200%
AI Assistant engagement growth
Product · Operations · Transformation · Delivery
Kyle Poupore · Product & Operations Executive
I turn ambition
into operating results.
The throughline
My career has never fit neatly into one function. That range is the point: I connect the product, people, operating model, and execution needed to make transformation real.
Enterprise scale. Startup mentality.
I know how to scale.
I thrive when it is time to build.
I build AI-powered products, operating models, and teams that move complex organizations from intention to measurable impact.
I have built for enterprise-scale organizations, where reliability, governance, stakeholder alignment, and change management are nonnegotiable.
The bulk of my career, though, has been spent in startup, growth-stage and mid-size companies. That is where I learned to wear many hats, create what does not yet exist, and move easily between product strategy, delivery, operations, analytics, customer conversations, executive communication, and team building.
Enterprise experience taught me scale. Growth-stage companies taught me how to build. I bring both.
Selected impact
Results people can see.
Evidence of adoption, efficiency, innovation, and durable operating change.
66% → 85%
Self-service containment
~1,000
Fewer internal cases every month
2×
Industry awards for supported work
1
Design patent for an AI solution
Sunset
Multiple third-party systems and related costs
What I build
More than products.
The structure around a product often determines whether it creates lasting value.
Products
AI-enabled products and user experiences that solve real problems, earn adoption, and improve with use.
Organizations
Teams, operating models, and decision systems that create clarity without adding unnecessary weight.
Operations
Governance, analytics, release readiness, and repeatable processes that turn strategy into durable execution.
Transformation
Cross-functional change that connects technology, people, process, and measurable business outcomes.
Delivery
Disciplined execution from discovery through rollout, adoption, measurement, and continuous improvement.
Leaders
Capable teams with the context, trust, and shared accountability to keep moving the work forward.
Customer and user obsessed
Human insight.
Operational evidence.
I built and ran a Customer Advisory Board and Product Advisory Committee, bringing a mix of clients together monthly to explore emerging ideas and surface unmet needs.
We moved from conversation to co-creation: ideating solutions, testing designs and prototypes, and learning from early pilots before broader rollout.
I pair those qualitative insights with product operations data, including usage, adoption, satisfaction, and support signals. That combination helps teams build for employees, consumers, customers, clients, and internal users with confidence.
01Listen
02Co-create
03Launch
04Measure
05Learn
Work & experience
What I've built.
Where I learned to build it.
A career shaped by consequential work across companies of every size, from building functions to transforming at enterprise scale.
01Enterprise AI
Scaling AI self-service
Led the product and operating system behind an enterprise AI Assistant, increasing engagement by 200%, improving containment from 66% to 85%, and reducing internal support demand by about 1,000 cases each month.
AI strategyAdoptionOperations
02Product operations
Building the machinery for scale
Connected product, PMO, go-to-market, sales, implementation, and client services through clearer governance, release readiness, adoption tracking, and shared measures of success.
Operating modelGovernanceDelivery
03User insight
Turning feedback into better products
Built and ran a Customer Advisory Board and Product Advisory Committee where clients shaped ideas, designs, prototypes, and early pilots before broader rollout.
Co-creationResearchProduct strategy
“The work I enjoy most begins with a messy, cross-functional problem and ends with a simpler experience, a stronger operating model, and results everyone can see.”
The experience story
Range is not a detour.
It is the advantage.
ADP
Enterprise
5 years
Learned to pair enterprise scale and governance with measurable AI adoption, product operations, and durable transformation.
Amelia / SoundHound AI
Growth-stage
4 years
Built the AI delivery and operations muscle to turn emerging technology into repeatable outcomes across industries.
Avanade / Infusion
Mid-size → Enterprise
2 years
Developed consulting discipline: diagnose quickly, navigate complex stakeholders, and deliver clarity in unfamiliar environments.
Razorfish
Enterprise agency
< 1 year
Learned to orchestrate a high-visibility, flagship digital experience across a large multidisciplinary team.
Fulcrum Digital / Redstage
Startup → Growth-stage
2 years
Built a delivery function from the ground up—creating the model, growing the team, and scaling execution with the business.
Culture and leadership
People first.
Progress always.
Lead with compassion and clarity.
People do their best work when communication is open, expectations are clear, and transparency is part of the operating culture.
Share the goal and the accountability.
I create collaborative environments where different functions can challenge ideas, solve together, and stay connected to one common goal.
Take the next best step.
Challenges will surface and people will make mistakes. The question is always what moves us forward now, and what we can learn for next time.
Where I create value
The title can vary.
The mandate is consistent.
Give me a consequential, cross-functional challenge that needs product judgment, operational discipline, stakeholder leadership, and the range to carry it through.
01
Chief of Staff
02
VP / Head of Product
03
Product & Technology Operations
04
AI Transformation
05
Business Transformation
06
Customer & User Experience
07
Enterprise Strategy
08
Future COO
Beyond the title
Curious by default.
Hands-on by nature.
Family timeSoccer coachHome improvement / DIYCookingKnife forgingGolfGardeningResearch rabbit holesHands-on experimentsPlan, build, refine
Start a conversation
Have a complex mandate
that needs an operator?
I'm interested in ambitious teams and meaningful problems where product, operations, people, and transformation meet.
