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    #9: Why 6 in 10 managers don't feel prepared for flexible work models 👉

    #9: Why 6 in 10 managers don't feel prepared for flexible work models 👉

    Expert of the week: Iwo Szapar

    November 1, 2023
    Updated July 5, 2026
    9 min read
    28 views
    by Iwo Szapar

    It is not a standard survey, but an individualized Q&A-kind of conversation.”

    “Invaluable team insights in under an hour.

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    💡 “Distributed work” tip of the week

    Expert of the week: Iwo Szapar (Co-Founder & Head of Remote at Remote-how)

    How to encourage open dialogue: 5 actionable ways

    1. Lead by example 🗣

    Leaders should demonstrate open dialogue by being transparent about their thoughts, ideas, and even their vulnerabilities:

    • Share a mistake you made and what you learned from it

    • Tell your team when you are having a bad day

    • Ask them proactively to give you feedback

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    This will show team members that it's okay to express themselves openly.

    1. Active listening 👂

    Leaders should practice active listening during conversations.

    • Don’t interrupt

    • Respond thoughtfully

    • Listen without judging

    • Don’t plan what to say next

    • Ask questions to better understand

    • Focus on the speaker, not on yourself

    • Don’t impose your opinions or solutions

    \n\n

    This will show team members that you actually care about what they say.

    1. Encourage Questions 🙋

    Leaders should encourage team members to ask questions during meetings and discussions.

    • Lead by example: ask questions yourself

    • Focus on the initiative and not just the question

    • Make sure to listen to what’s being asked

    \n\n

    This can stimulate dialogue and show team members that their input is valued.

    1. Open-Door Policy 🚪

    Implement an open-door policy where team members feel comfortable approaching leaders with their ideas, concerns, or issues.

    • Be open to new ideas

    • Promote healthy discussions

    • Ask team members for support

    • Don’t judge new ideas, encourage them

    \n\n

    This will encourage people to share what’s on their mind.

    1. Regular Check-ins

    Schedule regular check-ins with team members to discuss their thoughts, ideas, and any concerns they may have. Ask them proactively:

    • If they are getting enough feedback

    • If they have any ideas or concerns

    • If they need specific training

    \n\n

    This can help to build trust and promote open dialogue.

    How approachable are you? And how well are you communicating with your team?

    🎙 AI and distributed work

    How will AI help distributed teams?

    Rewatch the free webinar I created for WeWorkRemotely’s 10-year anniversary 🔥

    📰 Article of the week

    Only 4 in 10 managers feel prepared for flexible work models.

    Instead of debating whether the company should be remote, hybrid, or in-person, companies should be focusing on building trust.

    According to Another’s CEO, Jess Lancashire, that’s the best way to understand which model fits your organization best.

    Another’s data shows that 81% of team leaders think they need to learn new skills to successfully manage their teams in flexible working models. But 44% of them believe they didn’t have the right training, tools, or support to do their job properly.

    Read the full article here

    Do you think Another’s CEO is right? Here’s a great tool to help you:

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    Have a great week,

    Iwo & the Remote-First Institute team 💙

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