ALL JOURNEYS BEGIN WITH A SINGLE STEP

personal AND EXECUTIVE COACHING

Been feeling like you want to make a change? Wrestling with how to begin? Trying to picture what the other side of the road even looks like?

If so, Cross the Road Coaching can help.
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what KIND OF COACHING DO I OFFER?

My job is, simply put, to help you live your best life, both personally and professionally. Leveraging my decades of executive expertise combined with in-depth coaching training, I use proven tools and techniques to draw out and resolve limiting beliefs, create achievable goals, identify the value you offer, and improve your performance.

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what can YOU expect  working with ME?

Get ready to build your confidence and overcome the obstacles keeping you down. We’ll pinpoint your strengths and weaknesses and harness them for your betterment and growth. We'll build a bridge of practical steps from your goals to an achievable reality. And I'll give it to you straight in ways you can quickly absorb and act on.

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HOW WILL You BENEFIT FROM coaching?

Perhaps you have already recognized that you are ready to make a change. Maybe you've done some hard work resolving some deeper challenges and are now ready to fine-tune. The good news is that you already know you want to invest in yourself. You are open to asking for help. That’s the most important and powerful first step.

having any of these thoughts?

If so, you are not alone. These are clear signs that you would benefit from coaching.

Want to learn more? Schedule a free, exploratory 20-minute session.
Schedule A Free Introductory Call

melissa grossman - my story

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After earning a psychology degree from Duke University and an MBA from Harvard Business School, racking up over thirty years in a successful executive career spanning publishing, technology, real estate, and healthcare, and completing formal coaching training, it's safe to say that I learned some things.

Through it all, I came to be known as a “servant leader”. That means I enjoyed and was gifted at helping people develop and perform to their highest ability – to become healthier, wiser, freer, and more autonomous. I've now chosen to focus on doing this important work full-time to help others rewrite their stories in ways that bring them abundant happiness and fulfillment.

If you want to work with a compassionate, straight-talking coach who has been in the trenches and has proven success and experience, I can't wait to talk to you.
Schedule a Free Introductory Call
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Testimonials

"Melissa is an extraordinary coach. She is one of those rare, highly intuitive and highly intelligent people who can peer into your heart and get to the crux of whatever you need to work on. With a mixture of true caring, honesty, efficiency and an unparalleled sense of humor, she helps identify and dissolve whatever is getting in the way of personal and professional success – however you define it. What makes her special is her combination of lived executive success with her highly empathetic nature; this helps navigate real life situations as well as address the personal issues that accompany them."

          - D.C. (Chief Operating Officer of a Hedge Fund)

"Melissa is one of the smartest people I know, and her emotional intelligence is a true gift to others. During a session, she listens in a way I have never experienced before, and she has me listening to myself with a deeper understanding. Most coaches share observations, but she truly helps me realize why I do what I do. I now have a tool to make better decisions (big or small) or decide to react (or not) in relationships. She also helps me become unstuck if I’m in a relationship or career that is not fulfilling or can be better. Melissa has helped me process how I have reacted or felt about situations or people in the past and opened a whole new way to manage relationships and decisions with more clarity by helping me understand and respect my “why.” My relationships have improved due to this insight, and I thank Melissa everyday."

          - C.B. (Healthcare Consultant)

"Melissa is a focused listener and keen observer.  She was able to cut to the heart of what motivates and moves me.  I appreciated having an outside voice compassionately and skillfully guide me to a deeper understanding of myself and my patterns.  I highly recommend her to anyone seeking a discourse that leads to solution oriented suggestions."

          - J.N. (Real Estate Broker)

"Melissa has the rare combination of intellect, executive work experience, compassion, emotional intelligence, and humor that makes being coached by her a pleasure. She not only quickly zeroes in on what is holding you back, but how to get to where you want to go with attainable steps and a focus on outcomes. Plus, she's a fantastic person."

          - A.V. (Chief of Staff at a Legal Firm)

"Quite simply, Melissa has a signature presence, gifted by life and earned by experience. She is a compelling coach and person."

          - J.W. (Therapist and Health Consultant)

"Melissa has been a fantastic coach for me. She took time to understand the landscape of my professional environment with am uncanny ability to “get it” very quickly. Her advice has been spot-on and the logic she applies has helped me see paths on my own with her training. I feel like I have someone in my corner, available to support when needed - and it’s been invaluable."

          - M.C. (National Vice President of Sales, Health Technology Company)

"Melissa is an effective and innovative leadership coach.  Her keen observation skills helped identify several opportunities for improvement.  Thanks to her guidance, I was able to push my limits and discover my true potential as a senior leader.."

          - R.J. (Vice President, Engineering at a Healthcare Technology Company)

"Working with Melissa was the best investment I've made in myself and my business. During the last few months of working with her, she served as a vessel that carried me through to belief in my truest self. Melissa's executive background, mixed with her empathetic coaching process, was a perfect fit for me as a new entrepreneur. Anyone who gets to work with Melissa will be better for it."
          
        - K.B. (Executive Coach and Podcast Personality)

"After months of job search frustration, Melissa helped me find just the right intersection of market demand, skills, and passion. Thanks to her wise guidance and our work together, I found clarity and a great job."
          
        - A.F. (Health Tech Marketing and Operations Executive)

"Working with Melissa was the best investment I've made in myself and my business. During the last few months of working with her, she served as a vessel that carried me through to belief in my truest self. Melissa's executive background, mixed with her empathetic coaching process, was a perfect fit for me as a new entrepreneur. Anyone who gets to work with Melissa will be better for it."
          
        - K.B. (Executive Coach and Podcast Personality)