June 2026 Planning Tips and Resources

Our May tips talked about choosing the cadence that works best for you. Maghan shared how she's experimenting with semesters instead of quarters, because that feels more energetically aligned to where she is, and where her transition points are between her yearly “seasons.”

I realized (again) in my haiku practice, after each piece explored themes of change, that I'm deep in a transition of my own. I touched on this in April's tips, where I was feeling the restless energy of spring and that sense of a change on the horizon. But in the past couple months, that feeling of transition has intensified.

As Mom's dementia journey has created changes for her, my role as caregiver has changed, too. From the last several years where I was the primary “doer” of Mom's care, to this transitional phase where I need help helping her, to (very soon now) a time when Mom's care will be entirely in the hands of professionals.

All of which has me thinking about transitions and changes and the labor required of them, and how that relates to seasons of building/growing and maintaining/resting we'll be touching on in June. I'm reminded that transitions, whether personal or organizational, often require elements of both: of maintaining what's critical while simultaneously working on the core project(s) that represent the change.

Sometimes that change project requires intensity and growth energy, a strong plan and concerted effort from yourself or your team. Other times change isn't so much about doing the work and moving the project along, as much as it's an emotional recalibration, and/or figuring out what the next season and its core projects will be and how to make space for them.

If you find yourself in a transition period of your own, whether personal or professional, here are some things I'm reminding myself of that might help you, too:

• Any significant transition or change is a project, and often more than one. Whether that change is a job search or a promotion, a family situation, a work crisis, a move, or something else, the first thing to do is to make space for it, both planning/preparation and execution phases.

• Every change has an emotional component everyone involved has to navigate, as roles and identities change alongside the other logical and concrete tasks and structures. (Hence the “often more than one project” I mentioned above.)

• Transitions often require letting go of other projects to make room for them. Our old friends can help us here: project cagematches to decide what stays and what goes, and leaving breadcrumbs to let us get back to the ones we've postponed.

• Even our change plans likely will need to change. Transitions are fluid, and we can't anticipate nor plan for every eventuality. Building time into our change projects to account for those adjustments is prudent planning.

No matter the change you're experiencing, give yourself some space and grace as you're navigating those new waters.

~Steve

Mark your calendars for our June events, open to our paid subscribers:

• Leadership Strategy Session (LSS): Wednesday, June 3, 2026, at 11:00 am PDT
  June's Focus: Leading Through a Tending Season
  The leaders who come out of summer with their teams intact are the ones who took this season seriously on its own terms. That means knowing which parts of your team are genuinely in tending mode and which have more to give, protecting the work worth protecting, and leading in a way that sets up a strong return rather than just surviving the months in between.

• Monthly Momentum Call (MMC): Wednesday, June 17, 2026, at 11:00 am PDT
  June's Focus: Leading Yourself Through the Season You're In

  A growth season without enough structure scatters. A slower season without enough intention drifts. The work in June is learning to lead yourself skillfully, making real progress on what the season can actually hold, and resisting the pull to measure that progress against a season you're not in. Part of that is seeing the season clearly, including the projects that summer quietly adds to your plate that never make it onto your official list.

• New This Summer! Hands-On “Playshops” to Put Our Best Tools to Good Use
  Over the coming months, we're planning a series of pop-up workshops designed to get you actually using the tools, worksheets, and frameworks we've built over the years. Less theory, more doing. Our first one will focus on the OpTempo Wheel, a chance to work through your own energy map with guidance and community.
  These workshops will be open to all paid subscribers, and we'll be sharing details soon. If you'd like to join us and put these tools to work, consider upgrading your subscription.

The Momentum Planners were built to keep your most important work front and center. Download the free version of our June planners to help you determine what projects you want to accomplish in the new year.

Paid subscribers can access the full suite of dated planners below. 👇 If you don't see them, please make sure you're logged in to your paid account.

If you don't have a paid subscription yet, now's a great time to upgrade.