How to Conduct 1-on-1s for Remote Teams: Tactics for Keeping Distributed Employees Engaged

by Gabby Davis Oct 28,2024
Engagedly
PODCAST

The People Strategy Leaders Podcast

with Srikant Chellappa, CEO

Here we are with 1-on-1 meetings—the notorious dread of managers everywhere. Yet, they’re arguably one of the most undervalued tools for building connections and gathering genuine feedback, especially in managing remote teams. Imagine your remote workforce spread across time zones, from coffee shops to home offices, and perhaps even by a pool (hey, who says we can’t dream?). 

Keeping them informed and engaged requires more than shared Google Docs or Slack messages. Real relationships matter, and that’s where recurring, authentic 1-on-1 connections come in.

Before you ask yourself, “How do I even begin writing 1-on-1s for my distributed team?”—take a moment. I’ll guide you through strategies, real-world examples, and best practices so you can craft 1-on-1s that are productive, engaging, and motivational, creating a strong sense of alignment across your team.

Why Are 1-on-1s So Crucial for Remote Teams?

Let’s start with the basics: Why 1-on-1s matter so much for remote teams?Well for those working remotely and missing out on water-cooler conversations and spontaneous desk drop-ins, personal interactions such as 1-on-1s can be a refreshing break from the isolation.

Or, in a more poetic sense: if you’re the head of a virtual team, empathy for your employees means taking steps to ensure that they don’t feel like tiny isolatedislands in the vast digital sea.

Done well, 1–1s can give managers the inside track on their team and where they are at, gauge morale, identify risks before things become an issue and most importantly keeps people engaged.

And for employees? It’s an opportunity to share concerns, ask for help & be heard. Even your quietest employees have a voice but they often need that private, 1-on-1 environment to shine.

The Art of Preparing for a 1-on-1

The answer begins with preparing and learning how to structure effective 1-on-1 meetings. Unlike a casual chat or quick catch-up, writing meaningful 1-on-1s requires thoughtful planning. Start by creating an agenda—but keep it flexible. 

You need enough structure to cover all key points, but enough flexibility to let the conversation flow naturally. One essential tip: decentralize the agenda to include input from your employee. After all, these meetings are as much for them as they are for you.

Some key elements to include:

  • Personal Check-in:NOT Casual Conversation Check how they are doing, the work-life balance or if there is something bad happening outside of the office.
  • Project Updates:Where they on with the in-hand projects? Road-blocks?
  • Career Development:How are the employees progressing in their career? Do they wantlearning or advancement opportunity?

And oh yeah — never forget to ask, “What do you need from me?” As straight forward as it sounds, this fundamental interrogation can breed the kind of insights you never really expect.

Maintaining Engagement in Remote 1-on-1s

Picture this: you’re on a Zoom call, some small square of your employer’s face squinting up from the screen. They are nodding, but the distant look in their eye or lack of expression suggests they are just not there.

Now what? 1-on-1s are one of the most important ways a manager can check in with their direct reports, but they remain awkward over video and if you’re not careful engagement trends down right along your overall remote culture’s. But fear not! There are ways to cut through the screen.

Start with Personal Check-ins

Saying something casual to start off the conversation is a nice way – “Hey! How has your week been? Some craziness happening beyond work? This softens the ‘all business’ feel and creates rapport.

Video On, Always

Well… video fatigue is a thing, however avoiding using any type of videos completely discards engagement out the window. No matter the communications channel, non-verbals are key. Make EVERY 1-on-1 a video (unless there is some reason not to).

Be an Active Listener

Were you checking emails or Slack messages while on that video call? Resist the urge! Nothing beats your undivided attention as the best engagement tool is YOU. Demonstrate presence with more follow-up questions, and reflect on the points made.

Case Study: GitLab’s Radical Transparency

GitLab, one of the most well-known all-remote companies, has gained attention for its radically transparent approach to 1-on-1s and team communication. With over 2,000 remote employees across 65+ countries, GitLab has mastered the art of crafting 1-on-1 meetings that keep their team engaged and connected.

Their secret? They embrace an open culture where even 1-on-1 agendas and notes can be shared across the company. This level of transparency builds trust, and it empowers employees to be open and honest during their 1-on-1s. But GitLab doesn’t stop there.

Their managers follow a rigorous structure for 1-on-1s—combining project discussions, personal check-ins, and growth opportunities, which fosters employee engagement on multiple levels.

For a company like GitLab, these practices don’t just keep people engaged—they ensure that every employee feels a sense of ownership and contribution, no matter where in the world they are working.

Frequency Matters: How Often Should You Hold 1-on-1s?

But one of the most common questions is: How frequently do we even need to hold these 1-on-1s? Well, the answer is…it depends. (Surprise, surprise.)

For entirely remote teams, 1 on 1s hits that sweet spot. Why? because things go quickly in remote, and you always want to be able to reach out with your team members. Weekly might be aggressive for you, instead try biweekly — anything less makes employees feel detached.

But at the same time, analyse if it is becoming a “check-the-box” race. As soon as these meetings become daily like coffee, they are no longer special. Come to each 1-on-1 with an open, fresh mind.

Case Study: Buffer’s Asynchronous Approach to 1-on-1s

Buffer, another remote-first company, has an interesting twist on 1-on-1s. Given their global, fully distributed team, they sometimes use asynchronous 1-on-1s, combining live video calls with written updates. This hybrid approach works particularly well when scheduling across time zones becomes tricky.

At Buffer, managers check in with employees through shared docs or Slack updates during the week, supplementing these with deeper, live conversations as needed. This approach ensures no one feels left out while keeping managers updated on their team’s progress without relying solely on formal, live meetings. Buffer’s strategy highlights the importance of flexibility in structuring 1-on-1s, especially when managing a global team.

Setting Goals and Action Items

So your 1-on-1 went great. What now? Without clearly identified goals or a list of agreed-upon actions to close the meeting, you might as well not even had one. I am not suggesting that you should map out an entire career pathway with a single person in one conversation, but I do expect for each consult to end up at least creating 1–2 distinct action items per employee.

Ask prompting questions like:

  • What kind of thoughts you have for the next steps for your project?
  • What can I do to help?
  • Are there any hurdles you foresee that we should work through together?
  • What’s one thing you think could improve your current workflow or project approach?
  • How would you define success for this project in the short and long term?
  • Is there any specific resource or training you need to reach your goals?
  • Who on the team could be a good collaborator or support for this?
  • What milestones would you like to set, and how can we track progress together?
  • Where do you see yourself heading within the company, and what steps can we take now to support that path?
  • What’s one potential obstacle we can proactively address?
  • Is there a recent success or learning experience we can build on?

Follow-up is key here. Otherwise, these become action items that fall into a black hole. Follow up at the next 1-on-1 Check-in and see how things have advanced. This level of accountability keeps everyone in the game and promises continued dedication.

Common Pitfalls to Avoid in Remote 1-on-1s

Now, armed with strategies let us discuss what you should not do. After all, a remote 1-on-1 could go terribly wrong if you don’t handle it carefully.

Making It a Status Update

This course should not be just a glorified project update meeting. I mean…I get it, you do have to cover work but if 100% of your conversation is about chores and deadlines then it defeats the purpose.

Talking Too Much

You might get the sense that as a manager, you should be running things. Resist it. A good metric for gauging your success is that if you are talking more than the employee it’s BAD! Asking, listening and allowing them to take the lead for at least 60% of the conversation should be your target!

Forgetting the Personal Touch

Remote work can be isolating, and your employees need that personal touch. Start with those small talks – that first bit is not useless, it builds a solid relationship.

Adapting to Employee Preferences

Tailoring your 1-on-1s to meet each employee’s individual needs can greatly enhance the experience and outcomes of these meetings. Some employees appreciate structure and detailed agendas, while others prefer a more organic, free-flowing conversation. The goal is to find a rhythm and approach that fits each person.

Hot Tip: Just Start by Asking Your Employees! Use your 1-on-1s as a chance to understand their preferences. Ask them directly how they would like to structure these meetings and set shared expectations. You might be surprised by the valuable insights they offer on a process that works better for both of you.

Wrapping Up the 1-on-1

As you near the end of your 1-on-1, make sure to clearly outline the next steps (those essential action items). Summarize the main points discussed, and check if there’s anything else they’d like to explore further.

Most importantly, thank them for their time and insights. It’s a small gesture, but expressing appreciation leaves a lasting positive impression and reinforces a supportive, collaborative vibe.

  1. Recap Key Takeaways – Briefly summarize what you discussed to ensure alignment and reinforce the main points.
  2. Define Clear Next Steps – Set specific action items so both you and the employee know what to work on before the next meeting.
  3. Invite Final Thoughts – Ask if there’s anything else they’d like to discuss, showing you value their input.
  4. Reinforce Support – Let them know you’re available if they hit any roadblocks.
  5. Express Appreciation – Thank them for their time and contributions; it’s a simple gesture that leaves a positive impact.
  6. Schedule Follow-Up – If needed, set a date for a quick check-in to keep momentum going.

Conclusion

In conclusion, conducting a productive 1-on-1 meeting isn’t rocket science, but it does require thoughtfulness and a touch of empathy—especially in remote teams.

Engage in meaningful conversations, put a face to the name, and maintain consistent 1-on-1s that keep your remote workforce motivated. At the end of the day, it’s not just about what you say in these meetings; it’s about how well you listen.

FAQs

What is the frequency of 1-on-1s for the remote teams?

Biweekly and weekly 1-on-1s are perfect for remote teams as consistency is the key!

How can you structure remote 1-on-1 in the best way?

Always start from scratch! Discuss the project updates, delve into career development, track personal check-ins and conclude with clear action plans for the team. 

Can I use video for the remote 1-on-1s?

Video is inevitable for this strategy! Any sort of communication constructs trust but the formal meeting makes everything personal and more relevant. 

What to do if an employee doesn’t speak much during 1-on-1?

In such a scenario, an open-ended question can help you. Remember, every employee is individual and some need time for speaking up mainly in remote set up. 

How can one make the remote 1-on-1 more engaging?

Always ensure the conversation is personal, hear actively and be present in the conversation to make sure that everything is heard of and valued.

Gabby Davis

Gabby Davis is the Lead Trainer for the US Division of the Customer Experience Team. She develops and implements processes and collaterals related to the client onboarding experience and guides clients across all tiers through the initial implementation of Engagedly as well as Mentoring Complete. She is passionate about delivering stellar client experiences and ensuring high adoption rates of the Engagedly product through engaging and impactful training and onboarding.

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