Running a Retrospective When Blockers Go Unmentioned

RetrospectivesMid5–10 min

Introduction: What You’ll Learn

Sometimes blockers never get voiced in standups — maybe they felt small, or someone didn’t feel comfortable bringing them up. This simulation helps you spot the signs and guide the team toward surfacing hidden blockers during a retro.

You’ll practice:

  • Reading the signals when something’s been held back
  • Asking safe, non-confrontational questions
  • Turning vague friction into clear blockers
  • Creating a culture of openness without pressure

Step-by-Step Simulation

(You noticed during the sprint that a few teammates gave vague or overly positive updates, and some stories moved slower than expected. Your goal now is to explore what might’ve gone unsaid.)

Scene 1: Checking the Sprint Flow

Facilitator: "Welcome, everyone. Let’s zoom out a bit before we dive into Start, Stop, Continue. How did this sprint feel overall — smooth, bumpy, somewhere in between?"

Leo: "Mostly fine, but it did feel like things moved kind of slowly mid-week."

Priya: "Yeah, I felt like I was waiting on stuff, but I wasn’t sure if that was just me."

Facilitator: "Thanks for calling that out. Sounds like a few of us might’ve been stuck or unclear — let’s dig into that."


Scene 2: Surfacing What Wasn’t Said

Facilitator: "If there was a blocker or delay you didn’t mention during standup, no shame at all — happens to all of us. Anything come to mind now in hindsight?"

Alex: "I had trouble with the new deployment script, but it felt small, so I didn’t raise it."

Sara: "Honestly, I didn’t speak up about being confused by the updated ticket flow. I didn’t want to slow things down."

Facilitator: "Appreciate the honesty — these are the exact kinds of things retros help us catch and improve."

(Team begins to reflect more openly on blockers and habits.)


Scene 3: Turning Insight into Safety

Facilitator: "What would help us catch these sooner? Would async check-ins, pairing, or something else help us surface blockers earlier?"

Leo: "I’d love async check-ins midweek — sometimes I don’t realize I’m stuck until later."

Priya: "Maybe adding a 'confidence score' or 'feeling stuck?' emoji reaction during standups could help normalize it."

Facilitator: "Great ideas — let’s try one of these next sprint and see how it goes."


Scene 4: Wrapping Up

Facilitator: "Thanks for digging into the harder stuff today. Here’s what we’ll carry forward:"

  • Midweek async check-in to surface blockers
  • Experiment with emoji-style reactions to signal blockers
  • Normalize mentioning even small blockers in standup

Facilitator: "Anyone want to volunteer to follow up on one of these?"

(Priya will try the emoji reactions. Alex will draft the async check-in message template. Facilitator will remind the team at the next standup.)

Facilitator: "Appreciate the honesty today — this is how we keep getting better together."


Mini Roleplay Challenges

Challenge 1: Someone says everything was fine but clearly struggled.

  • Best Response: “Appreciate that — would you be open to chatting after to unpack a bit?”

Challenge 2: A teammate admits something late in the retro.

  • Best Response: “Thanks for surfacing that — let’s think about what would’ve made it easier to share earlier.”

Challenge 3: Nobody mentions any blockers at all.

  • Best Response: “That’s great if true — but let’s double-check: anything feel slower or less clear than usual?”

Optional Curveball Mode

  • A blocker went unresolved but no one followed up
  • Someone is embarrassed about needing help
  • A team member always says “no blockers,” but is frequently late on work

Reflection Checklist

Facilitation

  • Did I ask questions that encouraged reflection?
  • Did I avoid blame or shame?

Team Safety

  • Did we surface blockers that were missed during the sprint?
  • Did we create a safer pattern for next time?

Continuous Improvement

  • Did we walk away with specific next steps?
  • Did the team feel supported, not judged?

Common Mistakes to Avoid

  • Pressuring people to confess blockers
  • Ignoring small patterns that hint at hidden issues
  • Treating blockers as personal failure
  • Ending the retro without a plan to surface blockers earlier next time