Coffee with Kim Calendar
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Upcoming Guests
How To Lead Using AI With Cheryl Strauss Einhorn
Wednesday, june 10th, 2026
1:00 PM - 2:00 PM est
The leaders who thrive in the AI era won’t be the fastest. They’ll be the most thoughtful. Making good, quick decisions is one of the trickiest parts of leading. How can we utilize AI to be more effective and decisive? Join me as we chat with Cheryl Strauss Einhorn, author of The Human Edge, and explore what it means to lead effectively in this ever changing world. Together, we’ll discuss how leaders can embrace new technology without losing critical thinking, human judgment, and authentic connection. From asking better questions to making smarter decisions, this conversation will focus on the mindset and leadership skills that matter most in a rapidly changing future.
If there’s something we should definitely discuss shoot me an email me before we meet (hello@kimkaupe.com).
to do
You Bring:
Any questions you have about decision making and AI
KIM IS BRINGING:
Questions about how to help your team lean into AI without relying on it too heavily
rsvp
cheryl IS BRINGING:
Cheryl’s tried and true AREA method for making thoughtful decisions as a leader
Managing Up with Emotional Intelligence With Melody Wilding
wednesday, june 17th, 2026
1:00 PM - 2:00 PM est
Managing up doesn’t always mean being assertive. Sometimes it’s saying yes to something you want to say no to while still communicating “this is a one time thing”. Melody is a human behavior expert, who helps professionals communicate with confidence and build influence without sacrificing authenticity. I can’t wait to sit down with her and talk through some of the trickier work situations like a boss who’s excited about so many things it feels like you can never stay on track or how to repair trust after conflict without making things awkward. I really love her AI prompts she’s using to role play these situations while still leaving room for you to be yourself. If you’ve been struggling with a micromanager or communicating your worth at work this is the conversation to join.
If there’s something we should definitely discuss shoot me an email me before we meet (hello@kimkaupe.com).
to do
You Bring:
Questions about how to deal with difficult personalities at work
rsvp
KIM IS BRINGING:
Questions about how to be kind and clear in high stress situations
melody IS BRINGING:
The Me Manual idea, a document that captures your preferences and strengths at work
Creating AI Systems With Kesha Williams
wednesday, july 8th, 2026
1:00 PM - 2:00 PM est
Identifying what tasks AI can help us with seems easy at first (tasks we dread, something monotonous we have to do) but the real magic comes in setting up repeatable systems in our workday. Kesha Williams has over 25 years of experience designing and delivering complex software and is now helping organizations adopt and implement AI safely and effectively. One of the things I’m loving most about her work is that it’s bite size and practical. She’s got something to teach the beginner who’s still just dipping their toes inI and the more advanced user who’s implementing it daily. I’m excited to dive into how to let AI handle multi step tasks and how we can automate tasks we’re doing daily. If you’re curious about how to set up repeatable systems instead of getting stuck in the cycle of prompting and rewriting join us live and bring your questions with!
If there’s something we should definitely discuss shoot me an email me before we meet (hello@kimkaupe.com).
to do
Kim is Bringing:
Questions about AI Helpers and Agents
You Bring:
A cup of coffee and your AI questions
rsvp
kesha is Bringing:
Tips for using AI in a more streamlined way at work
