This is a premium offering dedicated to getting you organized so you can do less busywork and more of your best work. We will spend an immersive day together busting bottlenecks and designing workflows so that you can operate at your highest, strategic, creative best.

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Set Your Time (and Best Ideas!) Free through Smarter Systems

Are you doing the work only you can do?

If not, what's stopping you?

Is work piling up on your plate, where you're the bottleneck? Are you or your team members confused about where to find things? Are you saving ideas in a scattershot way, such that when it’s time to sit down to write you don’t even know where to start? Are you following the “AI is changing everything at record speed” discourse, but unsure how it applies to you, your services, your operations, and your day-to-day workflow?

It would be my honor and joy to work side-by-side with you in an immersive day dedicated entirely to working on the most important parts of your business and creative life, so that together we can create order from the chaos! And help you put even more of your best work into the world.

✨ Together we can do things like . . . 

  • Streamline your idea collection systems and refine how they flow into your content calendar; set up templates and a reminder system that works best with how you work; create a style guide for your unique voice (that doesn't sound like slop).

  • If you have plans (even just the spark of a dream!) to write a book, I’ll share my VIP Author Templates with everything you need for brainstorming, chapter writing, interviewing people (and collecting endorsement blurbs), and launch planning/marketing.

  • Develop or enhance client onboarding workflows, including building out client-facing templates and back-end automations. Leverage Notion AI for onboarding new team members and enhancing your manager manual as team members interact with it.

  • Build custom agents to send you daily or weekly briefs; get you set up Claude Cowork and Projects to save time in the future.

  • Troubleshoot your unique challenges, whether that's organizing years of old notes, managing multiple projects simultaneously, or figuring out what to delegate next.

  • Set up accountability and momentum: We can move your biggest bottlenecks out of the way—the work you dread, that drains you, and/or that you're not good at—plus a check-in one month later to refine what's working and improve what isn't.

  • . . . and just about anything else you can think of!

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 📅 How it works:

  1. Save your spot by completing checkout on this page.

  2. After that, you'll receive an email with a Calendly link to book your 30-minute pre-VIP day planning call with Jenny to set the agenda for your time together.

  3. We’ll jam side-by-side (virtual or in-person in NYC) for a 4.5-hour day, including three short breaks (where you'll refresh, and Jenny will continue working on setting up your systems).

  4. After we meet, we’ll have a 30-minute post-VIP day check-in call to refine your systems further after you’ve worked with them a bit, ensuring you’re set up for long-term success.

 ✅ By the end of our time together, you  will:

  • Align your creative and business systems to meet your goals, energy, and interests.

  • Design process and tasks to immediately bust bottlenecks, create a seamless workflow that frees your mind for your most strategic, creative work; and free up hours each week otherwise lost to confusion and overwhelm.

  • Assign and automate any smaller next steps to software (including recurring custom Notion AI Agent) and team members, so that you—and your team—continue to operate at your highest and best expression.

More About Jenny

I love helping bright, creative, Heart-Based Business owners set their time free through smarter systems. My third book, Free Time, launched just six months before AI started revolutionizing how we work, but the principles and Free Time Framework within are evergreen. As David Allen said in his seminal book, Getting Things Done, “Your mind is for having ideas, not holding them.”

I’m here to help you do just that, especially if (like me) you prefer operating with a Delightfully Tiny Team — the minimum size to generate maximum freedom — while still operating with abundance and the highest good for all involved.

I have been publishing online for over two decades. I launched my first website in 2005 while working as the first employee at a political polling start-up in Palo Alto, later acquired by YouGov America. I was early to blogging (2007) and Twitter (2008), but left social media in 2012, making rare exceptions only for book launches. You won’t find me active on platforms other than podcasts and Substack.

In addition to publishing three books (two traditional, one hybrid), for nearly a decade I published over 750 podcast episodes across two shows with over two million downloads combined: the Webby-nominated Free Time for Heart-Based Business owners, and Pivot with Jenny Blake for navigating change. At my peak, with the right systems and team support, I was producing fourteen episodes a month while publishing three newsletters. I’d love to help refine your creative systems so you are free to put your highest and best thinking out into the world in whatever format calls to you—a book, a podcast, personal essays, and/or a newsletter that your community is excited to read.

💬 VIP Day Alumni share their experience . . .

  • "The time I spent with Jenny was a profoundly impactful experience.

    She possesses a powerful, preternatural talent for excavating the kernel of the challenge at hand and then applying her skills and experience—as an award-winning author and podcaster—to find a personalised, tailor-made solution. The day was fun, engaging, joyful, encouraging, and practical. I now have a plan and system to take me to the next level, and I couldn't have asked for a better mentor and coach.”

    —Nisha M.

  • "10 out of 10 — This VIP Day experience combines strategic precision with a deeply humane approach to creative work.

    After the VIP Day, I feel a level of clarity and calm that simply wasn’t available before. Instead of holding the entire project in my head, I now have a single, integrated home for my book that shows me exactly where I am, what matters most next, and how each day’s work connects to the larger arc of the project. The mental load has dropped significantly.

    Practically, I now have a fully functioning Book Dashboard that consolidates planning, writing, tracking, and reflection in one place. My project plan, chapter tracker, and calendar are linked, my chapters are sequenced and status-tracked, and I have built-in routines for weekly review, idea capture, and milestone celebration.

    The result is not just better organization, but steadier momentum and greater confidence in my process—because the system supports both my productivity and my identity as a writer.”

    —Jennifer M.

  • "Jenny is masterful at helping distill complex ideas into clear, actionable strategies.

    The session helped me clarify my business model, refine pricing across offerings, and think creatively about how my speaking, licensing, and coaching can fit together in a sustainable and aligned way. I especially appreciated the thoughtful structure, the balance between vision and detail, and the supportive space Jenny created throughout the day.”

    —Kendra B.

  • "This day was incredibly expansive.

    From the inspiring space to the well-thought-out agenda, and especially Jenny's brilliant ideas, I'm leaving feeling like a whole new person... and so excited to step into this next season!

    I now have a renewed focus, instead of fragmented pieces all over the place, there's a path with supportive next steps that I'm so excited about!”

    —Jenn S.

Ready to Enroll?

Give yourself the gift of Free Time

Book Your VIP Day with Jenny here »

Frequently Asked Questions

  • Getting started is simple. Reach out through our contact form or schedule a call—we’ll walk you through the next steps and answer any questions along the way.

  • Most VIP days are on Monday or Friday, from 10:30 a.m. to 3 p.m. ET (with three short breaks throughout the day, where you can refresh and I’ll continue working). That said, if you need to book something that is on a different day or with slightly different hours, we can work that out after you complete check-out :)

  • Sure! Send an email to jenny@itsfreetime.com letting me know you’re interested in a VIP Day but would like to schedule an exploratory call first to see if it’s a fit to work together, and I’ll send you a scheduling link for a 30-minute chat :)

  • 💌 Send us a note! hi@itsfreetime.com

“What an incredible gift it is to gain a thought partner in the unknown of a new path! I can’t think of a better human to do that with than Jenny. She made me feel completely at ease from the get-go, which is so important for establishing trust, freeing you up to be open and honest about your vision, dreams, goals, and fears.

Before working with Jenny, my day-to-day experience had been hectic — racing from one task to the next without a minute to spare in the day — which prevented me from necessary strategic, big thinking.

In working with Jenny, I’ve gained clarity around my vision, messaging, and overarching business model - bringing to life big thinking grounded in real numbers and a business/revenue model. She brings heart, experience, support — and actionable templates. Priceless!”

—Mal, TEDx Speaker (“The Gratitude Problem”) and author of Raising Wrenns