Joyfully Managed Worklife

You've got too much on your plate. Some nights you wake up at 3am with that "I can't believe I still haven't gotten back to them" feeling about an email, a Slack, a Teams message.
Your unread count is in the four digits. You answer the things that matter, and you're still worried about what you missed.
You never quite finish the follow-ups from one meeting before you're in the next one. An inch deep and a mile wide, on all of it.
You knew about it on Monday. You did it Friday at 2 pm. And that email that starts "I just wanted to follow up..." still makes you wince.
You carry open items in your head because you don't quite trust that anything will hand it back to you at the right time. That's exhausting.
You have a sense that this could all be working better together.

Four situations this tends to fit

See if one of these sounds like you.

Your responsibilities have grown

You got promoted, or your team grew, or something at home now needs a meaningful amount of your time. You’re still delivering. It’s just arriving later than it used to, and you’re the one who notices.

What used to work for you is not working as well anymore.

You’re great at your work, and organization has never been your thing

You’re the one people want on the hard problem. You’re also the person who’s opened the same email four times because deciding what to do with it takes more out of you than answering it would.

It’s time to take that talent up several notches with some improved systems.

You’re new, and you’re building your approach right now

New role, new team to lead, or a whole new field. You’ll figure it out either way, and you know it.

But you don’t want to wait around figuring it out for years. You’re ready for a shortcut to excellence.

You’ve read all the productivity books

You could probably teach half of this. You know what you’re supposed to do on Monday morning. But what’s missing is accountability and time to put it all into practice.

Let’s get those systems in place and ramp up your effectiveness for real this time.

If none of those four sound like you, this probably isn’t your program, and I’d rather tell you that now than take your money.

Look, we all want to do an incredible job at work + do it in a way that doesn’t feel chaotic. Is that too much to ask?!?

You’ve heard all of the typical advice - spend less time on screens. Ruthlessly prioritize. Get a morning routine. Meditate. Boss up.

But even finding time to implement those things feels impossible.

You can’t pause to improve things, or it feels like the whole thing might fall apart. I get it. I had to get to the point of being fully burnt out before I decided there had to be a better way.

And I’ve spent years tweaking strategies and coaching others to implement.

I want to share what I found with you.

I'm not going to hand you a system and tell you to use it.

Our brains all work differently, and the to-do list I like might wreck yours.

What I found is that it comes down to four pieces, built to fit how you actually work: a weekly plan you can adjust on Wednesday when everything moves, a real way to run your projects, practical fixes for your own energy so you're not out of gas by Thursday, and a habit of keeping it all tuned up so you're not redoing work you already did.

It took me years of tweaking to get there.

That's the part we're shortcutting for you.

This is a 4-week small group cohort that includes the support you need to really create the calm and effective work life you desire:

Live, proven-to-be-effective workshops created for real people who juggle the modern stress of leading teams, managing projects, raising families, and navigating the millions of other obligations nipping at our heels on any given day.

LIVE SESSION - Design Your Personal Weekly Planning System: A weekly and daily planning process that fits your role, your organization, and whether you're a paper person or a digital one. You'll leave knowing how to spend your time on the highest-leverage work, and what to do when something changes mid-week and the plan needs to move.

LIVE SESSION - Managing Up, Down & Sideways: You'll see where your project management is already strong and where it can go next, with work time built in to plan a project you're running right now or about to start. We'll cover research-based strategies for managing your team, managing up to your boss, and managing sideways to colleagues inside and outside your organization, plus decision-making frameworks for individuals and groups you can use right away at work and at home.

LIVE SESSION - Build Your Anti-Procrastination Toolkit: Freshened-up systems are what let you get "in flow" at work. We'll pick the few worth polishing, then make the time and the accountability to actually do it. Plus practical strategies for conquering procrastination and getting out from under the guilt of putting things off.

LIVE SESSION - The Energy Optimization System: You'll assess where your energy actually stands across the different parts of your life and build a realistic plan to refill it. We'll look at what the research says about taking care of ourselves, because we deserve it and because it's how we do more impactful work.

*NEW: Weekly "Get-It-Done" Sessions after our live workshops, to put what you've learned into your own systems while it's fresh.

*NEW: If you're a manager, every member of the Fall 2026 cohort gets a free ticket to my September 17th workshop, Best Practices of Excellent Managers, plus the replay and materials.

Weekly resources like printables, templates, and checklists for each of our 4 weeks.

Unlimited access to ask me questions by email and in our live sessions. Past cohorts have covered prioritization, procrastination, organizing browser tabs, running meetings, productivity apps, getting too much mail at your house, setting up standard operating procedures for your team, the best books to read as a team culture leader, and more. If it's related to work, go ahead and ask it!

Recordings of all live sessions to revisit, or to catch one you couldn't attend live.

An always-popular end-of-cohort Resource Roundup of every resource, link, piece of advice, and session recording, for when you need something later.

What are the dates? When are the live sessions?

The live sessions will be on Tuesday at 10 am PT/1 pm ET/6 pm London for 90 minutes each, which includes about 60-70 minutes of live teaching with mini-work blocks included, followed by optional Q&A time and "get things done" at the end of the session to begin implementing your learning (a new addition based on past cohort feedback!). In case a complete list is easier to check your calendar for them (it is for me!), here you go:
- Tuesday, September 8 at 10 am PT/1 pm ET/6 pm London for 90 minutes
- Tuesday, September 15 at 10 am PT/1 pm ET/6 pm London for 90 minutes
- Tuesday, September 22 at 10 am PT/1 pm ET/6 pm London for 90 minutes
- Tuesday, September 29 at 10 am PT/1 pm ET/6 pm London for 90 minutes
- The sessions will be recorded for anyone unable to join live, so there's no stress if you're unable to attend a few of the sessions live or if you like to review the material again in the future. The recordings include audio and video options, allowing you to listen in a podcast-style format.

I don’t have time to participate in this - I’m already too busy!

I hear you. I know the Catch-22 well of wanting to find ways to make things less stressful and chaotic while not feeling capable of finding the energy and time to actually make those changes. In my experience, the support and accountability of joining a live experience is the one way that I’ve found to make changes in my life when I was struggling to prioritize those changes.

I've tried other organizational programs before, and they didn't work for me.

I don't think it's effective to tell folks they should be using this particular task management system or notebook or planner or anything specific. What is true is that there are some high-level frameworks, best practices, and approaches that have worked for hundreds of people who I've coached or supported in workshops. And I believe that they can work for you too. We'll have lots of space for you to ask questions and design approaches that fit your role, your context, and your style.

I prefer to figure things out on my own rather than relying on a structured program.

I get it. I’m often in the same camp. And can I lovingly ask – how’s that going for you? I think the support of a group of others who are working on the same things - who GET it - is likely to feel really helpful for you and ensure you get much better results than going it on your own.

I can find plenty of free resources and tips online. Why should I pay for a live group experience?

You certainly can Google/ChatGPT/Claude some of these topics, and I bet you’ll get some tips! The magic is in the accountability to put them to work, tweak them to make them work for you, and do it in a strategic order that makes the most sense for how our brains work. I’ve worked with hundreds of folks and have learned a lot about what helps these practices actually stick, and I’d love to get you out of the search engine rabbit hole and into a better use of your time that actually works.

I have a question that's not answered here, or I'd just like to chat with you first before deciding about whether to join!

Let's connect! You can either chat with me using the chat on the bottom right of this page (it's really me!) or grab some time on my calendar to chat here: https://calendly.com/jessicaeastmanstewart/joyfully-managed-worklife. No hard sell, just a chat with two folks to see if this might be a good fit. It'll be fun to meet you!

How do I convince my company/organization/boss to pay for this?
I've got you. See here for some tips and a sample email you can modify to send.

I know that money is tight for individuals and organizations, so I've used the feedback from my first handful of cohorts and dozens of participants to prioritize the most important content and aspects of the program, making it even more affordable for participants—just $997 for this 4-week program.

To put that in perspective, a typical 2-3 day conference can easily run you $2,500 once you factor in registration, flights, hotel, and food. And all you leave with is a tote bag (you don't need another tote bag, my friend) and some notes you will not have time to review when you come back to your post-travel to-do list.

This program is actionable and designed to create momentum from the very first session.

Want to bring your team? Let's make it happen.

Small Team Discount (3-4 colleagues): When colleagues learn together, magic happens. You'll have built-in accountability partners, shared language for your new systems, and the ability to support each other's implementation back at work. If you're bringing 3-4 team members to the public cohort, you'll each receive a 25% discount (bringing the cost down to $745 per person). You'll benefit from diverse perspectives from other organizations while still having your own mini-support squad.

Email support@jessicaeastmanstewart.com for your team's private discount code or to arrange invoicing.

Private Custom Cohort (5+ team members): Ready to transform how your entire team works? A private cohort might be your best investment.

With a custom experience, I'll:

Teach with your actual tools and systems (Asana? Monday? OneNote? Slack? Notion? We'll work with what you use.)
Address your specific pain points through customized scenarios and examples
Create a shared team language around productivity and systems
Schedule sessions around your team's calendar and key deadlines
Include your organization's actual projects as workshop examples
Provide team-specific templates that match your workflows

This isn't just training—it's a team transformation experience that creates lasting change in how you collaborate.

Private Cohort Investment:
5 team members: $4,985 base rate ($997 per person)
Additional participants 6-15: +$797 each
Additional participants 16-25: +$697 each
Additional participants 26+: +$597 each

Example: A team of 12 would invest $10,564 total (significantly less than most single-day corporate training programs, with 4 weeks of transformation).

Interested? Let's talk about your team's specific needs. Email jessica@jessicaeastmanstewart.com or grab time on my calendar now to explore if this is the right fit at https://calendly.com/jessicaeastmanstewart/discuss-working-together.

I'm ready to supercharge my worklife.

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Registration closes September 7.