Hi Friends,
You can calm chaos at work, but it starts with a reality check fromCharlie Gilkey, delivered with his signature wit and generosity: you might not have a team problem, you might have a you problem.
Stop catering to air sandwiches, Crisco watermelons, broken printers, ghost plans, and other corrosive practices, and start implementing Charlieâs finely-tuned, road-tested systems instead.
This week on the pod, weâre talking about his new book, Team Habits: How Small Actions Lead to Extraordinary Results. We also discuss scaling from maker to manager (and sometimes back again). Listen and view show notes here Âť

Now onto this weekâs round-up + Plus extra goodies over the paywall rainbow at the end . . .
âď¸ Tips & Tools
Check out Charlieâs newsletters, Better Team Habits and Productive Flourishing.
Here are some of my favorite takeaways from our most recent conversation:
VUCA: Volatile, Uncertain, Complex and Ambiguous. Operating in VUCA environments can be frustrating for free timers with a âthing for control.â At the same time, the status quo broken printers get thrown out tooâit forces us to reimagine how we work.
Shrink the scope of your world enough so that you donât have to fix everything, everywhere, all at once. What small team habit can you examine and improve this month? i.e. Leaving five minutes at the end of meetings to capture action items and next steps.
The $300,000 speed bump: If youâre stuck getting over this revenue hump, you may need to decide whether you want to scale or not. Bigger teams have social overhead and hidden costs at work that arenât dollarized.
DRIP: Decision, recommendation, intention, and/or plan. Take off the Chief Question Answerer hat by asking team members to come back to you with a DRIP before punting a âthoughts?â question onto your plate.
đŁÂ Todayâs TWS is brought to you by Inbox Done
How many hours have you spent on email this week?
What would happen if it was someone else's job to reply for you?Thankfully, Inbox Done is here to help! When you become a client, they assign two email assistants (not software or AI) who custom build a system to filter, reply to, and follow up on your messages to reach inbox zero every day (cue angels singing!). Your assistants can also manage your calendar, write social media replies, follow up with leads, create SOPs, help plan events, and more.
More good news! Inbox Done is offering Free Timers a complimentary strategy session to see if delegating email could work for you.
đ Upcoming Events
đ Podcasters: Donât miss this yearâs Podcasting for Business Conference by One Stone Creative, the production wizards behind Free Time and Pivot.
Iâll be delivering a session on Private Podcast Feeds: 3 Creative Ways to Enhance Your Business and Serve Your Community on Nov. 15 at 10:30am ET.
Free Timers (thatâs you!) can get 15% off registration with promo code JBE15. Or upgrade to an annual subscription here and youâll get a promo code to enroll for free ($197 value) in the footer of todayâs email.
Paid subscribers and BFFs: You are invited to attend at no cost as my VIP guests! Scroll down below my signature for instructions on getting your comped pass.
đŹ Quote
âWhat did I do on my week off? Very, very little indeed. I put up my Out Of Office and let my week unfold from there, following my desires from day to day, hour to hour.
My friend Neil Baker once told me that creative people need to make space and not time: to drop the obsession with âputting in hoursâ or âsqueezing in some time to make workâ, and enter into a more ambiguous, less directive place where anything can happen.â
âKatherine May, Returning to My Trees
đ Questions
If youâre getting overwhelmed by uncertainty, pause and ask: What are the gifts of not knowing? What constraints are you willing to accept? What permission slip allows you to build a business that meets your needs in a sustainable way?
As always, I would love to hear from you: How do you practice following your intuition? Leave a voice note for a future listener-submission episode at http://itsfreetime.com/ask.
đ Permission
Center your needs and wants into how you build your business and your teams. Build so that you want to show up and do the work.
đ Recent Episodes
Free Time:
235: Minimizing the Social Overhead of Managing People with Charlie Gilkey
233: On Sensitive CEOs and Building a Soulful Business with Rose Cox
232: 11 Practices That Help Me Strengthen My Business Intuition Part One and Part Two
Subscribe wherever you listen here Âť
Pivot:
345: How are we holding ourselves back? with Adrian Klaphaak
344: Navigating Workquakes in a Post-Career World with Bruce Feiler
343: đĽłÂ Five Questions and Attempted Answers for My 40th Birthday
342: âWhatever Comes Through Me Comes for Me First,â with Nicole Antoinette
Subscribe wherever you listen here Âť
Thank you for being here reading and listening!
â¤ď¸ With Gratitude,
P.S. Extra Goodies Over the Paywall Rainbow đđ°
đ Thank you to our generous paying subscribers who help sustain Time Well Spent! Upgrade to unlock this weekâs make-you-smile memes as a token of my gratitude âşď¸





