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Free Time with Jenny Blake
Free Time with Jenny Blake
Jenny Blake

Set your time free through smarter systems so you can do more of your best work. Free Time launched in 2021 and... more

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The Burdensome B’s—Four Red Flags Signaling it’s Time to Make The Big (Delegation) Leap

“I’m at my wit's end.” That was the conclusion of a text message that broke my heart a little bit.... more

29 Sep 2023 · 28 minutes
🎁 The Best Gifting Strategies and Biggest Mistakes with John Ruhlin

“Nobody’s soul is moved by swag.” So says longtime friendtor of the pod, John Ruhlin, founder of strategic gifting company... more

26 Sep 2023 · 30 minutes
Is your business a hot mess? If yes, let's celebrate — Rolling in D🤦🏻‍♀️h

I used to refer to myself as a hot mess often in the early blogging days circa 2008, until someone... more

22 Sep 2023 · 14 minutes
How to Write a Must-Read Nonfiction Book with AJ Harper

“A book is not about something. A book is for someone.” That’s the mantra that drives AJ Harper’s work, that... more

19 Sep 2023 · 46 minutes
Create a See You Soon Kit for Clients — Jacq’s Favorite Time-Saving System

Do you already have an elegant way of wrapping up with clients? If you work with people one-on-one, it's important... more

15 Sep 2023 · 13 minutes
The Confidence Trap: Why You Don’t Need It to Do Big Things (SPARKED Crossover)

“Have you ever looked at someone else, someone you admire, who has accomplished a lot, and just assumed they must... more

12 Sep 2023 · 43 minutes
Why I Migrated My Three Email Lists to Substack (BFF Bonus Replay)

Now that I’m one month into Rolling in D🤦🏻‍♀️h, I’m sharing my reflections on Substack as a software platform for personal writing (and potentially... more

08 Sep 2023 · 42 minutes
Publishing and Personal Writing Pointers with Jennie Nash

“I see in books,” says today’s guest. “Every book is, at its heart, an argument for something—for a belief, a... more

05 Sep 2023 · 52 minutes
The One Thing You Should Do Now for Next Summer

I broke one of my own big rules this summer. For the last few weeks, I've been kicking myself, saying,... more

01 Sep 2023 · 19 minutes
3 Creative Lessons Learned from 7+ Years of Podcasting (Pivot Crossover)

Since launching this show in September 2015, the podcasting landscape has grown and changed tremendously. What was once a niche... more

25 Aug 2023 · 46 minutes
ChatGPT as Universal Intern and Permission Not to Be a Billionaire with Kevin Kelly (Pivot Crossover)

“Cultivate 12 people who love you, because they are worth more than 12 million people who like you.” That’s just one... more

22 Aug 2023 · 43 minutes
Feeling Impostery? Become a Qualified Curator Instead of an End-All-Be-All Expert (Pivot Crossover)

Self-doubt isn’t all bad. It means you’re stretching outside of your comfort zone, that you’re willing to learn, and that... more

18 Aug 2023 · 15 minutes
Five Types of People-Pleasers from The Joy of Saying No with Natalie Lue (Pivot Crossover)

As “recovering people pleaser” Natalie Lue opens her book, The Joy of Saying No, “Suppressing and repressing my needs, desires,... more

15 Aug 2023 · 47 minutes
🥂 You're Invited! IRL Business Bestie Brunch VIP Day+ (Early Bird Pricing Ends 9/1/23)

I'm super excited to pilot a "what would we invent if anything were possible" experience this quarter—and you're invited! Join me and... more

11 Aug 2023 · 2 minutes
“Don’t Suffer Twice” (Pivot Crossover)

Today’s solo riff is on a three-word phrase that has helped quell countless waves of anxiety in the decade since... more

11 Aug 2023 · 14 minutes
Who’s Sitting in the Board Room of Your Brain? with Adrian Klaphaak (Pivot Crossover)

Who is sitting in the boardroom of your brain? Who is sitting around the table, challenging your decisions, making noise,... more

08 Aug 2023 · 1 hour, 1 minute
Are You Future-Tripping? (Pivot Crossover)

As the saying goes, “Worrying is praying for what you don’t want.” A close cousin is future-tripping: projecting and living... more

04 Aug 2023 · 39 minutes
10+ Conference Networking Strategies with Alisa Cohn (Pivot Crossover)

Attending conferences can be overwhelming — even for the most excited extroverts among us—let alone the introverts who challenge their... more

01 Aug 2023 · 1 hour, 1 minute
Knot a Care—Sailing the Free Time Seas with Joy and Ease

“My little pirate.” That’s the nickname Michael has given me this summer, as it feels like many of my corporate... more

28 Jul 2023 · 25 minutes
From Lost and Founder to Chill Work with Rand Fishkin

“When you’re in debt to the truth, the interest rate sucks.” That’s just one of many so-true-it-hurts gems in Rand... more

25 Jul 2023 · 56 minutes
😇 Delight Is in the Details

What do Manuka honey, brown M&Ms, chocolate milk, vanilla gelato, rose petals, fair trade bananas, and Twizzlers have in common?... more

21 Jul 2023 · 26 minutes
Geeking Out on Client-Facing Pages + Favorite Notion Templates with Karen Allen

The best systems aren’t cumbersome sources of frustration collecting dust in the cloud—they save you so much time, that creating... more

18 Jul 2023 · 45 minutes
🦊 Celebrate the Small Fixes, aka Your Business Rose 🌹

In 2021, I paid nearly a thousand dollars to hire a plumber to fix something that wasn't absolutely necessary and... more

14 Jul 2023 · 21 minutes
Why Paul Millerd Turned Down a $200K Two-Book Traditional Publishing Deal

From a certain outside perspective, turning down a $200,000 two-book deal from a traditional publishing house makes no sense. But... more

11 Jul 2023 · 54 minutes
8 Benefits and Strategies for Managing a Shared Team Inbox Through HelpScout

Today, I’m sharing eight reasons I really appreciate having a team inbox using HelpScout. They’re not paying for this episode;... more

07 Jul 2023 · 27 minutes
Riding the Emotional Rollercoaster of Launching with Natalie Lue

Today we’re going behind the scenes of book launching, sharing the good, the bad, and the ugly (cries) resulting from... more

04 Jul 2023 · 56 minutes
🎉 20+ Free Time Permission Slips for Small Business Owners (Part 2)

Welcome to our #200 celebration...part two! 🎉 These next 20 permission slips all about mindset, staying in the game, and the spiritual... more

30 Jun 2023 · 23 minutes
Never Lose a Team Member Again with Joey Coleman

You’ve heard of buyers remorse—but what about new hire’s remorse? That is the feeling of worry, regret or uncertainty that... more

27 Jun 2023 · 48 minutes
🎉 20+ Free Time Permission Slips for Small Business Owners (Part 1)

Hey, hey, Free Timers, we have arrived at episode 200! 🎉 To celebrate, I’m giving you the ultimate permission slip compilation... more

23 Jun 2023 · 27 minutes
Creating Happier Hours and the Diminishing Returns of Too Much Free Time With Cassie Holmes

What’s the daily free time sweet spot? Between two to five hours, according to today’s guest, professor and researcher Cassie... more

20 Jun 2023 · 47 minutes
Book Club ✨ OUTRAGEOUS OPENNESS: Letting the Divine Take the Lead by Tosha Silver

When you catch a wishie, what do you yearn for? Today’s book club episode might shift your “wish” hereafter to... more

16 Jun 2023 · 24 minutes
Growth Loops + Why it’s Better to be Respected than Liked with Todd Herman

“Liking is the great fog of the mind.”—Todd Herman You’ve heard the adage that people need to know, like, and trust... more

13 Jun 2023 · 46 minutes
🍩 What Do Donuts, Coffee, Conversation, and Energy Cliffs Have in Common? (My Mini Daily Audio Diary from Attending TED 2023)

What’s it like to be at a conference with “fancy” people, when you’re the one feeling like you snuck in... more

09 Jun 2023 · 50 minutes
Traversing the Dark Forests of Creativity and Business with Jessica Abel

Does the world really need this? This is one of the inevitable existential dilemmas of creative work. You have to... more

06 Jun 2023 · 54 minutes
🤖Top 10 Favorite Recent GPT Prompts for Creative Business Owners (BFF Bonus Replay)

Today I'm sharing ten more of my favorite recent GPT4 prompts and experiments for creative business owners. This episode originally aired... more

02 Jun 2023 · 33 minutes
Sabbatical Planning with DJ DiDonna

The average American worker gets 11 days of paid vacation per year. Among those with unlimited paid time off (PTO), the... more

30 May 2023 · 45 minutes
📲 5 Creative Ways to Better Organize Your Phone Contacts

Today I'm sharing five creative ways to better organize your phone contacts. I hope it’s helpful and time-saving toward a... more

26 May 2023 · 20 minutes
Structuring Free Time as a Single Parent while Grieving and Rebuilding with Karen Allen

“Small hinges move big doors.” That one thought helped Karen Allen pick herself up from the depths of grief after... more

23 May 2023 · 51 minutes
🏝️ I'd love to work with you 1:1! Join us for the Free Time Summer Voxer Coaching Pop-up 😎

Hi friends! A quick in-beteween-isode to let you know about a special opportunity to work with me 1:1 :) Back by... more

19 May 2023 · 1 minute
🐍 How the Cobra Effect Creates Perverse Incentives and Metrics Tyranny

Time- and money-based targets don’t always serve the purpose we intend. In fact, sometimes, they actively work against us. Today... more

19 May 2023 · 31 minutes
💡Jay Acunzo’s IP Development OS — Courtesy of Creator Kitchen

In episode 181: Be Irreplaceable, you heard from my creative coach, Jay Acunzo about how to prioritize resonanceover reach. I’ve been working with Jay for... more

16 May 2023 · 28 minutes
Energy Capacity Planning, Pricing, and Finding Resonant Masterminds with Kelli Thompson

When today’s guest, Kelli Thompson, was overwhelmed by opportunity—a level of success she had been dreaming of and working diligently... more

12 May 2023 · 48 minutes
Licensing 201 — Q&A (Part 2) on Pricing + Packaging, Train-the-Trainer, Delivery, and Legal

Today’s episode is the second half of an in-depth Licensing Q&A prompted by BFF Al Dea, host of the MBA Insider podcast. If you haven’t... more

09 May 2023 · 48 minutes
Licensing 201 — Q&A (Part 1) on Product Development, Attracting Clients, and Sales Process

“A shoe is just a shoe until my son steps into it.” —Deloris Jordan When negotiating Michael Jordan's famous shoe deal with... more

05 May 2023 · 48 minutes
How Licensing Helps Serve the Queen Bee Role + Stop Keeping up with the EntrepreJoneses with Mike Michalowicz

I'm excited to bring you an episode from the Pivot podcast vault today—this is a conversation with a longtime friendtor,... more

02 May 2023 · 57 minutes
🚂 Train Tracks vs. Tightrope 🩰

It was a hot summer day, and I’m grumbling while dragging a rolling carry-on suitcase full of books to sign... more

28 Apr 2023 · 26 minutes
Letting Go of Productivity Guilt with Madeleine Dore

“You have to live spherically—in many directions. Never lose your childish enthusiasm—and things will come your way.” —Federico Fellini This week’s... more

25 Apr 2023 · 46 minutes
🏚️ The Challenges of Renovating a (Business) House while Living in It

📣 We’re publishing this week’s solo episode a day early as a friendly reminder that the Free Time podcast is nominated... more

20 Apr 2023 · 39 minutes
Webby voting ends tomorrow! Please cast your vote for Free Time by EOD Tomorrow (4/20) 🙏

Hi Friends! I'm re-airing this announcement as a friendly reminder that the Free Time podcast has made it to the... more

19 Apr 2023 · 7 minutes
Be Irreplaceable with My Creative Coach Jay Acunzo

📣 The Free Time podcast is nominated for a Webby Award, the "Oscars of the Internet!" Please visit http://itsfreetime.com/webby to cast... more

18 Apr 2023 · 53 minutes
Free Time with Jenny Blake
💡Jay Acunzo’s IP Development OS — Courtesy of Creator Kitchen
Free Time with Jenny Blake

Listen now on

Apple Podcasts
Google Podcasts
Podcast Addict
Pocket Casts
Player FM
Podcast Republic


In episode 181: Be Irreplaceable, you heard from my creative coach, Jay Acunzo about how to prioritize resonanceover reach. I’ve been working with Jay for about six... more