YOUR JOURNEY TOWARDS THE LIFE YOU've been FANTASIZing ABOUT STARTS HERE!

VANESSA BAILEY COACHING

I help unfulfilled and undervalued leaders unleash their inner moxie

to become the talent people fight to keepand make more money and impact

than they ever imagined.

MEET THE FOUNDER & CEO

hey, I'm VANESSA!

Before I became a Career and Business coach, I spent over a decade in the legal industry, rising to Partner in a 230+ attorney law firm with a national presence. I was an award-winning M&A attorney and dealmaker, not just practicing law but being positioned for long-term leadership. I learned how power actually works inside elite systems. How people rise. How money moves. How authority is earned and exercised. And I learned something most people don’t until it’s too late: the leaders who win aren’t the ones who sacrifice themselves the most. They’re the ones who trust themselves early, make decisive moves, protect their time, and lead like CEOs of their own lives.

I watched too many brilliant, capable leaders stall out because no one ever taught them self-leadership. They were underpaid for the value they carried, overextended because they were reliable, and conditioned to accommodate instead of lead. That’s where my work comes in. Moxie is the linchpin. It’s self-trust under pressure. Conviction without permission. Knowing when to stay and having the courage to walk when something no longer fits. Today, I help seasoned leaders, attorneys, executives, entrepreneurs, and business owners build that kind of authority so their careers, income, and lives expand without hustling harder or shrinking to fit someone else’s soul-sucking playbook.

This is what I do and more:

I help high-performing leaders step into real authority so they earn more, work less, and stop overworking to prove their value.

I teach clients how to lead from self-trust and conviction so they get promoted, paid, and invested in without waiting to be chosen.

I help people design careers that support an actual life, with space, influence, and freedom instead of burnout and quiet resentment.

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CHECK OUT MY

signature OFFERS

1:1 Private Coaching

This is not surface-level coaching. This is long-term transformation that echoes through the rest of your life, across every area that matters.

Make more money. Step into bigger, more aligned roles. Lead with authority—inside an organization or your own business. Build a life that looks and feels like the freedom and respect you’ve been fantasizing about—without burning yourself out or betraying yourself or the people you love to get there.

Our work is tailored, practical, and deeply personal. We focus on clarity, momentum, and building a version of success that actually feels like yours by dismantling the limiting beliefs and inherited conditioning of the soul-sucking playbook you were taught to follow.

SERVICE 02

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TESTIMONIALS

SOME KIND WORDS FROM AMAZING CLIENTS

I signed up for career coaching with Vanessa Bailey because I was at a low point in my career and felt like I needed a new direction. I am a criminal defense practitioner, and I own my own firm. I have struggled in the past two years with a high staff turnover rate at my firm, and that has really impacted my overall revenue, quality of life, and general outlook on the law. I was about ready to throw in the proverbial towel on an area of practice that I love because the business of law is hard and that's not what they teach you in law school. Vanessa is not just a career coach who knows how to put a general positive spin on things; she knows the law industry! She is a great sounding board, and provided me with excellent guidance and advice, fully understanding the complexities of being a woman attorney without me having to provide lots of context. Over the sessions I met with Vanessa, she listened carefully to the issues troubling me, and then helped me identify concrete, weekly goals to improve things a little bit at a time. Above all, I found my sessions with Vanessa to be incredibly affirming and clarifying. Where I was almost ready to switch careers entirely, Vanessa helped distill within me the desire to continue practicing criminal defense and keep pressing forward with my practice and gave me the confidence to make some very necessary changes to help me move my firm in the right direction. Vanessa Bailey has a passion to help counsel other women attorneys and help them navigate life-changing career moves! I know she can help you, too!

I was at a crossroads after spending the first half of my career in a very niche federal role with no private sector equivalent, and then the next several years overwhelmed and performing the work of 3-4 roles in a non-profit. I had just gotten rejected from a role I knew I was qualified for after three rounds of interviews when I saw Vanessa’s post about her coaching sessions. I sent her a very tearful plea to help me in identifying my transferable skills, be more confident in my almost 10 years of experience, and deciding what I even could do next. During our sessions, she provided me with insight into how to market my skills in interviews without losing confidence because of all the things I haven’t done, helped start to deconstruct comparing myself to others, and what fields my skills would be valuable in. With this, I landed an interview with a great firm, and she cheered me on through the whole process, and then helped me to advocate for my value and worth. I went from feeling totally isolated, to very supported with a number of options for my future, which was a delightful departure from my experience in the legal community thus far. 12/10 would recommend.

Vanessa is a rockstar. I needed assistance in revamping my resume and identifying transferable skills when making a career change. When Vanessa heard of my situation, without hesitation, she asked me a series of questions and even pointed out to me all the extra things and skills I was oblivious to but was already performing at my previous jobs. She coached me on areas that I had difficulty in owning, and by the end of the coaching, my resume and confidence in my abilities was absolutely magnetic, and I found a job in no time. Because of Vanessa, I have been able to show my talents and skills on my resume and to employers that I would have never even thought of expressing on a piece of paper. Vanessa is absolutely helpful, understanding, and passionate.

Lindsey

Law Firm Owner /

Criminal Defense Lawyer

⭐⭐⭐⭐⭐

Rebecca

Non-Profit / Immigration Lawyer

⭐⭐⭐⭐⭐

Russell

Former Legal Professional Turned Financial Professional

⭐⭐⭐⭐⭐

TESTIMONIALS

SOME KIND WORDS FROM AMAZING CLIENTS

I signed up for career coaching with Vanessa Bailey because I was at a low point in my career and felt like I needed a new direction. I am a criminal defense practitioner, and I own my own firm. I have struggled in the past two years with a high staff turnover rate at my firm, and that has really impacted my overall revenue, quality of life, and general outlook on the law. I was about ready to throw in the proverbial towel on an area of practice that I love because the business of law is hard and that's not what they teach you in law school. Vanessa is not just a career coach who knows how to put a general positive spin on things; she knows the law industry! She is a great sounding board, and provided me with excellent guidance and advice, fully understanding the complexities of being a woman attorney without me having to provide lots of context. Over the sessions I met with Vanessa, she listened carefully to the issues troubling me, and then helped me identify concrete, weekly goals to improve things a little bit at a time. Above all, I found my sessions with Vanessa to be incredibly affirming and clarifying. Where I was almost ready to switch careers entirely, Vanessa helped distill within me the desire to continue practicing criminal defense and keep pressing forward with my practice and gave me the confidence to make some very necessary changes to help me move my firm in the right direction. Vanessa Bailey has a passion to help counsel other women attorneys and help them navigate life-changing career moves! I know she can help you, too!

Lindsey

Law Firm Owner / Criminal Defense Attorney

⭐⭐⭐⭐⭐

I was at a crossroads after spending the first half of my career in a very niche federal role with no private sector equivalent, and then the next several years overwhelmed and performing the work of 3-4 roles in a non-profit. I had just gotten rejected from a role I knew I was qualified for after three rounds of interviews when I saw Vanessa’s post about her coaching sessions. I sent her a very tearful plea to help me in identifying my transferable skills, be more confident in my almost 10 years of experience, and deciding what I even could do next. During our sessions, she provided me with insight into how to market my skills in interviews without losing confidence because of all the things I haven’t done, helped start to deconstruct comparing myself to others, and what fields my skills would be valuable in. With this, I landed an interview with a great firm, and she cheered me on through the whole process, and then helped me to advocate for my value and worth. I went from feeling totally isolated, to very supported with a number of options for my future, which was a delightful departure from my experience in the legal community thus far. 12/10 would recommend.

Rebecca

Non-Profit / Immigration Lawyer

⭐⭐⭐⭐⭐

Vanessa is a rockstar. I needed assistance in revamping my resume and identifying transferable skills when making a career change. When Vanessa heard of my situation, without hesitation, she asked me a series of questions and even pointed out to me all the extra things and skills I was oblivious to but was already performing at my previous jobs. She coached me on areas that I had difficulty in owning, and by the end of the coaching, my resume and confidence in my abilities was absolutely magnetic, and I found a job in no time. Because of Vanessa, I have been able to show my talents and skills on my resume and to employers that I would have never even thought of expressing on a piece of paper. Vanessa is absolutely helpful, understanding, and passionate.

Russell

Legal Professional Turned Finance Professional

⭐⭐⭐⭐⭐

MY GIFT TO YOU

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By utilizing Vanessa's coaching services, you acknowledge, understand, and agree that (i) the information or advice provided in Vanessa’s coaching services is not legal, financial, therapeutic, mental health, or medical advice; (ii) VLB Coaching, LLC is not a law firm; and (iii) Vanessa is not acting in her capacity as a lawyer when providing coaching services and is not creating an attorney-client relationship with you.

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