WHY DO I REACT THIS WAY UNDER STRESS? WHY DO I DISENGAGE WHEN THINGS GO WRONG? WHY DO I GUARD MY EMOTIONS LIKE MY LIFE DEPENDS ON IT? WHY DO I SUCK AT SETTING BOUNDARIES?

WHY DO I FEEL LIKE THE PROBLEM? WHY DO I PUSH AWAY THE PEOPLE I NEED? WHY DO I KEEP TRIPPING OVER THE SAME RECURRING PATTERNS?

WHY DO I HAVE SUCH A HARD TIME SAYING NO? WHY DO I VISUALIZE EVERYTHING THAT CAN GO WRONG? WHY DO I FIND IT HARD TO BELIEVE I HAVE MY OWN IDENTITY?

WHY DO I CONSTANTLY HAVE TO KEEP IT MOVING? WHY DO I HANDLE CONFLICT THIS WAY? WHY DO I GRAVITATE TOWARD THE SAME KIND OF PERSON?

WHY DO I TALK TO MYSELF LIKE I'M MY OWN WORST ENEMY? WHY DO I COMPARE MYSELF TO EVERYONE AROUND ME? WHY DO I FEEL GUILTY WHEN I PRIORITIZE MYSELF? WHY DO I PROCRASTINATE? WHY DO I FEEL LIKE I'M SLEEPWALKING THROUGH LIFE?

WHY DO I AVOID CONFLICT AT ALL COSTS? WHY DO I OVERCOMMIT WHEN IT DOESN'T MATTER? WHY DO I UNDERCOMMIT WHEN IT REALLY MATTERS? WHY DO I FEEL LIKE LIFE IS PASSING ME BY? WHY DO I NEED APPROVAL FROM OTHERS? WHY DO I FEEL LIKE A FRAUD?

WHY DO I NEED TO CONTROL THINGS TO FEEL OK? WHY DO I WONDER IF THERE'S MORE OUT THERE FOR ME? WHY DO I FIND MYSELF SO UNHAPPY? WHY DO I RESIST CHANGE? WHY DO I GET THE FEELING THERE'S MORE OUT THERE THAN JUST THIS?

WHY DO I REACT THIS WAY UNDER STRESS? WHY DO I DISENGAGE WHEN THINGS GO WRONG? WHY DO I GUARD MY EMOTIONS LIKE MY LIFE DEPENDS ON IT? WHY DO I SUCK AT SETTING BOUNDARIES? WHY DO I FEEL LIKE THE PROBLEM? WHY DO I PUSH AWAY THE PEOPLE I NEED? WHY DO I KEEP TRIPPING OVER THE SAME RECURRING PATTERNS? WHY DO I HAVE SUCH A HARD TIME SAYING NO? WHY DO I VISUALIZE EVERYTHING THAT CAN GO WRONG? WHY DO I FIND IT HARD TO BELIEVE I HAVE MY OWN IDENTITY? WHY DO I CONSTANTLY HAVE TO KEEP IT MOVING? WHY DO I HANDLE CONFLICT THIS WAY? WHY DO I GRAVITATE TOWARD THE SAME KIND OF PERSON? WHY DO I TALK TO MYSELF LIKE I'M MY OWN WORST ENEMY? WHY DO I COMPARE MYSELF TO EVERYONE AROUND ME? WHY DO I FEEL GUILTY WHEN I PRIORITIZE MYSELF? WHY DO I PROCRASTINATE? WHY DO I FEEL LIKE I'M SLEEPWALKING THROUGH LIFE? WHY DO I AVOID CONFLICT AT ALL COSTS? WHY DO I OVERCOMMIT WHEN IT DOESN'T MATTER? WHY DO I UNDERCOMMIT WHEN IT REALLY MATTERS? WHY DO I FEEL LIKE LIFE IS PASSING ME BY? WHY DO I NEED APPROVAL FROM OTHERS? WHY DO I FEEL LIKE A FRAUD? WHY DO I NEED TO CONTROL THINGS TO FEEL OK? WHY DO I WONDER IF THERE'S MORE OUT THERE FOR ME? WHY DO I FIND MYSELF SO UNHAPPY? WHY DO I RESIST CHANGE? WHY DO I GET THE FEELING THERE'S MORE OUT THERE THAN JUST THIS?

How you do one thing is how you do everything .

Why you do one thing is why you do everything.

YOUR BIG, FAT “WHY” IS MY SPECIALTY.

Find your big, fat WHY. Reconnect to your true potential. Break up with recurring life patterns. Go from self-limiting to self-leadership.

Oh, and create an earth-shaking impact for a single mom.

You’re wondering if there’s more out there for you because there is:

It’s you.

You are the more.

But not when you’re standing in your own way.

HERE’S WHAT MOST COACHES OUT THERE REALLY THINK:

Yes, you who has always been more than meets the eye.

You when you’re stressed and feel like a completely different person, and you when you’re not. THEN you when you’re thriving at the time of your life.

You when you’re fighting for your life, feeling like you’re boxing the same battles in life, love, and work, and you when you’re just veggin’ out watching The Office.

You when can’t set or keep boundaries, and you when you put them up like they will protect you from the plague.

You when cannot get to the next level, because your BIG FAT WHY is in the way.

Ever heard the phrase, “How you do one thing, is how you do everything?”

It’s never been true.

WHY you do one thing is why you do everything.

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.

Any effective approach to growth, life change, and sustainability must take into account that there are DIFFERENT KINDS OF PEOPLE… and then,

there is you.

Your why has been holding you back.

I want you to use it as a weapon to catapult you forward.

A typing session is for you if…

• You don’t know your enneagram type and what it encompasses: your worldview, relational styles, strengths, key traits, core motivations that do not change etc.

• You already know your enneagram type, but have never worked with a coach to go through what about your type aligns with your life and to assess what’s next

• You have worked with a coach before but they made you take an online test and they went over material purchased from another coach.

• You are aware you’re standing in your own way and you need it to stop.

• You feel like there might be something standing in the way, and you have a feeling that something might be you… you just don’t know why.

• You keep finding yourself in the same something — relationship, pattern, situation, habit — and you have no luck finding the root.

• You can name the patterns you’d like to break in your life, but you cannot begin to explain how you keep finding yourself there.

• You are going through the motions and it is eating away at you.

• You’re looking to understand why you do what you do, how it’s impacting your life, career, and relationships, and grow in a sustainable way that sticks

• You believe you are limitless and there’s a next level you can reach in your personal, romantic, relational, and career-related worlds… you just don’t know how.

• You keep running into more of the same: the same habits, “relationships”, the same high-highs and low lows, with no explanation.

• You keep falling and you are determined to catch where you’re slipping.

• You want to foster understanding in your world and understand the motives of others — starting with understanding and embracing yourself.

• You’re sick of asking the questions you already know the answers to like, “is this it? is there more for me?” and need someone to pull it out of you.

• You want to stop feeling lost and start feeling “right here” again.

WHAT CAN YOU LEARN ABOUT YOURSELF?

  • Learn about your Enneagram type: the overview, key traits that house your assets and liabilities and examples of how they show up everyday, characteristics, and information about the roots of patterns of behaving, thinking, and feeling.

  • Learn about the core fears of your enneagram type - the WHY that does not change, the core motives and goals of your specific personality type, the place your type suffers throughout their lives, key beliefs and assumptions that keep their issues recurring, information about worldview, and mental habits and fixations

  • Learn about triggers and where you go to in moments of stress, healthy bliss, and everything in between. Learn about the other types you access when you are stressed or healthy, and how to look out for signs that you’re getting to a place where you are headed for a recurring life pattern.

  • Learn about the “fatal flaw” of your enneagram type, the vices and defense mechanisms we come up against, the 3 biological instincts we gravitate toward within personality, where we borrow inspiration from neighboring types (wings), and your center of intelligence - your main operating and receiving system for your being. We will also go through the repressed operating system.

  • Learn about the different styles and stances your type takes — relational styles, interpersonal coping styles, and conflict styles. These show up every single day as we live, love, and work.

  • Got questions? Need realtime application? We’ll get to work in real time using the enneagram information for your life situation if you are ready to share.
    PLUS WHO PART 2! Learn about your types virtues that you can grow to from vices, the psychological ego structure of each type, the different levels of healthy, autopilot, or mayday-style behaviors, and your super power.

Everything you need to know about Enneagram basic literacy, PLUS a deep dive into your core motivations, key traits and how they show up daily, an introduction to your internal operating system, the instincts you prioritize, deep dive into passions, fixations, and mental habits and worldview, conflict and interpersonal coping, relational styles, levels of health that are wing-specific and growth points that are subtype-specific.

Length: 120 minutes (2 hours)

Investment: $397**

Perfect for:

- Those who may or may not know their type but are looking for a deep dive

- Those about to face or in the middle of recurring life patterns and transitions

- Anyone looking to up the ante on personal growth while making an impact.

**This session is also a gift-back session: an identical session is gifted to a single mom on the waitlist free of charge, every time. Single mothers are doing the world's most important work – often with the least support.

Your deep dive session creates double the impact: your transformation and hers.

Everything in the Deep Dive package, PLUS an in-depth look into your center of intelligence (uses, misuses, and relating to your operating system), relational, conflict, and interpersonal coping styles, vice-to-virtue journey, a full scope of what “doing the work” as your type, goals to move you forward, and a full work-up of integration, disintegration, conversion, and every other enneagram type yours relates to.

This is an everything session and is a very condensed version of “Bootcamp”

Length: 5-6 hours+

Investment: $880

Perfect for:

- Those ready for complete transformation

- Leaders seeking deeper self-mastery

- Individuals preparing for major life transitions

- Anyone ready to fully embrace their potential

Dynamic Typing Session

Perfect for:

- dynamic duos who want to learn to leverage their differences as strengths

- couples or romantic partners who want to understand each other on a deeper level before marriage, during a transition, or to work around recurring life patterns

- co-founders, creative collaborators, or business partners launching/scaling ventures together Or looking to work through unproductive conflict

- close or long-time friends navigating important life changes together

- parent/child pairs looking to strengthen their adult relationship and “get to know each other“ under new life circumstances

Length: Three (3) 90-minute sessions - Two 1:1 sessions and one joint session

Investment: $1,050

You and a partner, friend, business partner, or any important other will learn about the basics of your type, core motivators, levels of health, and understand basic points of growth in a personalized way in a private, confidential 1:1 session. We will also go over important factors in collaboration and partnership in any dynamic — world views, coping styles, communication methods and assumptions, basic operating systems, and how our main traits influence our day to day actions.

Then, in a joint session, we will talk about the assets and liabilities between the two types. Where are they great together? Where do they need to see eye to eye? Where do they need to embrace their differences are complimentary? How do they work best together? Why do they keep fighting about the same thing? How do they go forward?

How do these two types build a life, a love, or a business together as two individuals?

Why should I learn my Enneagram type with a coach?

  • Relying on tests is not the best way to find out your type! They are based on algorithms and while they can narrow down the results, it cannot measure your internal world — the purpose of the Enneagram. Many mistypes happen this way (that happened to me! MORE THAN A FEW TIMES!). Online tests shine a light on part of the story, but it will tell you nothing about YOUR story. A coach helps you make it yours.

    Other things you get from an online test:

    - Limited insights based on generic algorithms.

    - Risk of mistyping due to oversimplified or inaccurate assessments.

    - General advice that may not account for your unique life experiences.

    - Overwhelming volume of content without clear next steps.

    - No personalized guidance to address your specific challenges.

  • Did you know that diagnoses like obsessive-compulsive disorder, depression, post-traumatic stress disorder, ADHD, and more can actually make people look like specific enneagram types because of external behaviors? Do you some cultures have the “vibe” or “values” of certain enneagram types?

    We don’t type on behaviors, but we don’t self-type either because… it’s too tricky. Someone who isn’t living in your world needs to cut through the noise and ask the right questions — whether there is an underlying issue, a type-look-alike, or a possibly mistype because of a nuanced biological instinctual variant — self typing is not the vibe.

  • I doubt your computer has ever asked you why… why your voice cracked when you answered that way, why your body language shifted when you heard the question in full for the first time… Why two of your answers actually contradicted each other in a way that’s life-altering.

    There is no one across from you to clarify the small nuances that come up when measuring the motivations of your internal world. Sometimes to really unlock change, we just need to be asked the right questions.

  • You will feel seen and heard by an expert who cares. Who cares deeply about the parts of the story no one asks about and that everyone misses. Who acknowledges your recurring life patterns because they are threatening to your true potential.

Using the Enneagram with a coach, you can:

  • Learn and embody your motivational blueprint - for everything.

  • Know the deep-seated fears that were unconsciously shaping your decisions, behaviors, feelings, thoughts, and view of how the world works.

  • Learn lens you use to interpret life experiences and information.

  • Learn to identify your default responses to stress and security.

  • See how your personality influences your relationships, in both a help and hurt kind of way.

  • Learn how to decode your automatic defense mechanisms and get ahead of them.

  • Have the info you need to explore how you uniquely process, express, or repress feelings, thoughts, and behaviors.

  • Learn to recognize blind spots in life, love, and work.

  • Understand why you jive with some people and cannot understand why others function the way they do.

  • Use both your assets and liabilities to your advantage through mastery.

  • Discover your communication styles, strengths, and challenges.

  • Learn the ways you give and receive love.

  • Identify the patterns in conflicts and understand your natural relationship compatibility zones.

  • Understand your natural approach to problem solving.

  • Discover what authentically motivates you.

  • Learn the paths that are easiest for you to plow through in creativity.

  • Identify specific growth areas and tangible next steps for them.

  • Uncover the inner messaging behind unconscious behaviors

  • Connect with your true, deep, engrained potential and your WHY.

  • Learn how to answer the question, “What do you want?”

  • Discover a deep, innate sense of meaning.

  • Learn the rumble strips that may trip us up down the line.

  • Explore intrinsic and extrinsic systems that motivate you and give you value.

  • Identify typical self-sabotage strategies.

  • Show your inner critic who’s actually in charge.

  • Learn energy management.

  • Discover unique and personal boundaries that matter to you and protect your peace and mental health.

  • Learn your unique approach to personal balance.

  • Recognize you’re one of a kind.

Why me?

I'm that iron fist in a velvet glove you've been looking for:

Gentle enough to create safety, firm enough to call out the patterns keeping you stuck.

I don't just teach you about your core – I guide you through a transformation you can feel in your bones.

As someone who has been learning about the enneagram for a couple of years, I took away lots of new key insights about myself! Jackie is upbeat, positive, and passionate about seeing people get 'unstuck' and reaching their fullest potential.

Gisselle

You won't find a more comprehensive deep dive into your enneagram type than with a typing session with Jackie Contessa.

Kylee

Through the understanding of The Enneagram, Jackie has been able to not only help me understand myself more but also help me break the emotional and mental chains that held me back.

Jamie

FAQs

  • Learn it here!

  • NO PREP NEEDED! No, it’s not too good to be true! Please do not take an online test if you haven’t already. You can read up if you’d like but it’s not necessary. I’d recommend coming open and empty and reading up later.

    All you need to do to prepare is understand what your goal is: what do you want to accomplish in our time together?

    You can also prepare by preparing your space: a quiet, comfortable place to sit and talk, a pair of headphones, comfortable clothes, etc. Prep yourself for comfort and openness.

  • Free, online tests are only one small part of THE story… but that doesn’t mean it tells us anything about YOUR story. Tests and one-size-fits all online explanations have their own purposes, but they come second to working with a coach. Value and cost are two different things. While the cost of an online test may be free, working with a coach for your typing session is invaluable to your longterm growth.

  • While it is possible for coaches to mistype someone, that has not happened in my experience as a coach. I solely attribute this to making my clients part of the process and not relying on an online test to measure the person in front of me. Hand in hand, we can nail it down together. No doubt about it.

    Here’s my big, fat, HOWEVER: sometimes, types can align with people for months, even years. If time has gone on and you feel as though we have gotten it wrong wrong wrong and you’d like a revisit, please email hello@tablefor9coaching.com and Christie will make sure you get in front of my face ASAP!