You’re here because you’re looking for that something.

I really believe that something is you.

And I can prove it.

3-Months. Live. 1:1. Personality-Based.

Back To You Bootcamp

1

BREAK FREE FROM RECURRING PATTERNS IN LIFE, LOVE, & WORK

2

RECONNECT TO YOUR AUTHENTIC SELF & POTENTIAL

3

TAKE THE LEAP FROM SELF-LIMITING TO SELF-LEADERSHIP

IN EVERY LIFE AREA

MAYBE YOU’RE HERE BECAUSE YOU FEEL HOW I FELT YEARS AGO…

I was never sure I was in the right place, like ever (I didn’t know what I really wanted because I had no clue what I was made for)
I woke up feeling disconnected from myself every day, like I was wearing a mask
I looked successful on the outside, but felt empty and uncertain on the inside all. the. time.
I constantly tried to please everyone else, exhausting myself in the process (and never came across a pleased person)
I was pushing everything down and away and it was taking a huge toll in my life, my love, and my work.
I read countless self-help books but nothing seemed to create lasting change
I took every conflict personally and struggled to understand why
I felt like an outsider watching others navigate life with ease
I kept hitting the same walls in relationships over and over, never knowing where the lines and limits were
I struggled with perfectionism but never felt "good enough" because the bar just kept moving
I drained myself trying to fix things about myself that never even existed
I repeated the same painful patterns at work and in relationships simply because I didn’t understand them, so I couldn’t see them coming
I felt lost in a cycle of self-improvement: always learning new things without real transformation
I couldn't understand why some relationships felt so challenging
I experienced anxiety about not living up to my potential
I second-guessed every decision, big and small

but I knew deep down there was more to life because there was more to me.

CUT TO NOW:

I can finally understand the 'why' behind my thoughts, feelings, and behaviors and live a life of self-leadership

I discovered my patterns weren't flaws – they were survival strategies that had served a purpose. I know what they are and how to use them for my benefit.
I learned to love my unique gifts instead of trying to be someone else
I have peace with parts of myself I used to judge harshly
I have built deeper, more authentic relationships through genuine understanding even in areas that make me uncomfortable
I’ve learned what real compassion for myself and others looks like
I stopped exhausting myself trying to be perfect
I learned to channel my energy into genuine growth instead of constant self-improvement
I started making decisions from a place of self-awareness rather than fear, shame, or anger
I discovered how to use my natural strengths instead of fighting against them.
I transformed my relationships by understanding different communication styles
I found a path to growth that actually feels sustainable and true

I KNOW THERE IS MORE FOR ME. Take me to the Bootcamp application.

Time for me to just give it to you straight.

IF YOU WANT:

To wake up every day ready to make empowered and true-to-yourself decisions, fully present...

To have deeper, sturdier, more authentic relationships where you can be yourself and still be seen,

To break free from recurring patterns in life, love, and work that keep you limited, so you can dream bigger and actually get there,

To feel balanced, fulfilled, and energized by work and life, rather than drained, which means learning and taking steps toward what sets you on fire,

To live with intentional yeses and no’s, which means learning what you want,

To fully understand who you are in all facets: every day life, under stress, when thriving, under inspiration, etc. and to manage all moving parts of a dynamic out-of-the-box personality, so you can handle anything life throws at you in real time without losing your spark,

To be able to use conflicts as opportunities for growth, and have less conflicts all around, so you can enjoy the life you’re building while you still build your resilience,

To be able to inspire or help others because you’ve walked this path yourself,

To be able to grow in a way that is natural, sustain, and doesn’t feel forced, so you know it’ll stick,

To feel at home in your own skin, because you are the main event of your life,

You need to know more about yourself than you do.

Period.

I’m going to

get you there.

Period.

BOOTCAMP IS FOR YOU IF…

You feel disconnected from your true self, true potential, and deepest desires: who you really are, what you really want, and what you’re really meant for.

You struggle to show up authentically in your relationships/career, finding yourself in patterns you don’t want or can’t understand, frustrated, lonely, and burnt out.

You're tired of the same **self-sabotaging, self-limiting BULLSH*T patterns repeating in your life, your love, and your work— and you know you can do something by waking up**.

You crave a personalized roadmap to unlock your highest potential, or at least to understand what’s next.

You are ready and committed to making table-flipping, shock-your-mother, sustainable changes.

You absolutely refuse to not be the leader of your life any longer.

IT'S FOR ME. APPLY.

You keep telling yourself you should

“just stop” being…

A SELF-CRITICIZING, BURNTOUT, RESENTFUL PERFECTIONIST

A DEPLETED, BOTTLED UP PEOPLE-PLEASER WHO IS ABOUT TO BLOW

AN EXHAUSTED, CROWD-PLEASING WORTH SEEKING, ACHIEVER

MISUNDERSTOOD AND DISCONNECTED AND TOTALLY DOWN ON YOUR FLAWS

PAINFULLY SELF-SUFFICIENT, DETACHED FROM THE WORLD AND DRAINED

CONSTANTLY WORRIED, STUCK IN WHAT IF, AND PARALYZING SELF-DOUBT

RESTLESS, SURFACE-LEVEL AND ALL OVER THE PLACE

AGGRESSIVE, DOMINEERING, AND NEEDING TO CONTROL EVERYTHING

CONFLICT AVERSE, AVOIDANT, SLEEPING TO YOUR OWN NEEDS, DESIRES, AND LIFE

Because you know you’re

meant to be…

A SELF-COMPASSIONATE, POSITIVE, POWERFUL GAME—CHANGER

A HEALTHY SELF-PRIORITIZING, BOUNDARIED LOVER AND LEADER

AN AUTHENTIC, SELF-FULFILLED POWERHOUSE ON A JOURNEY

UNIQUE AND AUTHENTIC, LEAVING A MARK ON THIS WORLD WITH PURPOSE

A BRILLIANT MASTER IN A SKILL WHO SHARES THEIR KNOWLEDGE WITH THE WORLD

SELF-TRUSTING, WITH INHERENT UNWAVERING COURAGE, SAFETY, AND BOLD ACTION

FINDING TRUE FULFILLMENT IN THE INTENTIONALITY AND NEW EXPERIENCES

OWNING TRUE STRENGTH & POWERFUL PRESENCE BALANCED W/ SELF-AWARENESS & OPENNESS

RECONNECTED TO YOURSELF, YOUR PURPOSE, AND YOUR FIRE, READY TO USE YOUR VOICE

… you just don’t know why it feels almost impossible making a life change alone.

hint: you need someone who can point to your big fat WHY

Hi! I’m Jackie Contessa.

& I have a one-size-fits-all allergy.

I’m a personality-based life coach with a specialty in the Enneagram, studying it’s insane framework for almost a decade.

Through your live Back-To-You Bootcamp experience, I will be your guide, champion, cheerleader, and accountability partner with kindness, grace, and faith in you — even in moments where you can’t generate any for yourself.

Let’s get you from self-limiting to self-leadership. I want to see what you look like as you.

Bet’s it’s stunning.

Learn more about Jackie Contessa

hear what graduates have to say

Most coaches think you — you — deserve a one-size-fits-all package, guide, plan, solution to what you want most.

I know because I was a client.

They believe in their ‘plan’

and no faith in you.

You’re here because we both know that’s ridiculous.

Over the course of 9 transformative 90-minute sessions, we’re go on a journey from self-limiting to self-leadership that will give you the keys to unlock your personality's greatest gifts.

I WANT TO APPLY NOW

Sessions 1-3: Intake, resourcing, Enneagram full work up and deep discovery, data sheet mapping, and action plan roots.

In the first 3 sessions we are creating a mural of you: who you are right now, who you were then, who you are meant to be, and assets that are hiding beneath the liabilities in your way. We do a full enneagram work-up (including the other types your type is inspired by) to make sure all we need to know is taken into account.

Sessions 4-6: Implementing and adjusting action plan with accountability and resetting for sustainability and retention.

We take the facts, the information, the core motives… the BIG FAT WHY and all its assets and liabilities… and create a tangible action plan to implement a more intentional and sustainable change in the key life areas you want.

Sessions 7-9: Prepping for a future without a coach and building long-term solutions for the broken recurring patterns and future goals.

Heartbreakingly, I imagine you’ll live the rest of this life WITHOUT ME! But my hope is you do it as your truest self. In these last three sessions, we make sure our plan is working, sustainable, and truly the first tangible, foundation to the life of your dreams. We reroute, re-establish, set up contingencies, and incorporate what-if into the mix.

3 mon of Post-Session Support: Follow up support and accountability via OTG coaching.

For up to 3 months after the final session, you will receive me, in your pocket. Keep me updated on progress, ask me how to reroute, or just check in for reminders about who you are and what you are here for.

EVERY BOOTCAMP PACKAGE INCLUDES A PERSONALITY TYPING SESSION

(not a one-size, algorithmic typing quiz online full of mistypes and baloney)

LEARN ABOUT THOSE HERE

+ THE START OF EVERY BOOTCAMP PACKAGE STARTS 6 MONTHS OF ON-THE-GO COACHING FOR 3 MONTHS OF IN-SESSION SUPPORT AND 3 MONTHS OF OUT-OF-SESSION SUPPORT, ALL ON THE GO, AT NO COST.

LEARN ABOUT THAT HERE

Your total investment is $2,997*

3, 6, and 9 month payment plans are available.

*Pricing is valid until June 20, 2025. Secure your spot via application to lock in pricing.

APPLY HERE

You’re here because you’re looking for that something.

I really believe that something is you.

And I can prove it.

Back To You Bootcamp

1

BREAK FREE FROM RECURRING PATTERNS IN LIFE, LOVE, & WORK

2

RECONNECT TO YOUR AUTHENTIC SELF & POTENTIAL

3

TAKE THE LEAP FROM SELF-LIMITING TO SELF-LEADERSHIP

IN EVERY LIFE AREA

MAYBE YOU’RE HERE BECAUSE YOU FEEL HOW I FELT YEARS AGO…

I was never sure I was in the right place, like ever (I didn’t know what I really wanted because I had no clue what I was made for)

I woke up feeling disconnected from myself every day, like I was wearing a mask

I looked successful on the outside, but felt empty and uncertain on the inside all. the. time.

I constantly tried to please everyone else, exhausting myself in the process (and never came across a pleased person)

I was pushing everything down and away and it was taking a huge toll in my life, my love, and my work.

I read countless self-help books but nothing seemed to create lasting change

I took every conflict personally and struggled to understand why

I felt like an outsider watching others navigate life with ease

I kept hitting the same walls in relationships over and over, never knowing where the lines and limits were

I struggled with perfectionism but never felt "good enough" because the bar just kept moving

I drained myself trying to fix things about myself that never even existed

I repeated the same painful patterns at work and in relationships simply because I didn’t understand them, so I couldn’t see them coming

I felt lost in a cycle of self-improvement: always learning new things without real transformation

I couldn't understand why some relationships felt so challenging

I experienced anxiety about not living up to my potential

I second-guessed every decision, big and small

but I knew deep down there was more to life because there was more to me.

CUT TO NOW:

I can finally understand the 'why' behind my thoughts, feelings, and behaviors and live a life of self-leadership

I discovered my patterns weren't flaws – they were survival strategies that had served a purpose. I know what they are and how to use them for my benefit.

I learned to love my unique gifts instead of trying to be someone else

I have peace with parts of myself I used to judge harshly

I have built deeper, more authentic relationships through genuine understanding even in areas that make me uncomfortable

I’ve learned what real compassion for myself and others looks like

I stopped exhausting myself trying to be perfect

I learned to channel my energy into genuine growth instead of constant self-improvement

I started making decisions from a place of self-awareness rather than fear, shame, or anger

I discovered how to use my natural strengths instead of fighting against them.

I transformed my relationships by understanding different communication styles

I found a path to growth that actually feels sustainable and true

Time for me to just give it to you straight.

IF YOU WANT:

To wake up every day ready to make empowered and true-to-yourself decisions, fully present...

To have deeper, sturdier, more authentic relationships where you can be yourself and still be seen,

To break free from recurring patterns in life, love, and work that keep you limited, so you can dream bigger and actually get there,

To feel balanced, fulfilled, and energized by work and life, rather than drained, which means learning and taking steps toward what sets you on fire,

To live with intentional yeses and no’s, which means learning what you want,

To fully understand who you are in all facets: every day life, under stress, when thriving, under inspiration, etc. and to manage all moving parts of a dynamic out-of-the-box personality, so you can handle anything life throws at you in real time without losing your spark,

To be able to use conflicts as opportunities for growth, and have less conflicts all around, so you can enjoy the life you’re building while you still build your resilience,

To be able to inspire or help others because you’ve walked this path yourself,

To be able to grow in a way that is natural, sustain, and doesn’t feel forced, so you know it’ll stick,

To feel at home in your own skin, because you are the main event of your life,

You need to know more about yourself than you do.

Period.

I’m going to

get you there.

Period.

BOOTCAMP IS FOR YOU IF…

You feel disconnected from your true self, true potential, and deepest desires: who you really are, what you really want, and what you’re really meant for.

You struggle to show up authentically in your relationships/career, finding yourself in patterns you don’t want or can’t understand, frustrated, lonely, and burnt out.

You're tired of the same self-sabotaging, self-limiting BULLSH*T patterns repeating in your life, your love, and your work— and you know you can do something by waking up.

You crave a personalized roadmap to unlock your highest potential, or at least to understand what’s next.

You are ready and committed to making table-flipping, shock-your-mother, sustainable changes.

You absolutely refuse to not be the leader of your life any longer.

You keep telling yourself you should

“just stop” being…

Because you know you’re

meant to be…

… you just don’t know why it feels almost impossible making a life change alone.

hint: you need someone who can point to your big fat WHY

Hi! I’m Jackie Contessa.

I’m a personality-based life coach with a specialty in the Enneagram, studying it’s insane framework for almost a decade.

Through your live Back-To-You Bootcamp experience, I will be your guide, champion, cheerleader, and accountability partner with kindness, grace, and faith in you — even in moments where you can’t generate any for yourself.

Let’s get you from self-limiting to self-leadership. I want to see what you look like as you.

Bet’s it’s stunning.

Most coaches think you — you — deserve a one-size-fits-all package, guide, plan, solution to what you want most.

I know because I was a client.

They believe in their ‘plan’

You're tired of the same **self-sabotaging, self-limiting BULLSH*T patterns repeating in your life, your love, and your work— and you know you can do something by waking up**.