You might have guessed from our style around here: we’re big fans of the Greek classics.

Philosophers, playwrights, we love it all.

But the one Greek fable I’ve never loved is the story of the tortoise and the hare.

Yes, I get it, slow and steady wins the race is a good message. 

I focus on that concept a lot when I’m teaching people who are new to setting goals, who have never been coached before, and who don’t have a track record of creating big returns in their lives.

Kara Loewentheil sitting at a table with lots of fresh fruit.

But when we’re talking about those of us who are coachable, who are accomplished, and who are ambitious?

Well … we’re the hares, baby. 

And a hare who is focused and well-trained will beat a turtle in a race any. fucking. day.

But that hare has to know what it’s doing.

It has to be focused. It has to have a game plan. It has to know exactly how to get from the start of the race to the finish. 

Which means it needs to have been “trained” by someone who has trained winning hares before. 

Set a hare out on it own, and it will get distracted, exhaust itself, or wander off – like Aesop told us it would.

That’s why if you’re a quick-start, if you’re a go-getting, if you’re someone who wants to shoot for the top – having the right teacher is EVERYTHING. 

Introducing:

V.I.P Days

For the past few years the only way to get insight, advice, and coaching directly from me on your big-picture business or life goals has been to get lucky and be chosen for one of my monthly live coaching calls in The Feminist Self-Help Society. 

And listen, I change lives in those calls. I can do a lot with your brain in 15 minutes. 

But it’s not nearly as much as I can do with your brain in a full day.

That’s right. I said a FULL DAY.

Because for the first time ever, I’m offering a very limited number of in-person, 1:1, VIP days. 

Picture it: 

You and me, together, in NYC (or another mutually-agreed upon location). 

Luxury hotel (you know I have great taste).

Delicious meals (you know I know the really good spots).

A spa treatment (if you’re into that sort of thing.) 

And the star of the show:

Hours of focused coaching, strategizing, and planning with me, just the two of us, to take your life or business to the next level. 

Plus I’ll even hook you up with members of my team for any specialized follow up you need around operations, sales & marketing, or program design and administration – on the house. 

These are very energy-intensive experiences for me, because I bring all of my brain to bear on your problem, your life, and your mind. 

So I am only offering five of these, at most, for all of 2025. 

Here is what you need to know about them: 

These VIP days are application-only, to ensure that what you want to work on is appropriate and feasible for the container.

The first VIP day booked is $19,000

The second VIP day booked is $21,000

The third VIP day booked is $23,000

The fourth VIP day booked is $25,000

The last VIP day booked is $27,000

These prices are for VIP days held in NYC. VIP days held anywhere else, upon agreement, may include additional fees for my travel and accommodations.

If you see a line crossed out in this list, it means that VIP day price-level has already been confirmed and paid and is no longer available.

Please note:

Every application requires a $250 deposit which will of course be refunded to you if you do not get accepted and book a VIP day. If you are accepted and confirm, it will be credited towards your investment.

As you can see, these VIP days will go up in price as they fill. Since they are application only, the timing will be based on when you submit your application. 

For instance, if two people apply in the first hour and I accept them both, whoever submitted their application first will get the $18,000 price and whoever submitted second will get the $20,000 price. 

You will have 3 business days after acceptance to wire the funds for the investment, after which your spot and price will be offered to the next accepted applicant. 

Each VIP day includes:

:: A full day of coaching with me, usually 9 a.m. to 4 p.m. (times may vary based on time zone and travel arrangements)

:: Two nights of hotel accommodations at a 4 or 5 star hotel

:: Transportation to and from the hotel 

:: Dinner with me the night before the VIP day, and breakfast and lunch on the VIP day

:: Spa service (optional)

What can we do in a VIP day?

Well, we can do anything you want. And when you apply, you can share what you’d like to work on.

But here are a few ideas: 

Idea 1: Plan the next iteration of your business. 

I’ve transitioned my business from maxed out 1:1 coaching to a small high-end group program that filled without consult calls (and took me to my first seven-figure year) to a membership with thousands of members (which now brings in multiple seven-figures in revenue every year). I’ve launched an Advanced Certification that also brought in multiple-seven figures, and decided when to close it. I’ve had always open models, annual launch models, and everything inbetween.

I’ve made every coaching business transition there is, and I’ll help you map out the practical plan and give you the coaching you need to actually get moving on it. 

Idea 2: Create your bestselling book marketing plan.

In 2024 I launched a book and landed it at #1 on the USA Today NonFiction Bestseller List and on the New York Times Bestseller List. I did this with about 70,000 Instagram followers, even though almost everyone else on the NYT list that week had millions in their social media following. 

I created the strategy and oversaw execution for the entire pre-order marketing campaign myself, so I know exactly what it takes to hit the bestseller lists. 

I know what you can control and what you can’t, and I’ll help you craft your best shot. I’ll also introduce you to my best under-the-radar contacts in the book marketing world if you want additional support. 

Kara Loewentheil sitting at a table with lots of fresh fruit.

Idea 3: Get your team in order and your CEO head on straight. 

Building and managing a team is one of the most challenging things for entrepreneurs. 

We will talk through what isn’t working on your team, where you’re having trouble managing effectively, what’s going wrong with your hiring and firing, and create a vision and plan for your dream team. 

Idea 4: Create your ideal schedule and coach you into sticking to it.

Being an entrepreneur simultaneously feels like there’s absolute freedom and yet no freedom at all because we have so many responsibilities that all feel crucial. But this catch-22 is a mental illusion.

I’ll coach you on procrastination, boundaries, and all of the socialization that is messing with your ability to work and live the way you want so that you end up with a schedule that actually reflects the life you want to lead. 

Idea 5: Resolve people-pleasing, imposter syndrome, dating or relationship angst, or any other interpersonal problem.

Women’s socialization contributes to all of the mental and emotional drama we have around other people in our lives, or around our fears of what other people think of us. This is my jam, baby. 

We’ll spend a full day coaching and working on whatever interpersonal problem is most bothering you. 

Conflict with your partner? Fear of setting boundaries? Low self-esteem because of body image or being single or aging? Parenting anxiety and shame? Whatever it is, I’ve got you. And you’ll leave with a plan to keep implementing the tools we work on together, because life doesn’t change overnight – but your brain can start to change in a day. 

Don’t see your goals listed here? Don’t worry – chances are, we can tackle it. Just include the information in your application!

Maybe you have a problem you’d die to solve – or a project you want help planning out – or something else not on this list. Suggest it in your application, and we’ll see if it works! 



If you’ve read this and the tortoise still appeals to you, then thanks for saying hi – please be on your way.

But if you’ve read this and you’re ready to be a fast and focused hare, and you want to win the race – not against someone else but against yourself, your own potential and your destiny?

You know what to do. 

Apply for your VIP day here.