7 min read

This article began as a response to a colleague in the industry, Patrice Corbard, a DevOps advisor, trainer, and author in France, who asked me a simple but difficult question:
“Can you describe what you consider to be the most important jobs-to-be-done in your role as VP of Engineering, as well as the pains and gains, ranked in order of importance?”
It’s a fair question. If you search online, you’ll find plenty of job descriptions and responsibility lists. What you won’t find is a candid look at the role from the inside, what you’re accountable for, what makes the job rewarding, and what makes it challenging.
My answer to Patrice became the inspiration for this article. What follows isn’t a universal definition of the VP of Engineering role. It’s how the role has applied to me, shaped by my experience, the transformations I’ve led, the leadership cultures I’ve worked within, and the context of our change initiatives, growth, and acquisitions in a highly evolving digital industry.
When most people ask me what I do as a VP of Software Engineering, they sometimes expect a simple answer: “You lead engineers, right?”
The truth is, the role of VP of Engineering isn’t black-and-white. It depends heavily on:
- The size and stage of the company
- The leadership culture you operate within
- The context of the organization
What I can share is my journey, how the role has evolved for me, what I’ve been held accountable for, and what it’s been like.
My Journey to VP of Engineering
When I joined Parchment over a decade ago, I brought over a decade of enterprise software engineering, architecture, and leadership experience.
At Parchment, the engineering teams were still operating in waterfall silos. The organization just started moving to Agile and Scrum ceremonies. Delivery was slow, fragile, and disconnected from business outcomes.
My earliest accountability as a Director of Engineering was helping engineering transform with highly skilled, passionate, open-minded team members, moving us toward Agile, Lean, and DevOps practices that allowed us to ship with confidence.
The shift wasn’t simply about adopting new frameworks, but demanded a deeper transformation. It required me, my team, and many leaders around me to learn, unlearn, and relearn. To lead effectively, I had to embody humility and set the standard through my own actions.
Over time, my role expanded as the organization scaled. What started with a few dozen engineers as a Director eventually grew to more than 175 people across 10 countries as a VP of Engineering. And with that growth, the scope of my responsibilities shifted.
Four Pillars of Accountability
Looking back, I can summarize my VP responsibilities into four enduring accountabilities:
1. Enterprise-Level Software Quality and Resilience
- Ensure stability and reliability of delivery
- Support automation initiatives and efforts, shorten lead times
- Use flow metrics to measure and improve
2, People Engagement
- Without engaged teams, delivery grinds to a halt
- Engagement comes from psychological safety, inclusion, autonomy, purpose, and leadership that people trust
3. Retention and Development
- Attracting great talent is hard; retaining them is harder
- Build career frameworks, coach managers, and provide growth opportunities
- Much of my time went into developing engineers who had just stepped into leadership
4. Skills and Capabilities
- Keep teams competitive in today’s tech landscape
- Don’t chase every shiny tool, but invest in learning, experimentation, and the right capabilities
Everything else I did, adopting Value Stream Management (VSM), integrating AI copilots, partnering with Product, aligning with Finance, flowed back into these four pillars.
Balancing Global Talent
Another dimension of the VP role is managing the distribution and cost of talent. U.S. hiring alone can’t always scale, so part of my responsibility was building a model that included nearshore, offshore, and local teams.
Sometimes that meant intentionally diversifying where and how we hired. Other times, it meant adapting through acquisitions in new geographies, inheriting engineering teams with their own culture, practices, and expectations.
In both cases, the challenge wasn’t just financial. It was about creating alignment across different regions, time zones, and cultures, while still building one cohesive engineering organization.
Getting this right was critical not only to scaling sustainably but also to retaining talent and protecting delivery resilience as the company grew globally.
Beyond Delivery: Transformation and Business Alignment
The VP role isn’t only about keeping the trains running.
I was deeply involved in:
- Technical due diligence in acquisitions
- Aligning metrics with business outcomes
- Contributing to valuations during funding rounds and ownership changes
It also meant championing long-term transformation strategies:
- Moving from waterfall to Agile, Lean, DevOps, and Continuous Delivery
- Adopting Value Stream Management for end-to-end visibility
- Driving AI literacy and adoption across engineering
AI adoption is about building a culture of learning, experimentation, and practical adoption so teams build real capability.
One truth I learned: engineering only matters if it’s connected to the growth engine of the business. Otherwise, it gets treated as a cost center.
VP of Engineering vs. CTO
I’m often asked: “What’s the difference between a VP of Engineering and a CTO?”
From my experience:
- CTO puts technology first, people second. They set the vision, connect strategy to growth, and influence investors.
- VP of Engineering puts people and practices first, technology second. My job is to build engaged teams and strong delivery systems so the strategy is executed at scale.
Both roles are essential. One is about what we bet on. The other is about how people and systems deliver it.
Leadership Culture Shapes the Role
Another factor that defined my journey was who I reported to and the leadership culture around me.
- For most of my tenure, I reported to a leader who gave me autonomy and trusted me. Those years were expansive; we built team autonomy, focused on improving delivery cadence, agility, and flow, and made measurable progress.
- When that leader retired, a new CTO arrived. He spoke Agile but led with command-and-control habits. It clashed with our progress and felt like a hand grenade in the middle of our transformation.
- Later, after an acquisition, a VP of Product replaced the CTO and owned both Product and technology. Our philosophies diverged, but where we were aligned, in people and culture, we found common ground.
The lesson: your autonomy and alignment with peers and superiors shape the job.
One of the most underestimated jobs-to-be-done for a VP of Engineering is this: setting and sustaining long-term strategy, digital transformation, Agile, VSM, team outcomes and performance feedback, and building competitive advantage through culture and delivery. But here’s the catch: a change in senior leadership above you can accelerate that strategy, or derail it overnight.
From T-Shaped to V-Shaped Skills
A VP of Engineering can’t stand still.
Early on, I had strong T-shaped skills, depth in engineering, and breadth in adjacent areas. But to operate at the executive level, I had to develop what I call V-shaped skills: depth in engineering plus meaningful depth in several other domains.
That meant deliberate, ongoing investment in learning:
- Scaling organizations: team topologies, value streams, spans of control
- Strategy and OKRs: translating strategy into objectives and results
- Funding, M&A: diligence, integration, and how maturity shows up in valuation
- Thinking like a CEO: runway, margins, growth levers, complex tradeoffs
- Product management: enough depth to partner with product leaders
- Finance fluency: COGS, OPEX, ROI, metrics that tie tech to earnings
- Modern architecture & technology: staying credible without micromanaging
- Leadership craft: books, workshops, conferences, sharpening coaching and communication
It also meant mentoring beyond engineering. In 2024, I participated in our Women in Leadership program, coaching a developing leader. Supporting leaders outside my org was a way to invest in a broader leadership fabric.
And it wasn’t just about formal learning. My success was shaped by mentors and the network I built both inside and outside my organization. Collaborating with senior executives in other companies helped me benchmark our progress, validate practices, and learn from both successes and failures. That external perspective was invaluable in shaping my decisions and accelerating transformation.
The Hard Parts
It isn’t all bright spots.
Being VP of Engineering also meant being accountable for cost-saving measures and layoffs. Those are the darkest days, balancing empathy with business realities while protecting trust and continuity as best you can.
The Highlights
But there are bright spots, too, the moments that make the hard parts worth it.
- Contributing to a team driving significant organizational growth.
- Watching team members progress and grow into leaders, contributors, and mentors themselves.
- Seeing the organization thrive and succeed because of the engineering team’s partnership with product and business.
- Having the opportunity to mentor others, both inside and outside engineering, and know you’re investing in the company’s leadership future.
- Helping to build a culture that makes teams proud to come to work, where people feel connected, trusted, and valued.
- Having a direct impact on something bigger than you.
These are the outcomes that fuel purpose in the role and make the investment in people and practices pay off.
What I’ve Learned
So what does a VP of Engineering do?
- Ensure software is reliable and resilient
- Keep teams engaged and thriving
- Retain and develop people with absolute growth paths
- Invest in skills and capabilities so teams stay competitive
- Lead transformation by learning, unlearning, and relearning
- Align execution with business outcomes
- Contribute to M&A, funding, and investor communication
- Drive practices like AI adoption to build long-term capability
- Navigate leadership cultures, reporting lines, and autonomy
- Expand from T-shaped to V-shaped skills, supported by mentors and networks
- Balance global talent through local hiring, nearshore/offshore models, and acquisitions in new geographies
And most of all, accept that the role is never static; it shifts as the company shifts.
Closing Thought
If you’re wondering what a VP of Engineering does, the only honest answer is: it depends.
It depends on the organization, its maturity, and the leadership culture. My story is just one version, shaped by digital transformation, scaling, global talent strategy, AI adoption, mentorship, and peer networks.
What hasn’t changed is this: the job is about building systems of delivery and leadership that last, systems that sustain people, products, and business value long after a single leader has moved on.
And remember: this is just a taste of how the VP of Engineering role has applied to me, in my organizations, and my context.
Poking Holes
I invite your perspective on my posts. What are your thoughts?
Let’s talk: phil.clark@rethinkyourunderstanding.com







