Director of Development & Automation

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

Nice to Have

• MSP, SaaS, or multi-client service experience

• Background in software product delivery or data/BI leadership

Compensation

$150,000–$180,000 Annually (depending on experience)

Perks & Benefits

• Nationwide medical, dental, life, and LTD insurance (we cover LTD + life 100%)

• Generous PTO + Mental Health Days

• 401(k) with company match

• HSA & FSA options

• Paid training & certification assistance

• $500 sign-on bonus

• Quarterly team events and career coaching

• Equal opportunity employer — veterans encouraged to apply

We are an Equal Opportunity Employer!