000
• Bonuses: Bi-annual performance profit-sharing bonuses
• Benefits:
• Health, dental, and vision 100% company-paid
• 401(k) with company match
• Generous PTO
• Certification reimbursement and paid training
• Growth Opportunity: This team is being built with revenue impact in mind—high visibility, high influence

Important Notes

• Must pass background check
• Must have MSP experience
• No sponsorships
• Automation candidates without Microsoft Power Platform exposure will not be considered
• Strong builders who can’t explain what they’ve built will not move forward