The product team is solving one problem. Operations is solving another. Engineering is buried in complexity. Leadership keeps asking why execution feels slower despite having more people.
That’s usually when the meetings multiply, the systems stop scaling cleanly, and everyone starts inventing workarounds just to keep things moving.
We help companies untangle the operational, product, and technology decisions creating friction underneath the business — so teams can move with clarity again instead of brute force.
Core Services
We help companies understand what is slowing execution, make better technology decisions, and turn strategy into measurable product and business outcomes.
When leadership needs clarity before making a major technology, product, or hiring decision.
For companies that need ongoing senior technology leadership without the cost or commitment of a full-time CTO.
For companies that need to turn unclear priorities or stalled execution into a tangible product outcome. W27 owns the execution path from strategy through implementation and validation, so leadership can stay focused on the business.
When leadership needs an independent assessment of technical risk, scalability, AI readiness, or execution maturity.
AI As Practical Leverage
W27 helps companies translate AI capability into real business outcomes. We focus on the constraints that matter: where AI can improve decision-making, delivery speed, product quality, operational visibility, or customer experience.
Most organizations do not need an AI transformation. They need to understand what is already working, preserve it, and apply change where it creates meaningful business impact.
AI has made building faster, but it has also made judgment, alignment, and prioritization more important. We help teams use AI to improve the quality of work, not just increase the volume of output.
Selected Outcomes
We focus on measurable execution outcomes that improve growth, delivery speed, and leadership visibility in complex operating environments.
Unlocked 7x growth
Re-architected a revenue-critical platform for demand-driven scale while eliminating peak-period outages while the company grew 7x in 9 months.
10x conversion lift
Replaced a slow third-party pricing flow with an internal quote engine, cutting response time from minutes to under 5 seconds.
Scaled execution model
Rebuilt the operating model for a global engineering organization, improving time to market and engineering velocity by 30%.
$20M-$800M operating context
Brought technical judgment to growth, acquisition, integration, and platform-risk decisions.
0-to-1 growth
Helped multiple companies move from no product and zero revenue to tens of millions in revenue in under 18 months.
10% engineering lift
Turned AI from scattered experiments into everyday engineering practice, improving the workflows teams touched most often.
Case Studies
Each case shows how we diagnose execution constraints, align cross-functional decisions, and deliver measurable outcomes in high-stakes environments.
Client/context: DTC subscription business with a revenue-critical ordering platform under sustained growth pressure.
Problem: Platform instability and architectural fragility were creating outages, slowing delivery, and increasing executive risk.
Intervention: Stabilized core platform operations, reset architecture direction, and aligned product-engineering execution cadence.
Outcome: Enabled 7x growth by restoring system reliability and creating a scalable delivery foundation.
Client/context: Legacy product organization constrained by aging platform decisions and inconsistent delivery flow.
Problem: Core systems no longer supported growth goals, and roadmap execution was blocked by technical and operating friction.
Intervention: Defined a modernization path across product architecture and operating model, then sequenced delivery around highest-leverage constraints.
Outcome: Unlocked cleaner scaling and faster roadmap execution without forcing a disruptive full-platform rewrite.
Client/context: Insurance-adjacent business dependent on external pricing infrastructure for quote generation.
Problem: A slow third-party pricing engine created customer friction and suppressed conversion performance.
Intervention: Replaced the constrained pricing path with a faster decision flow and tighter product-operations-technology alignment.
Outcome: Delivered a 10x quote conversion improvement by removing latency from a revenue-critical workflow.
Client/context: Growth-stage company with a 50+ person product engineering organization spread across the U.S., Europe, and Uruguay.
Problem: Annual planning cycles, unclear ownership, and fragmented execution made it hard to connect engineering effort to product outcomes.
Intervention: Rebuilt the operating model around domain ownership, shorter execution cycles, practical AI-enabled engineering practices, and clearer leadership visibility.
Outcome: Improved time to market by 30% while creating a more scalable execution model for a global engineering organization.
How We Work
We help companies understand what is slowing execution, choose the right path forward, bring the leadership or execution support needed, and validate the work with evidence.
Identify what is slowing execution across technology, product, teams, operations, and AI.
Turn the assessment into clear priorities, tradeoffs, and a recommended path forward.
Provide senior technology leadership where the company needs executive judgment, operating cadence, and direction.
Own or support the execution path from roadmap to shipped work.
Use experiments, pilots, customer feedback, and measurable signals to confirm the work is creating the intended result.
About W27
Kal Walkden and Amy Wimmer work across technology, product, operations, design, and user experience to help companies make better decisions, restore execution momentum, and turn strategy into measurable outcomes.
CTO, Product & Engineering Executive, and Fractional Technology Leader
Kal Walkden is a CTO and product and engineering executive who helps companies make high-stakes technology decisions and restore execution when technology, teams, or operating models are limiting performance. His work spans both growth and stabilization environments, helping organizations scale more effectively, restore momentum, and operate with greater clarity and predictability.
Over the last 25+ years, Kal has led product and engineering organizations across startups, growth-stage companies, and enterprise environments including HelloFresh (Factor), Double Good, ForeverCar, IBM, Philips Electronics, and TransUnion. His experience includes stabilizing revenue-critical platforms, enabling hypergrowth, improving development velocity and release throughput, modernizing legacy systems, and building product and engineering capabilities from zero revenue through acquisition outcomes.
Through W27 Collective, Kal works with companies in fractional CTO and advisory capacities, helping leadership teams align architecture, product direction, organizational structure, and execution strategy. His consulting work includes modernization initiatives, technical leadership during growth transitions, operational resets, and complex backend/platform development.
Kal also advises investors and operators through technical diligence and post-acquisition advisory work, with exposure to transactions and funding activity exceeding $400M in aggregate value.
Product, Design, and User Experience Leader
Amy Jo Wimmer is a multidisciplinary product, design, and user experience leader focused on helping organizations develop the right things for the right people in the right way. Her work connects business strategy, customer insight, product direction, and visual execution so teams can create experiences that are useful, clear, and meaningful.
Amy brings a systems-thinking approach to complex product and organizational challenges. She helps teams understand what their customers need, where friction exists, and how product, design, marketing, and operations can work together to deliver outcomes customers adopt and businesses can measure. Her work often includes setting priorities, shaping strategic direction, mentoring teams, and contributing directly to execution.
Throughout her career, Amy has led and contributed across user experience, product design, product strategy, creative direction, project leadership, product marketing, and visual communication. Her experience spans websites, software platforms, mobile applications, design systems, prototypes, research programs, strategic plans, product roadmaps, integrated campaigns, and sales enablement.
Amy’s work is grounded in a deep interest in human behavior, motivation, and the everyday interactions that shape how people experience products and organizations. She is especially focused on helping teams understand their audiences, identify meaningful opportunities, validate direction through experimentation, and build products they are proud to support.
If execution has slowed, systems are strained, or teams are misaligned, we can help you regain clarity and move forward with confidence.