Happy June (and Happy Summer)! June’s theme at Optionality is Contingency Planning: Plan B and Beyond. There's no denying things seems pretty uncertain, even unstable, right about now. So, yes, there’s a certain element of this that’s inspired by the right now. That being said, both
and I have experienced life shifts that were independent of the macro environment, and required us to quickly shift our plans and our expectations too. So we’ll be talking about all of that.As always, we have a lot going on for both Public and Premium members.
Following is a list of all our events.
Premium members: Premium-only events and their access links are shared in the Slack #events channel and the Optionality Premium member Google Calendar. Please message me if you have not set up access for one or both of those yet:
We look forward to seeing you soon!
Events open to all:
Bi-Weekly Conversationality live video podcast
Thursday June 12th, 2:30PM PT/5:30PM ET
Thursday June 26th, 12PM PT/3PM ET
(Open to all members)
We stream Conversationality to YouTube Live now, so you can watch in real time (and we send the recording via newsletter afterward). On June 12th Jory and I will riff on this month’s theme and share some of our most notable Plan Bs and beyond. On June 26th, Jory will be joined by
to talk about how her perspective on planning shifted altogether once she was facing her own medical crisis.Watch live: https://www.youtube.com/@Optionality4Life
June Member Webinar
Wednesday June 18th, 12PM PT/3PM ET
(Open to all members)
Early in Optionality’s life we held a webinar about caregiving, and it’s still one of the most engaged audiences we ever had. Perhaps nothing throws more of a wrench into your Plan A than when someone else’s wellbeing becomes a much bigger responsibility for you. And this goes for us as workers; it goes for us as managers of others, and it goes for the companies and clients that employ us. I’ll be joined by
.
We hope to see you at one or more of our member events this June.
Premium-only events
Weekly Intentional CRM Working Group
Mondays at 12:30PM through Monday September 29th, 2025
(Premium members only)
Every week, a group of Optionality Premium members gathers to set goals around highly targeted and personalized outreach to a small number of contacts as an antidote to the spray and pray marketing of LinkedIn posts and mass emails. This is a sprint, lasting through the rest of Q2 and Q3.
June Office Hours
This Wednesday June 11th, 12PM PT/3PM ET
(Premium members only)
A monthly convening where we check in and connect the dots between what members need and what they can offer and how we can help! This month, let’s talk about back-up plans and how we could strengthen ours.
As mentioned, you can always find info on Premium member events either in the #events channel in the Slack channel or in the Premium Member Google Calendar.