Organizing Your Team with Team Topologies - Part 3 - Evaluation Guide

As your product grows, you need a way to routinely check whether your teams are still structured for flow, speed, and clarity. This guide gives founders and CTOs a practical, repeatable framework for evaluating team health using the four pillars of Team Topologies: alignment, trust, cognitive load, and flow.

1. Start With the Value Stream

Every evaluation begins by asking:

Is the team aligned to the flow of value?

The simplest way to identify your value streams is to look at what customers directly pay for. A value stream starts with an idea and ends when the customer is using that value in production.

Ask:

  • How many teams does an idea pass through before reaching customers?

  • Can a single team take an idea from concept to delivery?

  • Does any team need outside approval before they can start or ship work?

If an idea bounces between multiple teams or gets stuck behind approvals, you’re looking at a structural bottleneck, not a performance issue.

Red flag: More than 1 external team required to ship anything meaningful.
Green flag: A single team owns the concept → build → deploy → feedback loop.

2. Evaluate Trust

If value stream alignment points to what a team owns, trust tells you how fast they can move.

Check whether:

  • Team members trust each other

  • Leadership trusts the team

  • The team trusts other teams

  • Other teams trust this team

  • The team can talk directly to customers

  • The team can release without external approval

  • Is the team afraid to make decisions

The goal is high organizational trust, paired with zero-trust security practices for systems, not people.

Trust determines speed.

3. Assess Skills and Support

Great teams fail when they’re forced to carry skills that should be centralized or temporarily borrowed.

Ask:

  • Do we need a platform to reduce cognitive load?

  • Which platforms actually help, and which create friction?

  • Is there temporary expertise (DevOps, AI, domain specialists) missing from the team?

  • Would an enabling team unstick a stalled initiative?

Enablement at the right moment often saves months of churn and burnout.

4. Check for Cognitive Overload

This is the silent killer

If you see:

  • Work slowing down without an obvious reason

  • Teams keep escalating decisions

  • Changes feel risky

  • Decreased quality or reliability

  • Slow decision-making

  • Hesitation to change code

don’t push harder.

Reduce the cognitive load.

Establish a new stream aligned team. Create a platform. Give the team some breathing room and ask them what they think would solve the problem.

5. Encourage Boundary Evaluation

Teams should be allowed to question whether their responsibilities still make sense.

This isn’t about adding or removing types of tasks. It’s about:

  • Reducing friction

  • Aligning ownership with expertise

  • Allowing teams to stretch as they learn

  • Align skills with value

A team that never revisits boundaries will be frustrated and stall on innovation and performance

6. Preserve Room for Discovery

Give teams time to explore, experiment, and think.

Innovation comes from:

  • Deep team knowledge

  • Deep customer knowledge

  • Deep product knowledge

  • Have freedom and flexibility to try new approaches

You cannot cram innovation between back-to-back sprints.

The best ideas often originate from the teams closest to the work, not from leadership offsites.

The Goal: Early Correction Over Late Crisis

Healthy organizations continuously evaluates these areas and adjusts early before friction turns into dysfunction. The goal is simple:

Teams should be aligned to the value stream and capable of delivering it autonomously.

Everything else, structure, roles, platforms, leadership, exists to support that outcome

Need Help?

If this feels overwhelming or you’re navigating a specific organizational challenge, I can help.

I work directly with founders and CTOs to build cleaner, healthier, more scalable engineering orgs. Whether you need a single strategy session or a long-term advisory partner, I help teams:

  • Improving team structure and flow

  • Reducing delivery bottlenecks

  • Strengthening engineering practices

  • Navigate growth and organizational change

If you want clarity, stability, and a stronger path forward for your teams, I’m here.

Attribution

This article draws on concepts from Team Topologies by Matthew Skelton and Manuel Pais.

Original source materials can be found at the official Team Topologies website: https://teamtopologies.com/key-concepts

Team Topologies is a registered trademark of Skelton Thatcher Consulting Ltd. all credit for the original framework belongs to the authors.

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Measure Success with DORA Metrics - Part 1- Introduction

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Organizing Your Team with Team Topologies - Part 2 - The Six Patterns