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          2025 Government Affairs Forum | State Treasurer Deborah B. Goldberg

          Don’t miss our upcoming Government Affairs Forum with Massachusetts State Treasurer Deborah B. Goldberg.

          12/09/2025

          9:45am - 11:00am

          Greater Boston Chamber of Commerce

          arrow-go
          Read More
        • EXPLORE OUR PROGRAMMING:

          • Annual & Premier Events
          • Economic Inclusion
          • Small Business & Entrepreneurship
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          • Member Spotlights
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          Maximize Your Membership
          Unlock Value

          Take advantage of exclusive perks and programs for members.

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          Browse our directory to find and connect with member community.

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          Join experiences that build relationships and spark ideas.

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          City Awake

          City Awake empowers young professionals in a variety of ways that encourages these rising leaders to stay invested in the region’s future success.

          Read More
          Boston’s Future Leaders

          Our Boston’s Future Leaders (BFL) program provides emerging leaders with a socially conscious and civically engaged leadership toolkit, as well as the opportunity to apply their knowledge through experiential assignments.

          Read More
          Massachusetts Apprentice Network

          The Massachusetts Apprentice Network convenes employers, training providers, and talent sources interested in developing and implementing apprenticeship programs in occupations across industries and statewide in fields such as tech, advanced manufacturing, healthcare, financial services, and more.

          Read More
          Strategic Communication for Better Collaboration

          Level up your leadership and communication in this Boston Chamber workshop for professionals—gain essential skills in team alignment.

          Read More
          Partnership with Boston Public Schools 

          The Chamber Foundation invites the business community to engage with Boston Public Schools leaders and their students to help build the future workforce.

          Read More
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Aligning Your Values and Skills
With Your Gifts and Talents

August 27, 2025 Rachel Spekman, Career Strategist, Made for More Coach
Recently, on the way to my office in Back Bay, I passed a billboard of Misty Copeland. If you’ve been on 93 in a traffic jam in the last two days (and who hasn’t, with over 80,000 people passing each day?), chances are you’ve seen this sign too.

Misty Copeland is the first African-American female principal dancer in the American Ballet Theater’s 75-year history. Her beautiful pose—her body wide open and elegantly swooping through the air—is impressive. But what most resonates with me is the message: Picture yourself winning.

A psychotherapist by training (which was a career plot twist for me—see below), I am curious about how each person experiences the billboard. What does it mean to win—either personally or as a society?

What does it mean to picture yourself winning? I see people struggle—often profoundly—because they look like they are winning. They look like they have it all figured out. Inside, however, they may be living a very different reality—one in which their gifts and talents have been out of alignment. They are often using skills and values that they have outgrown, but are stuck about what to do about this. I recognize this because I’ve lived through it.

Misalignment of skills and values in a professional capacity might look something like this:

  • You are uninspired by the mission, vision, and values of the firm, role, and team in which you are working.
  • You have plateaued in your skill development and don’t know what to do next to sharpen them.
  • Your asymmetrical presentation between looking like you are winning and feeling miserable has started to catch up with you—either with your mental health, your relationships with your children or your spouse, or your physical health has taken a major hit: weight gain, heart issues, anxiety, panic, etc.

According to Merriam-Webster, winning is defined as: “gaining, resulting in, or relating to victory in a contest or competition.” In a city as educated, competitive, and rigorous as Boston, winning is something I think we often strive for—and struggle with, and it is expected. At what cost?

In 2016, I was definitely a professional that was “winning.” I was nominated for the Chamber’s Boston Future Leaders Program, flying all over the country speaking to founders and creating international programming. I was asked to be the speaker immediately before Mayor Walsh and Governor Baker (and about 6 feet shorter than both) at the largest startup conference with two thousand people in the audience at the Boston Convention Center. What a win for me and my professional ambitions!

To the outside eye—and by my own definition—I was winning by all measures that I had set up for myself in terms of professionalism, and these wins were HUGE for me…

But then something unexpected started transforming in my private life: a challenging, frustrating, and painstaking journey to become a parent. Sadly, it took me many years to “win” at this. While I was publicly winning on stage, privately—I was experiencing something else entirely.

Three years after beginning my journey to have a child, I finally became a mother in 2018. It was hard-won and profoundly shook my own definition of winning. By then, I had moved on to join another team helping startups win.

But something had shifted: The internal desire of becoming a parent had been realized, but what I had defined as the contest or competition in which I was winning had changed dramatically for me.

As outlined by Tamara Myles and Wes Adams in their powerful book, Meaningful Work, I focused on three key areas to redefine what meaning—and winning—meant for me.

Specifically, I focused on:

  • Curiosity: While I enjoyed the business challenges I was solving, I became curious about how to effectively support and empower others, especially those who were moving through real pain, to make meaning of their experiences. 
  • Community: I have been blessed to work with smart, dynamic teams and wanted to continue to grow this network, albeit with a team focused on internal growth and change.
  • Challenge: I became aware of what kinds of challenges I most enjoy solving; the puzzles in the business world are still something I enjoy, but I became more intrigued by the challenge of supporting the individual to thrive.

If you feel misaligned, miserable, or unhealthy at work, I invite you to engage in the 5 critical steps below to begin to shift- to align your gifts and talents with your values and skills:

  1. Pay attention: What meetings, people, tasks, and projects make you feel lit up and excited? What percent of your time are you spending on these versus the draining and sluggish parts of the day?
  2. Get aligned: Now that you’ve started to attune to the messages your body and brain are telling you, decide if you need to make a small, medium, or large change. 
  3. Find your tribe: Find people at work, in your community, in your volunteer organizations that inspire you and pay attention to what they say yes – and no- to. 
  4. Be consistent: change is hard! Misty Copeland did not look as flawless in this billboard as she did the first 9,999 times she practiced this pose. But I’m assuming that she kept trying and found people to support and encourage her. 
  5. Trust yourself: When you are out of alignment- whether it’s by a little or a lot- you know it. Your body knows it. The opposite is true as well. Trust that you are the only person who can individualize what winning means to you.

After wrestling with myself for months, I got honest with myself (having a lock-down during the Pandemic with all of that time to think actually helped with this) and made the largest adult calculated risk of my life: I left my senior director title to become an intern in social work school. It was the boldest and best decision I ever made. 

If you are out of alignment, you get to decide what kind of shift will support you and your lifestyle:

  1. A small change might look like: Repositioning your current role and pitching it to your boss/team
  2. A medium change might look like: Updating your outward facing materials (resume, LinkedIn, etc.) to repurpose skills within your Industry
  3. A large change might look like: Getting creative with your finances and lifestyle to pivot to an entirely new field or industry
As a new member of the Chamber, nearly ten years later in my career, now as a therapist in private practice and as the founder of my own coaching firm, I still cannot do the Misty Copeland pose in that photo—but I can say that I feel that my skills and values are in more alignment than they’ve ever been before—and that, by my own definition, I continue to evolve my own visualization of winning.

 

Meet the Author

After spending years searching for a great career, I finally found it… It took me three different transitions, multiple toxic environments, and taking an honest look at myself and where I “light up” at work. When I finally stepped into my new field using the skills I love doing to the fullest and became a therapist, I quickly realized just how many women are MISERABLE at work.

They are doing work that is:
  • Not aligned to their skills or values
  • Leaves them feeling drained and burnt out (and that’s before they get home to often take care of their children)
  • Makes them feel stuck in a box where they can’t grow or evolve
  • Are experiencing mental and physical symptoms from this career-life mismatch
And then I realized that there is a MAJOR GAP in who is helping these women: Therapists, who are often wonderful people, but don’t always fully understand the demands of corporate work culture, Career Coaches and Recruiters, who can be very helpful, but don’t take the time to understand the emotional stakes that many women experience when shifting careers. I decided that there must be another way to help women navigate getting support for their careers. Some people call me a “career therapist” or “career coach” or “career strategist”.

No matter what I am called, I will tell you this: I am a cheerleader for all people, and especially women, doing what they LOVE to do AND getting PAID great money to do it. There are many reasons we sell our souls for work, but your career dreams can still be realized. So I’m on a mission to help high-performing women trade high-paid, soul sucking careers for soul-aligned work that still makes them top 1% money.

MY EXPERTISE: Helping high-performing women trade high-paid, soul sucking careers for soul-aligned work that still makes them top 1% money.

Connect with Rachel

Made For More Coach
Rachel Spekman

Career Strategist,

Made for More Coach

Email Rachel LinkedIn

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