Managing Director, Digital Transformation

Blitzy•Cambridge, MA

2d•Hybrid

About The Position

We're looking for a Managing Director, Digital Transformation to build and lead an elite practice embedded directly within the operations of our Strategic Accounts. This is a senior leadership role for someone who has spent their career at the intersection of enterprise technology and strategic business impact. In this role, you'll own solutions delivery, build a team of specialist engineers, and hold executive relationships at the CTO level and below across the enterprise. You are as comfortable in a boardroom presenting a transformation roadmap as you are in a sprint review holding engineers accountable to delivery standards. Work Arrangement: Hybrid structure balancing time between client sites and HQ1 in Kendall Square. Moderate travel required to support key account relationships across the portfolio.

Requirements

15+ years of progressive experience spanning enterprise technology consulting, software engineering leadership, and senior client management
Background at a Big 4 firm or equivalent elite technology consultancy strongly preferred
Demonstrated track record leading complex digital transformation programs for Fortune 500 / Fortune 100 organizations
Broad fluency across the modern enterprise technology stack — cloud infrastructure, data platforms, APIs, microservices, AI/ML, and enterprise integration
Proven ability to engage credibly from the engineering level up to the C-suite — technically grounded, strategically minded
Experience managing and developing high-performing technical teams in client-facing, outcome-driven environments
Strong commercial instincts — skilled at framing value, managing scope, and converting relationships into long-term partnerships

Nice To Haves

Prior experience in a Forward Deployed Engineering, embedded consulting, or technical account leadership capacity
Hands-on experience with AI/ML platforms, developer tooling, or enterprise digital transformation at scale
Track record of building and scaling consulting or professional services practices from the ground up
History of operating effectively in high-growth, ambiguous startup or scale-up environments alongside enterprise rigor
Executive presence and communication style that earns trust at the first meeting and deepens it over time

Responsibilities

Own and grow senior relationships across a portfolio of Fortune 100 accounts, engaging at the CTO, CIO, and VP Engineering level
Lead executive business reviews, C-suite presentations, and board-level briefings that translate technical progress into business outcomes
Shape digital transformation roadmaps alongside client leadership — bringing our platform's capabilities to bear on their highest-priority challenges
Identify and develop account expansion opportunities; support pre-sales efforts for new enterprise engagements
Lead, manage, and develop a team of forward deployed engineers embedded across client environments
Set and enforce standards for project delivery, engineering quality, and client engagement across all active accounts
Serve as the senior technical escalation point — able to engage hands-on when complex integration or delivery challenges arise
Balance multiple concurrent enterprise engagements, ensuring each is appropriately resourced, scoped, and governed
Partner with Product, Sales, and executive leadership to define the strategy and expansion of the FDE function
Establish delivery frameworks, KPIs, and feedback loops that drive continuous improvement across the practice
Recruit, develop, and retain senior engineering talent — building a team culture defined by technical excellence and client accountability
Contribute to go-to-market strategy, thought leadership, and the development of reusable delivery assets and IP