How This CEO Went Beyond Her Comfort Zone To Turn Her Dreams Into Reality​

Jackson Warner wrote The Big Stretch: 90 Days to Expand Your Dreams, Crush Your Goals, and Create Your Own Success, a book that was sparked by her own story of unapologetically dreaming big and working toward bringing career dreams to life. "I am the definition of a dreamer. I came to New York City with two bags, a Bible, and a big dream, not knowing a soul."

Early in her career, she worked as a project manager at IBM Global Services before moving on to become a general manager at Rush Communications. She then stepped out on faith to launch her own company, offering dynamic marketing strategies for major brands including Hennessy and Procter & Gamble.

"Fast-forward 17 years later: I'm in my own New York office with my own team and partners. That was a dream for me," she adds. "I wanted to be able to share any insights I've learned along the way to equip other dreamers to live the life that they dream about. I had to personally stretch outside of my comfort zone and take a leap of faith and it panned out."

Through The Dream Project, she has curated and interviewed more than 200 business, entertainment, and community leaders, from tycoon Magic Johnson to Rent the Runway founder Jennifer Fleiss. "In interviewing them or having them participate on our panels, I found that there were some universal truths across all of their journeys. My goal was to take some of those universal principles and make them digestible and simple for any dreamer to apply on their journey."

So, what can you actually do to get dreams out of your head and into real life? We know, it's great to be motivated by inspirational quotes or inspired by success stories, but what's the plan, sis? We've got you covered.

Read below to find out more about Jackson Warner's 5 types of "Career Dreamers" and how you can begin to tap into your own journey of advancement:

What are the 'Dreamer' types, and how do we know which one we might be?

Teneshia Jackson Warner: There's the 'Careerpreneur Dreamer' and this is someone who finds it important to align their passion with their day-to-day job. They don't necessarily have the same risk tolerance as an entrepreneurial person who will risk it all in the name of a dream. They are able to thrive in corporate structures or environments where there's an infrastructure and process. The 'Make It Happen Dreamer' thrives in risky environments. These people are visionaries, and they like to work for themselves. They're willing to take the risk that comes with that.

A 'Hobby Dreamer' is a professional or entrepreneur who is working in their business area, and, while they have other passions, they do not want to put the burden on their passions to take care of their families. They want to nurture their passions, but they're not going to make them the main income stream.

The 'Activist Dreamer' is a person who has the ability to see a problem in the world—a community challenge, societal issue, or social injustice—and they are compelled to do something. They will start a nonprofit or movement and dedicate their lives to [addressing] issues that impact our world.

The 'CEO Dreamer' is someone who has worked a significant amount of time in the corporate structure and they've always known that they want to be their own boss. They've made the transition from that corporate environment or that traditional work setting into a more entrepreneurial model, taking what they've learned to thrive in venturing out on their own.

You detail how a 'career stretch' is necessary in order to turn a dream into reality. What does this entail?

The career stretch is the distance between your comfort zone and your dream. Once you begin to stretch, you're expanding outside of that comfort zone. It's the expansion that is necessary for you to meet another version of yourself. I'm a big believer that you must make sure you're constantly evolving in all areas of your career.

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What specifically can we do to initiate the 'stretch' and turn career dreams into reality?

My book is broken into phases. For a 'Careerpreneur Dreamer,' for example, we start by focusing on the "Dream" phase where you reflect and do some soul-searching about where you are and what's next. You really challenge yourself to do some thinking. Is the dream really yours or are you living out a dream that has expired but is safe? I encourage you to write it down and make it plain.

Second, give yourself the space to dream again. In that phase, you identify your ideal dream environment and get intentional about immersing yourself in those environments. There are other activities in that phase as well such as detoxing poor habits and taking a look at your 'Family Dreamers Ancestry' to determine what you were taught about dreaming. Were there any areas where you have limiting beliefs that might be holding you back?

Think about the end of 2022 and ask yourself, 'What are some things that I wish to accomplish but then that will move you forward to reach that dream in your career?' The "Design" phase is about taking the big-idea dream and quantifying it in a plan that can be measured. Think about that goal you want to accomplish, and think of things you need to do in the next 90 days.

It could be, 'I'm going to hire a recruiter,' or 'I'm going to commit to sending my resume to a minimum of 10 companies a week.' You map measurable goals over that time period. Be sure your goals are attainable, relevant, time-based, and specific and that the plan is as well.

Then it's the "Dare" phase in which you get comfortable with making daring moves. Let's say you think, 'I don't do well pitching,' or 'I don't do well asking for support.' This is where you have to work on getting comfortable with being uncomfortable in making daring moves in the name of the dream, and you strengthen your boldness with exercises.

The last is the "Do" phase. If you're really serious about making the 'Career Stretch' a lifestyle, you really need to be willing to stick with your dream plan for the long-term—even after the first time you lack funding, hear a no, or face an unexpected blow like the pandemic. You have to have the toughness, tenacity, and mental exercises in order to combat those obstacles when they come.

You're willing to become a 'Dream Warrior' to fight the challenges that stand between you and your dream.

How can young professionals today execute these phases, especially those who have not had the traditional in-person workplace or professional experience due to the pandemic? 

Part of your job as the leader and champion of your career is to be intentional on how you build your network and be resourceful regardless of the times. If you're still in a completely remote environment, invite people to a 10-minute coffee conversation over Zoom. Send them a digital card for Starbucks. Challenge yourself to do those virtual meet-ups. I even take lunch with a person over Zoom. I call them 'Chew and Chats,' and again, lunch is on me. Create those connections, even virtually.

Also, the world is now open again in a hybrid model, and while I do think we will embrace and define new ways of working, human connection and collaboration will always be important. Keeping safety first, of course, I challenge everyone to get back out there. I took six weeks to do what I call a 'purposeful connection tour,' where I intentionally went back to building a human connection with partners, team members, and clients. And before talking business, it was about re-sparking that human connection.

It not only warmed my heart, it warmed theirs. Step away from Zoom. People do business with people, not Zoom boxes. Get outside!

Find out more about Teneshia Jackson Warner on IG @TeneshiaJWarner or via her website.