Your team mates are hiding something Here's what they won't tell you "My process is broken" Why? Because it’s awkward Here is another one. When a team members says: → “It’s manageable” → “Not a big deal” → “We’re fine” They’re usually hiding something. Like… → 90-minute daily workarounds → Broken tools they lobbied for → Messy fixes they never logged Admitting the truth feels like admitting failure. Nobody wants to have that conversation. And when you ask: “Can you tell me what's your workflow?” What they hear is: “Show me everything you’ve been doing wrong.” So they downplay. But if you wanna help, you can’t just take what they give you. You dig. How? → Start with this: “I’m not here to audit you. I’m here to make your life easier.” → Call it out: “I know this feels weird. But I can’t fix what I don’t know.” → Normalize it: “Every team has messy processes. The good ones just admit it faster.” → Ask permission: “Can I ask some follow-ups?” Real story: Marketing ops manager says their attribution is “fine”. 40 minutes in: “I spend 3 hours before every board meeting manually updating our CRM” That’s a $30K/year problem. Hiding behind “we manage.” Awkward silence is not the enemy. It’s the signal. → “Tell me more about that.” → “How long’s that been happening?” The best B2B teams? They get good at awkward. Because that’s where the real problems live. btw. Looking to build internal automations? Wanna see how I run these convos without burning bridges? I've got a full list of Questions to ask inside the 7-day AI Roadmap Challenge. Let me know in the comments below.
These are some great questions for 'em to open up 💯
Hi Marcin, yes let me see how you run these convos. Thank you.