Key Takeaways
- Your quarterly planning session may be one of the most important conversations your leadership team has all year; don't let a packed schedule push it to the back burner, whether you meet in person or virtually.
- Instead of two straight days on video, break the session into multiple 2 to 3 hour blocks across the week, and build in more frequent breaks than you would in person.
- Have everyone join with video on, even people sitting in the same room, and always start round-robin sharing with the virtual participants so they aren't forgotten.
- Don't rely on whiteboards or flip charts remote participants can't see; use shared online tools like Google Docs or Rhythm software so everyone can follow along and contribute.
- Keep engagement up by mixing formats: use breakout rooms for small group exercises like Red-Yellow-Green criteria or Start-Stop-Keep voting, and collect feedback at the end of day 1 so you can adjust day 2.
If you are like many of our clients, you may be navigating a business landscape that feels anything but predictable — from economic uncertainty and shifting market conditions to evolving workforce expectations and rapid technological change. These pressures make it more important than ever to prioritize your team's quarterly planning meeting. You'll need to spend time thinking through the impacts to your team and your business, so don't let a packed schedule or competing demands push your strategy session to the back burner.
This may be one of the most important planning conversations your leadership team has all year — whether you gather in person or connect virtually. You need to stay agile in response to ever-changing market conditions while keeping your eyes on your 3–5 year strategic plan.
Here are some tips for having your next quarterly planning session if some (or all) of you team members have to join remotely:
- Use video. Even if some of you are in the same room, have everyone join the virtual meeting with a webcam turned on. This will keep you all more engaged throughout the meeting and make it less tempting to multitask. This will allow you to read the body language of the participants and be able to encourage participation. The large group should feel as personal as it can be as it will help facilitate problem solving, which is the main reason you've invited the leadership team.
- Rethink your meeting agenda. Don’t just push through the agenda as planned. Give the session more thought, and adjust the agenda to maximize the time and effectiveness of your team. If the thought of doing two straight days virtually is just too daunting, can you break your meeting up over the course of the week? Maybe plan multiple 2-3 hour blocks for virtual planning instead of two straight days to break it up.
- Take more frequent breaks. In an in-person meeting, it’s easier to look away from the screens, stand up when you need to, take a quick coffee or bio break. Your remote participants need more structured breaks. If you need to, remind everyone to stand up, do some stretching, and walk around a little every couple of hours at least. This is important for a successful virtual meeting as it will keep the energy up for the team.
- Start with virtual participants. If you are going around the room round-robin style to share something as a group, always start with the virtual participants first. This ensures they aren’t forgotten and feel included and tuned in to the meeting. It is always best practice to ask open ended questions to encourage them to open up early. We often recommend opening up the meeting with sharing a story of one of your core values.
- Consider the visuals. If you have people joining remotely, do not rely on white boards and flip chart sheets. The virtual participants cannot see them and will be frustrated and distracted. Use online collaboration tools instead, like Google Docs or Rhythm software, where everyone can see, follow along, and add their input. Video conferencing and screen sharing help, but you must make sure to be prepared with the proper visuals to ensure that everyone is on the same page. If you have some of your team in a conference room and some in a virtual meeting room, encourage all of the people in-person to bring their laptop so virtual participants can feel more engaged in real time.
- Read the room. The facilitator should keep an eye on the virtual folks as well as the people in the room - are people checking out, glancing at emails, getting antsy? Be aware of when you may need to call everyone back to attention, take a break, or mix up the format of the discussion. If you have two days, be sure to get feedback at the end of day 1 so you can make adjustments for day 2. Virtual planning meetings require you to be constantly reading the room and making adjustments.
- Mix up the format. To keep the team engaged, try some different formats. For example, maybe you can break the team up into smaller sub-teams of 2-4 people for some of the exercises (like writing Red-Yellow-Green on Priorities or voting on top Start, Stop, Keep ideas for the quarter). Some virtual meeting tools, like Zoom, offer “Breakout Rooms” where you can divide virtual participants into smaller groups for small group discussions, which is like having a virtual planning session within your session, and then share the findings with the full team. For the portion of the meeting where the team is working on individual Priorities and Red-Yellow-Green, ask everyone to physically get up and move to a different location to do this individual work. Maybe even ask them to print a paper tool and go outside to fill it out.
Strategic planning sessions can be exceedingly difficult to run on your own in person, let alone a virtual strategic planning session. Our thirteen years of experience have allowed us to work with thousands of plans and we know the best practices that help your virtual team get aligned. The strategic planning process is often best left to the experts, especially if you are under pressure to hit the targets outlined in your business plan.
If facilitating a remote planning session seems daunting, let us help you! Our experts can facilitate virtual strategy sessions as well as in-person planning to help your team navigate success in these times.
Frequently Asked Questions
How do you run a strategic planning session virtually?
Treat it as deliberately as an in-person offsite: have everyone join with video on, adjust the agenda instead of pushing through it as planned, schedule structured breaks, use shared online collaboration tools instead of whiteboards, and assign a facilitator to read the room and change the format when energy drops. The goal is the same as in person: stay agile against changing market conditions while keeping your eyes on your 3 to 5 year strategic plan.
How long should a virtual planning meeting be?
If two straight days on video is too daunting, break the session into multiple 2 to 3 hour blocks over the course of the week. Remote participants also need more structured breaks than in-person attendees, so remind everyone to stand, stretch, and walk around at least every couple of hours.
How do you keep remote participants engaged in a hybrid planning session?
Start every round-robin with the virtual participants first so they feel included, ask open-ended questions to draw them out early, and have in-person attendees bring laptops so remote folks see the same screens. Opening the meeting with a core values story is a good way to warm the room up.
Should you use a whiteboard when some of the team joins remotely?
No. Virtual participants can't see whiteboards or flip chart sheets and will get frustrated and distracted. Use online collaboration tools like Google Docs or Rhythm software where everyone can see, follow along, and add input in real time.
How do you keep energy up across a two-day planning session?
Mix up the format. Break into sub-teams of 2 to 4 people using breakout rooms for exercises like writing Red-Yellow-Green criteria on priorities or voting on Start, Stop, Keep ideas. For individual work, ask people to physically move to a different location or even print a paper tool and fill it out outside. Get feedback at the end of day 1 and adjust for day 2.
Jessica Wishart
Jessica is Senior Product Manager at Rhythm Systems. She has experience in Client Services and Rhythm software technical support. Her background is in Organizational Execution.
Connect with me on LinkedIn.