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Are you ready to live a life with less stress and FAR MORE fulfillment?

If you are, it starts here.

With The Less Stressed Lawyer Mastermind.

The six-month group coaching program that will teach you the fundamentals to managing your mind so you can manage your life.

Without all of the stress, guilt, overwhelm and hustle.

Specifically, in the Mastermind, you'll learn to...

  • Set and achieve goals
  • Stop procrastinating
  • Master time management
  • Stop people-pleasing
  • Set and honor boundaries
  • Dial down your perfectionism
  • Improve your self-talk
  • Increase your confidence
  • Care less about other peoples’ opinions
  • Master the art of saying no
  • Let go of the past
  • Dismantle limiting beliefs
  • Make empowered decisions
  • Get organized
  • Simplify your life
  • Plan for your future
  • Develop business
  • Change jobs
  • Reduce your guilt, worry, frustration and overwhelm
  • Create more balance
  • Be more present
  • And, ultimately, feel better

You know...

All the things law school and every job you've had since failed to teach you.

How do you know if the Mastermind is right for you?

The Mastermind is a perfect fit for you if...

  • You are paralyzed by the stress you experience and are struggling to wade through your workload while you navigate your perfectionism, your habit of procrastinating and your people-pleasing tendencies. 

It's also for you if...

  • You are running around like a chicken with your head cut off, mostly keeping up appearances and making everything look good on the outside, despite desperately wanting to have more work-life balance and be less reactionary and much more intentional in every area of your life. But you’re worried that if you take your eye off the ball even for a second, everything will fall apart. 

It's even for you if...

  • You are thriving, but want to continue to up-level, because you are truly committed to creating a life you are obsessed with. And you know, despite having already accomplished a great deal, this is just the beginning.


I know you've tried some things on your own already.

With varying degrees of success.

Maybe you're discouraged. Or confused. Or just plain stuck.

I get it.

I see you.

I've been you.

Which means I know exactly how to help you.

I know exactly how to help you get where you want to go.

Here's what you need to know.

You don't need a new planner.

You need a new plan.

One where you make yourself and your wellbeing your top priority.

Because, you can't hustle your way to happiness.

(Believe me, I tried.)

You have to cultivate it.

By designing your life intentionally.

And then reverse engineering that design.

To create a roadmap you can follow to achieve your desired results.

That's exactly what you'll learn to do in The Less Stressed Lawyer Mastermind.

You'll master living an intentional life.

A life you're truly obsessed with.

Here is what you get when you join the Mastermind.

A Three-Day In-Person LIVE Event

The Mastermind will commence with TLSL Mastermind LIVE Event, a three-and-a-half-day, in-person immersive retreat designed to accelerate your personal development and foster your growth.

The February 2023 LIVE Event will be held in Charleston, South Carolina at Hotel Emeline.

The LIVE Event festivities will commence on the evening of February 1, 2023 with TLSL Mastermind Welcome Reception, followed by three full days of training, live coaching, workshopping, and masterminding, and will conclude on February 4, 2023 with TLSL Mastermind Farewell Dinner.

The dates for TLSL Mastermind LIVE Event are:

2.1.23: TLSL Mastermind Welcome Reception

2.2.23: TLSL Mastermind LIVE Event Day One (All Day Training)

2.3.23: TLSL Mastermind LIVE Event Day Two (All Day Training)

2.4.23: TLSL Mastermind LIVE Event Day Three (All Day Training) followed by TLSL Mastermind Farewell Dinner

Six months of weekly group coaching calls

Following the Mastermind LIVE Event, each week we will mastermind together for one hour with structured calls that mix core teachings to support your growth and coaching that will help you gain the requisite awareness you need to make the changes you want to make and move you towards your goals.

Group coaching calls will be on Tuesdays at 2 PM ET following the Mastermind LIVE Event. Attendance to the group coaching calls is expected, but Mastermind members will have access to all call recordings to reference at later times.

The Less Stressed Lawyer Mastermind Facebook Group

You will also have access to The Less Stressed Lawyer Mastermind Facebook Group where you can get coaching from me in between our weekly calls as well as support from your peers in the Mastermind.

Have a question? Bring it to the group.

Have an issue you need coaching on? Bring it to the group.

Have an accomplishment you want to celebrate? Bring it to the group.

There will be no shortage of the community you've been craving once you join the Mastermind.

The Less Stressed Lawyer Mastermind Member Portal

Mastermind members will get access to the Member Portal, which will contain group coaching call recordings, Mastermind workbooks, and a vault of dozens of hours of additional video training resources that will allow Mastermind members to accelerate their growth at their own pace should they wish to dive deeper into the concepts taught in the Mastermind between the weekly calls.

A SNEAK PEEK of the LIVE Event

Other FAQs about the Mastermind...

How much does it cost to join The Less Stressed Lawyer Mastermind?

The cost to join the Mastermind is $3,500.

Here's what else you should know about making this investment.

There is no opportunity like this in the legal industry.

The value offered by the Mastermind is unparalleled.

And the impact of making this investment in yourself cannot be overstated.

NOTE: The cost to enroll in the Mastermind does not include travel expenses to and from the location of the 3.5-day, in-person TLSL Mastermind LIVE Event, nor does it include lodging accommodations and other incidentals during your stay. If you are attending the LIVE Event in person, it is required that you stay at Hotel Emeline where the LIVE Event is being held. Booking information for your lodging accommodations, including the link you will use to reserve your room at the discounted group rate, will be provided to you after you are accepted into the Mastermind. Make sure you utilize that link when it is made available to you. Do not complete your reservation separately.

Also, if accepted into the Mastermind, you will be expected to remit the full payment within 48 hours of your acceptance.

Do you have to be a lawyer to join?

No. The Mastermind consists of almost all lawyers, but being an attorney is not required.

What day and time are the weekly calls?

The weekly group coaching calls are held via Zoom and take place on Tuesdays at 2 PM ET.

Now, there's just one more thing you need to know about the Mastermind...

You want to be in this room.


This is the room where it happens.

Where transformation happens.

Where breakthrough happens.

Where inspiration happens.

Where community happens.

Where support happens.

Where bonding happens.

Where trust happens.

Where belonging happens.

Where thriving happens.

Where accomplishing the seemingly impossible HAPPENS.

You want to be in this room.

More importantly though...

You BELONG in this room.

The room where...

The growth will be unparalleled.
The support will be unparalleled.
The community will be unparalleled.

The room where...

Your RESULTS will be unparalleled.

The life you've been wanting to live is waiting for you.

Now, all you have to do is claim it.

Will you?

Will coaching help you get the results you want to achieve?


But don't take it from me.

Here's what my clients have to say about their experience.

“My downfalls were procrastination and self-doubt and [I] shame-spiraled when something went wrong on a case or at work. I was more dependent on superiors’ approval than I wanted to be. I was constantly concerned about my reputation and never felt like I was “good enough[.]”

“I wanted to shift my perspective, get better at managing my thoughts and time, and feel more confident. I was able to achieve all of these things through working with Olivia.”

“Olivia can coach the uncoachable. I came to her insecure, stressed out, and extremely skeptical of the coaching process[.]”

“The version of me who signed up with her would not have believed this, but she changed my life. If you are skeptical, if you doubt the process–that’s fine, but if you want real change in the way you think about yourself and manage your career, you need her. Full stop.”

“[Olivia is] the best at what [she does] and anyone who wants change in their lives should work with [her].”

- Marissa Cocchiolone -

Federal Government Attorney

Pittsburg, PA

“Working with Olivia was one of the best decisions I ever made for myself. It has not only helped me change my life and the way I experience the world, but I have so much more to give and contribute to the world around me.”

“[I decided to invest in coaching because] I really just wanted to feel better. Less anxious, less overwhelmed and more confident. All of those things happened and more.”

“I started to figure out what I actually wanted in my career (something I’d never done before – I’d always just done what I thought I was supposed to do).”

“And from that place of understanding, I learned how to make decisions that moved me toward that career and how to allow the discomfort of implementing both big and small changes to create a practice that aligned with what I wanted. That required me to address my people pleasing and my perfectionism and to really understand how those were showing up in my life and to learn how not to let them guide my decision-making.”

- Jenn Deal -

BigLaw Partner

Atlanta, GA