Director of Development & Automation

Digacore · United States · $150k – $180k · posted today ago

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About this role

Director of Development & Automation

Why Digacore?

We’re a fast-paced, people-first MSP recently recognized as one of New Jersey’s Top Workplaces for 2026, with:

Real career growth
Autonomy to own projects and make decisions
A collaborative culture (we back each other up — no egos)
The chance to shape a function — your structure, your standards, your scorecard

About the Role

Reports to: CTO

We’re looking for a Director to take ownership of Digacore’s Development & Automation (DNA) team — a capable group of developers, data, product, and AI specialists working across three streams: AI services for clients, internal data and reporting, and a client-facing software product. The direction is set; now it needs a leader to turn it into structure, consistency, and results, so the CTO can step back from the day-to-day.

You’ll start by getting to know the team and what’s in flight, then put the foundation in place — SOPs, guidelines, a delivery cadence, and KPIs that give leadership a clear view of where things stand — and grow the team as the work demands. You’re comfortable rolling up your sleeves to unblock a build or prove out a solution, but your impact comes from leading through others, not writing the code yourself.

What You’ll Do

Lead the existing team: learn each person’s strengths, set clear ownership, and manage each one the way they need — including senior specialists who are deeper than you in their own domains
Set the standards: write and roll out SOPs and guidelines for how the team works — intake, prioritization, delivery, documentation, and handoffs — starting with our repeatable client AI Services processes
Own the KPIs: define and track the metrics that prove impact (time to deploy, delivery against dates, time saved, adoption, ROI) and give the CTO a clear monthly view of what’s on track and what isn’t
Run the team’s weekly delivery cadence so every initiative has an owner, a priority, a next step — and status is visible at any point without chasing people down
Own the roadmap across all three streams — when urgent asks compete, decide what comes first, what waits, and what doesn’t happen, and reset expectations with stakeholders
Take ownership of client AI engagements — assessment, setup, training, and custom builds — so they move from signed to live quickly and run without escalating to the CTO
Oversee product releases with the Product Owner and developers — pressure-test estimates, surface risk early, and hold to commitments
Back the internal data and reporting work — the data warehouse and leadership scorecard, including AI Services results — so leadership gets numbers it trusts
Be the escalation point on client issues — including security, compliance, and data privacy questions — and prepare the team to handle them well
Partner with leadership and department heads to identify manual work and friction, and turn it into automation and AI solutions
Grow the team when needed — identify gaps, define new roles, and hire and onboard as the function scales
Own tooling and vendor decisions, budget input, and capacity planning for the function

What Success Looks Like in Year One

Every team member known with clear ownership, and every initiative inventoried with an owner, priority, and next step
A weekly delivery cadence running, and a monthly KPI report the CTO can read in two minutes
Core SOPs written and followed, starting with client AI deployment
The CTO out of routine client engagements, with client builds moving from signed to live on a fast, predictable timeline
Shipped wins with documented ROI, and a clear view of where the team needs to grow next

What You Bring

Proven leadership: 7+ years in automation, development, data, or technical operations, including 3+ years leading a technical team with direct reports — coaching, accountability, and running a delivery cadence
You’ve built the playbook: a track record of putting SOPs, operating rhythms, and KPIs in place for a team that didn’t have them — and getting people to actually follow them
Experience leading people more technical than you — you set outcomes and check progress without micromanaging
Shipped AI, automation, or software that moved a measurable number — not pilots and slide decks
Strong technical grounding in the Microsoft stack (M365/Azure, Power Platform, Power BI), APIs, and integrations — enough to unblock, review, and build when needed
Comfortable in client-facing work, including tough conversations around data, security, and compliance
Strong business translation — you turn “we need X” from non-technical stakeholders into a delivered solution
Thrives in a lean, fast-moving environment — candidates who need heavy corporate structure won’t be the right fit