LAWYER TURNED STRATEGIC ADVISOR TO WOMEN AT A CAREER OR BUSINESS INFLECTION POINT

VANESSA BAILEY

At some point, many high-achieving women realize the career or business they worked so hard to build no longer fits the life they actually want to live.

I help them unleash their inner moxie

to become the talent people fight to keep—and build careers or businesses that generate more money, freedom, and impact than they ever imagined.

MEET THE FOUNDER & CEO

hey, I'm VANESSA!

Before I became a Strategic Career & Business Consultant, I spent 15+ years inside legal and business worlds, culminating in my elevation to Partner at a 230+ attorney national law firm. I was an award-winning corporate/M&A attorney and dealmaker, serving as outside general counsel to hundreds of companies — from start-ups and solo founders to private companies and publicly traded corporations. My experience gave me a front-row seat to how careers and businesses actually succeed… and where they quietly fall apart. I learned how power really works inside elite systems (from the one I was in to the ones I served): how people rise, how money moves, and how authority is earned and exercised. I saw what works, what breaks, and what separates the leaders who build real power and freedom from the ones who stay stuck inside systems that slowly drain them. And I learned something most people don’t ever realize: 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. Because the system was designed to build good employees, not leaders. They were underpaid for the value they carried, overextended because they were reliable, and conditioned to accommodate instead of lead. The more competent they were, the more the system depended on them staying exactly where they were. That’s where my work comes in. Today I help leaders, founders, attorneys, executives, and business owners — many of them high-achieving women — step into their authority and build careers or businesses that actually work for them. Because the goal is never just money or prestige. It’s alignment, freedom, and leverage. It’s building work that brings meaning to your life, and allowing your unique gifts to shine. Because success isn’t something that just looks good on paper. It isn't something you secretly want to escape from. It’s something that actually feels good to live.

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 help professionals rise into leadership roles inside their current organizations without burning themselves out or shrinking to fit outdated expectations.

  • I help professionals strategically pivot into new industries or career paths that have been quietly calling to them for years by identifying their transferable skills and positioning them for work that actually lights them up.

  • I help leaders redesign their careers so their work supports an actual life, with more influence, space, and freedom instead of burnout and quiet resentment.

  • I help founders redesign their businesses so the business works for them — not the other way around.

  • I help leaders develop the self-trust and decision authority to stop waiting to be chosen or second-guessing themselves and start leading their careers and lives on their own terms.

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CHECK OUT MY

signature OFFERS

1:1 Private Consulting

Space is limited. This is not surface-level, one-size-fits-all consulting. This is months-long strategic partnership and frameworks designed to create transformation that echoes through the rest of your life — across every area that matters.

The ROI on this work compounds year after year in your career, your business, and the way you lead your life. You’ll make more money. Step into bigger, more aligned roles. Lead with authority inside an organization or your own business. Most importantly, you’ll build a life that actually reflects the freedom, respect, and impact you’ve been imagining — without burning yourself out or betraying yourself or the people you love to get there.

Our work is highly tailored, practical, and deeply personal. We focus on clarity, momentum, and building a version of success that is truly yours by dismantling the limiting beliefs and inherited conditioning of the soul-sucking playbook you inherited.

If you’re ready for that level of work, click the link below to apply for my 1:1 private consulting container, and I’ll be in touch with next steps.

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Masterclass in Moxie

A FREE LIVE ZOOM WORKSHOP

COMING SOON!

A Masterclass in Moxie is for the ones who crushed every assignment life handed them and still feel the tug for something more honest, more alive, more self-authored.

In this workshop, we unravel the inherited rules and borrowed voices running your life. We get brutally honest about what’s in the way so you can build the kind of confidence that shows up everywhere — in your boundaries, your leadership, your relationships, and in how you go after what you want.

Because leveling up isn’t about discipline. It’s about identity. It’s about becoming the person who can hold the life you want. Because the life you want requires the identity to match.

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

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