Chief Delivery Officer

UDig•Richmond, VA

About The Position

UDig partners with retail-enabled enterprises to close the gap between what enterprise platforms promise and what their business actually needs. We operate at the intersection of Product Strategy, Design, Engineering, and Analytics — and we're building the delivery model that defines what great looks like in an AI-first world. Our mission is to accelerate your success by driving impact for our team members and clients. We grow through relationships and referrals — earned by delivering on that promise. That makes delivery more than a back-office function. It's how we earn the right to grow. The Role The Chief Delivery Officer is a member of UDig's Executive Leadership Team and one of the most consequential roles in the company. You will build and lead UDig's delivery organization through a pivotal moment: the shift to AI-augmented teams, sharper product thinking, and a delivery model that scales without losing what makes us different. Practice Leaders across Product, Design, Engineering, and Analytics report to you. You develop them into operators who run their practices with autonomy, commercial awareness, and high standards — and who rarely need to escalate. In partnership with the CTO and Practice Leaders, you will evolve how UDig delivers. The CTO sets technical direction and engineering rigor. Practice Leaders own execution within their disciplines. You make it scale across all of them. This is a builder's role. The structure you create, the leaders you develop, and the standards you hold will shape UDig's next chapter.

Requirements

You have led delivery at scale in consulting, professional services, or digital product environments.
You have directly managed senior leaders and built teams that operate independently.
You understand the economics of delivery — utilization, margin, staffing ratios — and you use that understanding to make better decisions, not to build bureaucracy.
You are genuinely excited about AI-augmented delivery. Not as a talking point — as a competitive edge you want to help build.
You are steady under pressure, commercially sharp, and deeply client-focused.
You translate naturally between the people closest to the work and the executive team.
You keep leaders informed without creating overhead.
10+ years in consulting, professional services, or digital product delivery
5+ years in senior leadership, including direct management of Practice or Capability Leaders
Track record of scaling delivery without building unnecessary layers

Nice To Haves

Experience leading or evolving AI-augmented delivery models is a strong plus

Responsibilities

Executive Leadership
Sit on the Executive Leadership Team and own delivery as a business function
Partner with the CEO on company direction; own execution within delivery
Represent delivery in pipeline alignment, resourcing decisions, and strategic planning
Leadership & Culture
Lead and develop Practice Leaders across Product, Design, Engineering, and Analytics
Build leaders who run engagements without executive intervention
Create a client-obsessed delivery culture grounded in professionalism and accountability
Remove the ambiguity that slows teams down
AI-First Delivery Model
Champion and advance UDig's AI-augmented delivery model in partnership with the CTO and Practice Leaders
Build smaller, sharper teams focused on outcomes — not headcount
Ensure what we sell can be delivered well, consistently
Balance speed with discipline as AI changes what's possible
Client Experience
Protect and deepen trust in anchor accounts
Surface issues early and act decisively
Ensure clients experience consistency — not just when things go well
Organizational Connectivity
Act as the hub between frontline delivery and executive strategy
Keep information flowing both directions with context and clarity
Partner with Growth on pipeline-to-delivery alignment
Partner with Operations on resourcing, utilization, and commercial health
Scale
Grow delivery capacity without adding unnecessary layers
Strengthen commercial discipline inside delivery leadership