Coaching Services for the Millennial Badass 

Life is too short for half-assed dreams and no plan to fix it. 

Millennial Women Who Are Ready to Uplevel to Their Destiny


You are a visionary, dreamer, and a game changer.  You are ready to rise to your ideal life and tackle those dreams bouncing around in your head and heart. Maybe you had a few bumps in the road, life didn’t pan out the way you thought, or you got distracted and somehow fell off course. You aren’t a quitter though. In the few moments of peace of your day your mind goes to this idea and sheepishly thinks, what if? 

So what if? What if you went for that idea, that dream, the thing that makes your heart race.  What if you finally gave it everything you had to be successful and stop doubting the start. I know you think that you lost your chance but I am here to tell you it is on the other side of your self-doubt, your fear, and your bullshit.

Coaching Activities with Jenn

Goal Planning

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Goal planning should include your strengths and also acknowledge where areas for growth lie within you. Finding a path that honors these two things and recognizing what the “why” behind the change is vital to pushing through the tough terrain and being successful. You may not have a fully realized goal yet and that is ok too!

Dream Realization

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Together we will help define and fine-tune the stirring in your heart and help figure out what exactly you want to accomplish in this transition for yourself.


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Ever started something and fizzled out a few days, hours, or minutes later? Yea me too. Then I feel really shitty and like a failure. What helped me though is having someone to check in with and problem solve as speed bumps present themselves or motivation becomes lacking. 

Baggage Dumping

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So things didn’t work out in the past and now you are thinking that everything you do is destined to fail. Let’s figure out how to dump the baggage of guilt, resentment, and fear and move forward. 

Self Care Planning

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Not taking care of yourself is no longer the option to choose. Self-care is vital for sustainability and growth for an individual. If you expect to pour from an empty cup you will be left with disappointment and still an empty cup. I won’t be assigning you spa days or long vacations but instead focusing on small breaks and tips to perform more efficient and effectively. 

Intentionality Tips

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What we focus on grows and manifests into other areas of our lives. Being intentional with our time, resources, and actions means that we are recognizing that there is a finite amount of something and we are telling it where to go. We all have 24 hours in a day yet some people manage to do a lot more with their time than others. Taking an active role in where your own resources go is a way to make sure what you intend to accomplish actually happens. It is also a great way to not spend too much time mindlessly scrolling through Facebook and not finish your book. 

About Jenn

Jenn Webb

Jenn Webb

Professional Life & Career Coach

Master of Science in Social Work

Bachelor of Science in Psychology

Well hello, my name is Jenn and I am currently working with women who are ready to uplevel themselves and create their destiny.

I provide coaching based services to help you with overcoming the chaos of right now, developing a personalized plan to take care of yourself when things get tough, and steps to move you forward in your goals and achieving those long-term dreams.

I want the women ready to go all in for her dreams, vision, and goals. I am looking to work with the women who are ready to rise and uplevel to their destiny. Is this you?

Frequently Asked Questions

What is a Professional Coach? 

A Professional Coach is a trusted partner who can help you identify and uncover what keeps you from reaching your fullest potential. It is a one-on-one relationship that provides a supportive and non-judgmental space to help you create what you want for yourself. You can find a Coach to help you strategize and acquire the tools you need to achieve your goals. It consists of steps to help you identify and reframe your thoughts and attitudes. It can also help you break negative habits, acquire new methods of identification, and take action to achieve your maximum potential! 

How will Coaching help? 

The results will vary depending on what brings you to a Coach. If you get a Coach to help you out professionally, life coaching can help you make your current job more gratifying, gain better focus on managing your work, and market your self more effectively. If your reasons are personal, you can find a Coach to help you improve your relationships, resolve ongoing negative behaviors, improve your overall health. With coaching you can live a more balanced and enhanced life, and make your dreams come true! 

What happens in a Coaching Session? 

Each session is tailored to the client and will vary based on individual needs. In the beginning, we will discuss what you are committed to accomplishing through our work together and we will begin to create a plan to achieve your goals. Periodically, we will create assignments to help direct your progress. We will work together to acknowledge obstacles, explore alternate perspectives and celebrate successes. With the conclusion of each session, we will revisit your goals and evaluate the next steps that are needed to achieve these results. 

Do I really need a Coach, can’t I just do it by myself? 

Coaching can take you above and beyond your own personal limitations. More often than not, people try to achieve their greatest potential, but don’t even realize what stands in their way. A Coach can offer an unbiased and objective perspective, and can help you realize your patterns and habits. Most people experience that they are more efficient when working with a Professional Coach and that this provides the opportunity for them to better realize their potential. Coaching can make your dreams attainable and will give you support and encouragement along the way. 

Investment In Yourself and Your Dreams

Have a Question? Send me a message below!

(859) 940-7389

1055 Dove Run Rd STE 215-216 Lexington, KY 40502