Deborah Skriloff Annapolis, Maryland
Executive Coach, Entrepreneurship Coach, Career Coach
Certified Fear Mastery Coach; Executive Coach at Large, Fund Black Founders; Executive Coach to IT and FinTech Leaders and CIOs nationwide.
Get, and stay, out of your own way. Unlock Your Full Potential, Transform Your Life:
At a crossroads and ready to thrive but something's been holding you back? I'm here to help you create the clarity, confidence, and forward movement you crave.
Uncover Blind Spots:
Where are you getting in your own way? What's causing the indecision, frustration with yourself, the inertia? Where are you letting yourself off the hook? Where are you being too hard on yourself? It's time for a change.
Create Unstoppable Momentum:
It's time to break free from the endless cycle of second-guessing and hesitation. Let's achieve concrete results together.
Let's Bridge the Gap:
Enhancing leadership skills, conquering challenges, and confidently navigating transitions—these are the cornerstones of your success. Whether you're striving for personal growth or transitioning to a more fulfilling career or business path, I'm here to make it happen.
Secure Your Dream Position:
Finding the perfect position can be a daunting task, and sometimes, the job market feels relentless. If you're disappointed with offers or facing difficulties securing your dream role, it's time for a transformation.
Save Time, Succeed Faster:
No more wasting time on trial and error. Let's fast-track your journey to success.
If any of this resonates with you, let's start a conversation. I see you, and together, we'll transform your aspirations into reality.
Discover the extraordinary life you deserve. Reach out today.
36 reviews (10 verified) (5.0)
After working with Deborah, Ive found the confidence to overcome challenging career goals, develop stronger professional relationships, and achieve balance in my life. Deborah helped me realize my strengths, and to appreciate my journey. Because of her coaching and techniques, I am much more confident and fulfilled.Jacqueline Davis
Deborah is a very skilled and wise coach and I'm having a great experience working with her! I appreciate that she is direct coupled with kind, serious coupled with humor, doesn't like to waste any time yet combined with meeting you where you're at that particular day. I highly recommend her services and am so grateful for the opportunity to get to work with her! She's been so helpful!Louisa
I appreciate Deborah's approach to coaching and her coaching style. Her approach was to clarify (through conversation and documentation) that I need to be open to questions and NOT be judgmental of those questions, but to be open to what the question is trying to uncover about me and my thought process. Her skill of question asking is IMPRESSIVE. She ask the questions to force me to think and approach an opportunity from a different perspective, but most importantly......to answer the question for myself!Rebecca Bowman
My work with you has been such a learning experience for me. I truly believe because of you I have been able to recharge my dedication towards my company and team. I am now equipped with the tools needed to balance my life and work. For all of this, I am truly grateful. I have shared your information with co-workers and friends with hope that they too can reach out to you should they ever need a guide. Additionally, I would love to be able to reach out to you again in the future should I need guidance. From the bottom of my heart, thank you for all you have done.Ashley
Working with Deborah has been a life-changing experience! Over the past several months; Deborah has coached me in securing an awesome new job, improving networking/relationship skills, overcoming fears, applying to Ph.D. programs, and so many other valuable tasks/goals completed. She is warm, smart, encouraging, and a well of wisdom. I highly recommend her for any personal and professional journey!Nila C.
I have been working with Deborah now for almost 2 months. I am always excited to talk with her in our coaching sessions. Our conversations have been very beneficial and I have already seen a huge difference in my day to day life. Deborah makes each session an open and comfortable space to discuss anything that is going on or thoughts that I may have. Deborah has really pushed me to think about what is it I want to do in my next career move and what that is going to look like. I am excited for what is to come and know that I will have Deborah to support me through this career change.Eleanor
Deborah has mystical healing power and it is amazing how deep she can go in so little time. I could gather fresh insights about myself just talking to her.Paurush
Deborah helped me during a time when I felt stuck by holding me accountable for my actions, and providing new insights and viewpoints that I had not considered before. She was a great asset, and exactly what I was looking for in a life coach.Nicole S.
For me, Deborah acts as the perfect cognitive mirror. She allows me to see and hear my own thought processes, including where I tend to derail myself. She acts as a second set of brains that allows me to align my thoughts with my values and distill those thoughts into a cohesive action plan. In essence she's helping me right my ship.Eric Randolph, Director of Fixed Income, Hopwell Financial, Washington DC
Deborah is friendly and insightful. I worked with her while I was going through a big career transition. She helped me focus on the important steps I would need to take to reach my goals.Katy Boyle
Deborah is a great listener, coach, and problem solver. She has helped me expand my understanding of personal mental roadblocks that have hindered my full potential. I have become stronger, motivated, and more confident in many areas of my life that have been a past struggle. The valuable tools and lessons that I gained from her effective service - I will be able to use and apply for many life and business challenges throughout my life. She is kind, wise, and keeps you accountable. I cant recommend Deborahs services enough for anyone who is willing to make positive changes in their lives!Angela
Deborah is an excellent coach! She has navigated me In the right direction when it comes to completing tasks, and learning how to handle different stressors. I would definitely recommend her as your coach!Sariah
Deborah has helped my wife and I work on laying out the next phase of our lives both professionally and personally. I am grateful to have a coach that is such a great listener but also has very tangible exercises for moving forward with one's life goals for the future. Can't recommend Deborah enough!Kasey
Deborah is an amazing coach! She is both compassionate and tough to help you move toward your aspirations, or even to find your goals! From the beginning, she made it clear that she could not do it all for me. She was always positive, held profound knowledge in her field, and did a phenomenal job of balancing optimism and realism on any given topic. Hands down an exceptional coach and a brilliant individual. In our work together she always demonstrated professionalism, understanding, and a true talent for bringing out the best in people. Her seemingly boundless supply of knowledge and insights are a testament to her experience and intellect. Her compassion, patience, and drive demonstrate Deborah's deep mastery. I consider her to be a genuine role model for anyone who strives for excellence. She has my full respect, highest confidence, and deepest gratitude. If you are looking for a coach who is truthful and upfront as well as supportive, responsive and personable then I highly recommend Deborah. She will be there every step of the way to help you to put one foot in front of the other.~Zahra
Deborah clears up the fog. She has advised me in two distinct phases of my life over several years -- personally and professionally, In both, she was a true expert in listening, organizing my ideas, and facilitating my discovery of a more purposeful pathway and effective methods. I could not have achieved nearly the same results by talking to friends or family on the same subjects. Deborah understands this like a science. I have recommended her to others, and they have likewise been impressed and grateful.Rachel Stone, Sr. Business Intelligence & Research Analyst, Washington DC
Deborah clears up the fog. She has advised me in two distinct phases of my life over several years-- personally and professionally. In both, she was a true expert in listening, organizing my ideas, and facilitating my discovery of a more purposeful path and effective methods. I could not have achieved nearly the same results by talking to friends or family on the same subjects. Deborah understands this like a science. I have recommended her to others, and they have likewise been impressed and grateful.Rachel Stone, Sr. Business Intelligence & Research Analyst, Washington DC
For me, Deborah acts as the perfect cognitive mirror. She allows me to see and hear my own thought processes, including where I tend to derail myself. She acts as a second set of brains that allows me to align my thoughts with my values and distill those thoughts into a cohesive action plan. In essence she's helping me right my ship.Eric R., Certified Financial Planner, Investment Portfolio Mgr, Bond Trader, Washington D.C.
I have had the pleasure of working with Deborah over the last month and although our work is not yet complete, I have found insight that has eluded me for years and conquered a number of fears that had been holding me back. I was wary of the process in the beginning but that was just the fear of the unknown. Once I had my first conversation with Deborah, I was immediately put at ease and we went right to work. I've found new direction in my life, built new confidence and due to the work we've done together, I'm about to embark on a new chapter in life. Working with Deb had been invaluable and I would highly recommend her services to you! Thank you so much for all you've done for me Deb!Tim Moon, Sales, Washington D.C.
I just wanted to thank you again for all of your help the past year and a half. During our time, I have truly felt myself become a stronger and more confident woman who is gaining control of her mind and emotions. Although I have my moments, I now look at those moments as little challenges and an opportunity to continue to practice the tools you've taught me rather than letting those moments set me back. I have noticed that I have shorter and shorter amounts of time in between my irrational and rational self. I am becoming more and more aware of my actions as they are occurring and feel myself taking initiative to see every moment as it is, rather than seeing it with a cloud of irrationality and emotion. I've become mindful and present, two things I have wanted to be for a long time. While I am well aware that I'm still a work in progress, I now have the tools I need to continue my practice thanks to your guidance and constant support. I am now a lot closer to a rational, peaceful mindset. Thank you again, from the bottom of my heart.A.R. Director of Graphic Design, Tech Start up, NYC
Being coached by Deborah was a highlight this year that enabled me to work through many challenging aspects of 2016."Joel P., Founder and President, Publicly Traded Apparel Brand
First let me say that Deborah has been hugely impactful in my business. When I started working with Deborah my business just had a poor 1st quarter and a terrible 2nd quarter. In the next six months her work with me raised my business 51% in Q3 and 69% in Q4. Secondly my entire life has improved. I am sharper, more clear, focused and engaged in my business and my life. I will be working with her for years to come. One of the best decisions I have made is working with her.Chris, Business Owner, Kansas City, Kansas
Deborah Guy Skriloff is without a doubt the best Life Coach I have ever experienced. In the past, trying to find a therapist that "fit" was difficult. It wasn't until I began working with Deborah that I was able to become aware of my subconscious and break down personal barriers. The amount of persistence and patience Deborah has with her clients is inspiring and extremely comforting. She is understanding and continues to support me in clearing a path to be my best self. She is not afraid to tell it like it is and holds me accountable for making the best decision for my present and my future. I like to describe Deborah's method of coaching as "a perfect balance between wise counsel and creating a safe space for me to figure it out for myself."Alexandra, Graphic Designer, NYC
I'm so excited. I feel confident and so motivated. I feel like I have a fire under me and all the right tools in hand. Thank you for helping me formulate a vision for myself, for believing in me and for helping me develop a strategy for success.Kim, Software Engineer, Wellesley, Massachusetts
I was worried about my son, he is in the equity finance industry and had had set backs both personally and professionally that had left him aimless, anxiety ridden and 'hiding out' from life. A friend of mine, who had worked with Deborah in the past, recommended her highly and suggested I seek her out. I told my son. He hired Deborah in July of 2015. Here we are in November of 2015 , and I've seen so many changes,. . . My son, is focused, happier, sees clearly what steps he needs to take and is developing the skills to do so. Deborah is a blessing. I would recommend her without reservation!Murray, New York, New York
A while back, my life and all its various aspects felt as though they were in shambles. My personal life was a mess – a divorce, unhappiness, discontent and conflict. My professional life was a mess – disenchantment with the company, with my management, with my role. Every aspect of my life seemed out of alignment, out of balance, and I felt as though I was drowning underneath all the demands and expectations of everyone around me. This lack of balance, this lack of clarity in ability to evaluate situations within my life with clarity – both personal and professional - revealed itself directly in my performance as a life partner, as a father, and certainly as a highly compensated employee of a major corporation. I was at the brink of voluntarily quitting the company I had served for so long, as my career became the scapegoat focal point of blame for much of what I felt ailed my life. It is at this point that a close friend of mine suggested that I try working with Deborah Guy-Skriloff of Crossing Bridges Coaching. I was dubious at first, but I was also at the end of my rope, so I decided I had nothing to lose by trying. Today, you would not recognize me as the same person. My personal life is happy and contented. My professional life is reinvigorated – the energy, drive, and creativity which my employer valued is restored. Rather than treading water and performing poorly until I was fired, or quitting in a funk of disenchantment – I am again performing at a superior level, and leading large teams in the accomplishment of company strategies. And I’m smiling every day. My participation in the programs of Crossing Bridges Coaching, and specifically the professional life coaching expertise of Deborah is directly responsible for that turnaround. This is not psycho-therapy. This is not “feel good” counseling either. This is the application of proven methodologies, practices and approaches toward finding the way to success in all aspects of one's life. This is learning and re-learning skills toward achieving a balance, and a perspective on life – which supports accomplishing ones goals both personally and professionally. And it works. I’m proof. The insights and skills to which I’ve been exposed, that have helped return me to an energetic and accomplished leader of large teams – are directly applicable in today’s rapid paced, extremely challenging business environment. A core asset of any strong company is its best people. The knowledge, skill, and experience embodied in those people is the result of huge investment on the part of such companies. I am a firm believer, through real experience, that professional coaching can be a key to not only building, but perhaps more importantly - maintaining high performance teams…the hallmark of any successful organization. Protecting your company investment in your high performers can be achieved through coaching services such as those provided by Crossing Bridges. I would urge you to consider how such services, training, and consultation could benefit your company bottom line in the very real areas of job performance, job satisfaction, and reduction of staff turnover.James W. Wanke, Vice President, LexisNexis
I was going on and on about how discouraged and frustrated I was, and about how much trouble I having with a new script idea when a friend confided that he had recently started working with Deborah and recommended I do the same. My reaction was typical. When I heard the words, "Life Coach", I smiled and nodded, but inside I was rolling my eyes - big time. The whole thing just sounded, frankly, silly to me. But not anymore. The impact on my life and career has been phenomenal! In the past, I've always set goals, but no one was there to hold me accountable and support me in staying on track when I broke promises to myselfJoseph Doria, Manager of Operations, Perpetual Education Fund, Church of Jesus Christ of Latter Day Saints and Award Winning Filmmaker
Deborah helped me take my business from a hobby that I loved to a full-time career that I love! I bought our first home. I can raise my family with confidence!Rick Sherman, NYCMAGIC.COM
Deborah’s approach got me on track fast both personally and professionally. I never realized how much my personal 'mind game' was zapping my energy and focus.Lizz Hodgin, Musicalme.com, Santa Cruz, CA
Deborah is an amazing coach, session after session she helps me turns those 'light bulb moments' from our work together into actionable steps in my life. She is fully present and hears all that is being said and more! She creates a safe space for me to look more deeply into situations and see the things I've missed because of my own personal blind spots around certain areas in my life. She has changed my life! She's my secret weapon! "She truly has a marvelous way of working and nurturing each one's unique and full expanison. I fully recommend her as an EXCELLENT COACH!Sharon Wikoff, Radio Host of "Voice of Change", Nevada City, CA
I came to Deborah in turmoil, struggling with a huge decision to close my business and give up something I poured my heart and soul into for eight years. I had so many mixed feeling of inadequacy, guilt and frustration but session by session Deborah worked with me on executing the right “next steps” for me. So I could accomplish what I needed to do. Along the way she uncovered lingering issues I had with my mother’s death and father’s abandonment. I feel like a whole new person, ready to speak her mind and take on anything! Deborah I cannot thank you enough! You helped me transform my life, find the courage to speak my mind and embrace new exciting opportunities. Deborah is an awesome coach! I got so much out of our work together!Dana Lamberti, Mompreneur
"Working with Deborah has changed my life! I never realized how 'often I procrastinated or made decisions 'reactively' instead of 'proactively for my business and my family. Now I recognize how 'fear' looks and feels and can choose to move through it and accomplish our goals from a place of freedom. This work is powerful and inspiring. Thank you for helping me turn my life and my family around.Linda Carlos, Kingston Floral Shop, Kinston NY
I love the results I'm having. Your approach and coaching group have launched me into a new and amazing direction in my life. I LOVE the resuts I'm having. The new me is getting great reviews from my family, my friends, and most importantly, for the first time from ME!Richard Ortiz, Director, Information Technology, New York, New York
I watched my sister's transformation. In just a few months she went form being constantly stressed out to a self-assured woman. She was getting out of debt, advancing her career, pursuing her dream and much happier in her marriage. When I asked her what she was doing, she told me she was working with Deborah. That was all I needed. I called Deborah's office the next day. On a scale of 1-10 reading a self help book is like a '2' and working with Deborah is a 10 Plus!.Susan, Mom and business owner, American Fork, Utah
Deborah is a rock star life coach! She helped me identify the blindspots that were holding me back and then held me accountable for creating the change I wanted.I have new awareness of strengths that I used to think of as weakness. She gave me tools to find courage in myself and be the person I was born to be!"Jeanne Cooper, Co-Founder, Brainstorm Health Systems
Deborah helped me at a time my business and I were in transition. She has the ability to listen and glean from you the important information necessary to work through your process. A great communicator, an astute and timely business woman who has an articulate and sensitive communication method. She connects to people in a very special way.Marlene Weber, President, Marlene Weber Corp. Hudson Valley NY