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Jessie Brown, JD, PCC

Coaching | Workshops | Retreats

Discovery Call

Discovery Call

Discovery Call: Explore What’s Possible

Do you want to do work you enjoy while having the time and energy to invest in your health and relationships?

Are you ready to create a career you love that allows you to live a whole, happy, thriving life?

If so, you're in the right place.

This 1:1 Zoom call is a chance for us to connect and see if we're a good fit for coaching.

During our conversation:

  • I'll ask you to share what's going on that has you considering coaching at this time.

  • You'll get a chance to get to know me and my approach.

  • I'll ask you to share what you would like to get out of coaching.

  • We'll explore what might be possible with the right support.

  • At the end of our call, if I think I can help, I will let you know.

  • If I don’t think I can help or I know someone else who seems like a better fit, I'm happy to refer you.

After you book, you’ll receive a confirmation email with a brief questionnaire.

Please send your responses to jessie@jessiebrown.org at least 24 hours before your scheduled call.

Your responses help me prepare for our conversation and ensure we make the most of our time together.

If you don’t see a time that works on my calendar, feel free to email me at jessie@jessiebrown.org. I’ll do my best to find a time that works for both of us.

Please visit my website and check out my blog at jessiebrown.org to learn more about my services, experience, and approach before we meet.

Thanks! I look forward to connecting with you!

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Michelle C.

"With Jessie's insight and guidance, I was finally able to advocate for myself in my career in a heartfelt and professional way. In doing so, I felt so proud and accomplished - what an amazing feeling! I can feel this change ripple out into my entire life. I'm so grateful for her support!"

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Melodie A.

"I am thrilled to share my experience with Jessie as my coach. Her compassion, helpful nature, and exceptional listening skills have truly made a positive impact on my journey. Jessie goes beyond being just a coach; she is an extraordinary listener who can pick up on subtle cues, such as facial expressions, to understand my emotions and thoughts accurately. Her intuition is remarkable, allowing her to anticipate my feelings and thoughts, creating a space where I feel truly understood. What sets Jessie apart is not only her ability to listen but also her skill in helping me digest ideas. Whether we're exploring new concepts or dissecting challenges, she effortlessly guides me through the process, making our conversations not only productive but also enjoyable. Jessie's genuine care and insightful guidance have been invaluable to me. Talking with her is not just a coaching session; it's a transformative experience. I wholeheartedly recommend Jessie to anyone seeking a coach who combines empathy, intuition, and a genuine passion for helping others."

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Chelsea H.

"While exploring a new career opportunity, Jessie helped me navigate both personal and professional considerations from a strategic and compassionate perspective. It is so rare to find a coach who has personally navigated the world of private law practice (including Big Law), and who also embodies the emotional intelligence and compassion that Jessie does. Jessie’s authenticity and calming presence allowed us to dig into heartfelt and meaningful discussions without judgment or pressure. After working with her, I felt inspired to consider new perspectives and empowered to prioritize my personal and professional goals. I cannot thank Jessie enough for helping me find balance, redefine success for myself, and embrace the next step in my legal career."

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Michael M.

"Jessie is incredibly attentive, wise, and thoughtful. She has taught me invaluable tools to help me flourish (not just survive) as an attorney. I could not recommend anyone more highly than Jessie as an executive coach."

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Laura T.

"Jessie's a great coach who knows from experience the importance of taking charge of your own career to better reflect your personal and professional priorities."

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Marisa G.

"Jessica creates a safe environment that transcends even a remote visit. Without even trying, our session turned into an open discussion about life. I left feeling affirmed and light. Jessica is a warm, kind, and open coach who listens and gives her clients the opportunity to feel heard without any judgment. She provides tools to work through problems in a way that feels pleasant rather than a chore that needs to be accomplished. I feel very lucky to have her as my coach and I am looking forward to future sessions! I wanted to share my experience with Jessica because I truly believe that she is an amazing coach. Jessica has a unique ability to connect with her clients and provide a safe and supportive environment. I highly recommend her to anyone who is looking for a coach."

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Sarah H.

"I am immensely grateful for Jessie's presence in my life, for her wise words, listening ear, and ability to provide professional and emotionally intelligent advice. She asks really good questions to help you hone in on issues so she can assist you in solving them. She helps you believe in your gifts and strengths and being able to give the world the best version of yourself. She cares about walking alongside people in challenging circumstances to help them navigate the best way forward. It's a joy and honor to know and learn from Jessie Brown. Thanks, coach."

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Laura H.

"When I started working with Jessie, I felt lost. I had seemingly checked all the metaphorical boxes; why was I so dissatisfied with my life, personally and professionally? Jessie is an empathetic, judgment-free resource who will support you however she can. Whether you’re looking for career pivot tips, relationship (personal or professional) help, or general life advice, Jessie’s your girl."

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Sarah V.

"A coaching session with Jessie feels like an opportunity to talk to your best friend who isn't afraid to push you to think about what you really want in life--for you, for your family, for your career. She asks direct questions and gives space for you to be transparent about what is working and what isn’t, without any judgment. For me personally, talking with Jessie was the catalyst for me to sit down and ask myself honestly what sort of salary I would be able to live on comfortably. After making a detailed budget, I realized that I had more options than I *felt* like I had. There is something beautiful about having the opportunity to work with someone who knows the demands of big law but who will encourage (challenge?) you to be most true to yourself. I lacked the courage I needed to take a leap of faith and Jessie intentionally asked questions that let me understand where my fear was rooted and how I could address it head on. If you’re even slightly considering a life/career other than the one you currently have, you should absolutely book with Jessie!"

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Agnna G.

"Jessie is a GEM! Her insightful advice, natural empathy, and innate wisdom made it very easy to be candid, transparent, and true in our conversation. Our dialogue flowed and we covered many relevant topics. Her positive approach and practical tips helped refine my decision-making and provided me with clarity on specific career issues. She is a natural coach and a savant of the legal field. I am truly grateful that I was able to benefit from her guidance and support. Jessie's expertise is a game changer!"

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Alyssa O.

"I feel incredibly lucky to have had Jessie as a coach and mentor. Her guidance has been nothing short of invaluable—both in helping me understand the intricacies of the legal world and in teaching me how to navigate it with resilience and integrity. From the beginning, Jessie has been a steady source of support, wisdom, and encouragement. Whether I had questions about legal strategy, professional development, or managing the challenges of burnout, she has always made time to listen and offer thoughtful, practical advice. Her ability to lead with both compassion and clarity has deeply influenced the kind of lawyer—and person—I strive to be."

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Brenda P.

"When I reached out to Jessie, I was at a breaking point. In my 8 years of law practice, I had never felt as exhausted, stressed, unmotivated or defeated as I did then. I didn’t realize it at the time, but I was experiencing severe burnout. I was looking for a lifeline to keep me from walking away from the practice of law altogether. I was a bit skeptical at first because I had no idea what to expect. So, I just started talking. Jessie was kind and listened closely. Through time, she helped me realize that it wasn’t the practice of law I hated. I had unhealthy work habits and put an immense amount of pressure on myself, among other things. Jessie not only helped stop me from leaving my practice, she also helped me learn a great deal about myself. Today, I have better boundaries and am able to care for myself and be kinder to myself. It took work, but it was an investment which will continue to reap benefits. Over time, I realized I actually quite enjoy what I do, and I am thriving (happily) in my practice today."

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S. H.

"Working with Jessie has been life changing. Jessie validated my experiences and gave me the confidence to follow a life of alignment. Jessie provided me a safe space to explore parts of myself I repressed for over 20 years that helped me make sense of who I am vs who I’ve been expected to be. She also helped me understand and accept my strengths through career assessments, which in turn gave me the clarity I needed to understand which roles best utilize those and how to move forward with conviction. I can’t recommend working with Jessie enough. Her warm energy, grounding presence, and lived experiences (both professional and personal) make her extremely unique."

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Julie S.

"Jessie's guidance is consistently rooted in kindness, empathy, and deep intuition. Jessie has a remarkable gift for helping me sort through my emotional blocks and complex feelings, providing pinpoint direction to overcome the blocks holding me back. Thanks to her vast knowledge and the wealth of resources she shared, I now have the exact tools I need to dive deeper into discovering my true purpose."

Discovery Call

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