The Career Crossroads Program

Don’t Wait to Move Your Career Forward

E E 212-532-6670

Are you a professional who has reached a crossroads in your career and feeling stuck in a rut? Or just starting out your career and feeling like you have chosen the wrong career path? Or perhaps you are a college student who is unclear about which career to pursue, such as whether to become a lawyer, a profession in which Progress in Work has unparalleled experience?  If this sounds like you, Progress in Work can help.

My name is Sheryl Odentz. I am a career counselor and coach, and the founder of Progress in Work, which is an established, award-winning, career management firm.  I created The Career Crossroads Program because many people struggle with what career path to pursue, or they have reached a hiccup in their career and don’t know what to do next.

Career management is a lifelong process, meaning that throughout your life, you will change, situations will change, and you will continually have to make career and life decisions. So, it is important to know how to handle these situations when they come up.

Since good career management starts with self-exploration, The Career Crossroads Program focuses on understanding oneself and one’s motivations. This process will enable you to create a solid career plan for the future. A wrong choice at a critical juncture can result in wasted years and significant debt — and cause unhappiness.

Through The Career Crossroads Program’s 11, one-on-one, 50-minute sessions, together we will look at your aptitudes, personal style, skills, interests, family influences, values, goals, personality and psychological needs pertaining to work. This information will help you to create your personal vision for the future.  

The Career Crossroads Program typically occurs over a period of several months, but timing depends on each person’s individual circumstances.

After the self-exploration piece, I can also help you with the more tactical aspects of finding a position. Topics include: developing a compelling narrative, creating a strong resume, honing your networking and interviewing skills, writing strong cover letters, creating a LinkedIn profile, learning about recruiters, and knowing where to find important resources to help you with your job search or internships.

What better investment can you make than in yourself and your future? Progress in Work can help you make the right choice for you.

If interested in The Career Crossroads Program, please send me an email at

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Program Description
  • Session 1 – Intake session
  • Sessions 2 & 3 (combined) – Aptitudes and personal style
  • Session 4 – Interests 
  • Session 5 – Skills 
  • Session 6 – Family influences, values, and goals
  • Session 7 – Personality and career fit as well as potential obstacles and psychological needs
  • Session 8 – Personal vision statement & action plan based on an analysis of the sessions
  • Session 9 – Informational interviewing skills and research
  • Session 10 – Progress and obstacles
  • Session 11– Closing thoughts and review

Any effective career counseling assessment program should include all of the elements listed above; however, any client wishing to sample The Career Crossroads Program before committing to the entire program may do so.

Sessions are 50-minutes and start on the hour. (24-hour cancellation policy required)

Sessions are conducted by Zoom video, phone, and/or face-to-face in my New York City office. (Session delivery is based on client’s preference)


Sheryl’s passion and genuine interest were evident to me on the first day. Incorporating myriad resources, Sheryl helped me to unearth insights both on the personal and professional levels. The Crossroads Career Counseling and Coaching Program promises tangible results, which Sheryl herself prioritizes and delivers upon. After working with her for several weeks, I have attained a renewed confidence in myself and my career path moving forward.

Rising Junior from Brown University

When I started working with Sheryl, I was very unhappy with my job. I had graduated from a top business school with an MBA one year earlier and took a job that I thought would be a perfect fit for me. After one year working at that job, I knew it was all wrong. The Career Crossroads Program helped me better understand myself with respect to work and life in general.  Through the various career assessments that The Career Crossroads provides and self-exploration exercises, I was able to identify a new field that is a better match for me. I am now optimistic and excited about my future. I also found a new job fairly quickly through networking, which Sheryl also discussed. Furthermore, Sheryl is a nice person, compassionate, and very easy to talk to. I highly recommend Sheryl and The Career Crossroads Program to anyone who is unhappy with their current job and unclear about what to do next.

Recent MBA graduate from Columbia University  



I received my graduate degrees (M.A., Ed.M.) in Psychological Counseling specializing in Business & Industry from Columbia University.

I hold the credential of Certified Career Counselor (CCC), designated by the National Career Development Association (NCDA).  The CCC credential can only be awarded to counselors with masters or doctorate level degrees in counseling psychology or closely related counseling disciplines. The CCC credential is a recognition of two important factors in training and experience including both counseling and a specialization in career development, theory, and practice.  

I am one of approximately 300 Career Management Fellows (CMF) worldwide certified by the preeminent Institute of Career Certification International (ICCI), which is the only international non-profit, certifying body for career experts in the world.

I founded Progress in Work LLC — an award-winning career management firm in 2001.  Though I have a strong specialty in the legal industry, I have assisted thousands of clients across a wide range of other types of jobs and industries.

I have been described by my clients as skilled in my craft, proactive, effective, creative, knowledgeable, caring, inspiring, and practical. I am passionate about helping my clients to “progress in work” and thrive in their careers.