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 provide executive technology leadership, systems design, and focused recovery support when product, operations, and delivery need to realign.
Ongoing CTO-level leadership for companies that need stronger technical direction, delivery rhythm, and engineering accountability without a full-time executive hire.
Cross-functional solution design for workflows, tools, customer journeys, and internal systems where product, operations, and technology must work as one.
Focused intervention for teams facing stalled delivery, fragile systems, or unclear execution priorities that are limiting growth and leadership confidence.
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.
0-to-1 growth
Helped multiple companies move from no product and zero revenue to tens of millions in revenue in under 18 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.
10% engineering lift
Turned AI from scattered experiments into everyday engineering practice, improving the workflows teams touched most often.
Scaled execution model
Rebuilt the operating model for a global engineering organization, time to market and engineering velocity by 30%.
$20M-$800M operating context
Brought technical judgment to companies and investors navigating growth, acquisition, integration, and platform risk.
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 work with leadership and teams to identify constraints, align direction, design the right path, execute with discipline, and improve the operating rhythm over time.
Identify the product, operations, system, team, and execution constraints that are slowing results.
Create shared direction across leadership, product, design, engineering, and operations.
Define the operating model, workflows, and solution path needed to move with clarity.
Partner with teams to turn decisions into delivery and unblock progress where it stalls.
Establish cadence, accountability, and feedback loops that sustain momentum over time.
About W27
Kal Walkden and Amy Wimmer work across product, operations, design, and technology to help leadership teams restore momentum and scale with clarity.
CTO, Product & Engineering Executive, and Fractional Technology Leader
Kal Walkden is a CTO and product and engineering executive focused on improving execution in companies where technology, teams, or operating models are limiting business 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, Brand, and Customer Experience Leader
Amy Jo Wimmer is a multidisciplinary product, design, and brand 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 stronger outcomes. 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, brand development, 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, brands, and organizations. She is especially focused on helping teams understand their audiences, identify meaningful opportunities, and build products and brands 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.