RISE UP with ALYSSA BAILEY

Step into the life you were meant to live!

Join over 1,200 mid-career professionals inside the "Rise & Shine Newsletter".

Your weekly boost of real talk, tactical tips, and career coaching wisdom — for job seekers, leaders, and anyone ready to break out of burnout and into purpose-driven work they love.

Let's Work Together!

VIP 1:1 Coaching

High-touch, personalized support through your job search — from clarity to offer.

This is for high-performing professionals who want hands-on guidance, direct feedback, and a clear strategy as they navigate a career transition or job search. We’ll work together using my C.L.E.A.R.™ Framework, with weekly coaching during active phases, live support through interviews and offers, and a final onboarding session to help you start strong in your new role.

You won’t be rushed or left guessing.
I stay with my 1:1 clients through their first accepted offer.

Learn More

C.L.E.A.R.™ Career Path

(Group Program)

(Next Cohort - Coming March 2026)

A guided program to help you get clear, get visible, and land the right next role — on your terms.

This group program walks you through the same framework I use with my private clients, delivered through on-demand video lessons and structured guidance. It’s ideal for professionals who want clarity and direction without full 1:1 support.

You’ll learn how to position your experience, network strategically, interview with confidence, and navigate offers — all at a pace that fits your life.

Learn More

Chauncey A.

"Searching for a new job can feel daunting, but working with Alyssa turned the experience into something I genuinely looked forward to. She brought such uplifting energy to every session, and her expertise, encouragement, and one-of-a-kind attitude made all the difference. I felt supported, understood, and motivated each step of the way!"

Cathy B.

"I had the pleasure of working with Alyssa, and I cannot recommend her highly enough. She took the time to truly understand my needs and challenges, crafting a personalized plan that addressed them with precision. Alyssa helped me clarify and refine my career goals, build my confidence, and successfully navigate the interview process. Her guidance was invaluable, and I am grateful for her expertise and support throughout my journey."

Brooke C.

"Alyssa has given me incredible clarity and helped me see new opportunities I hadn’t considered. She’s been by my side every step of the way, offering invaluable guidance and support. I highly recommend her to anyone looking to make a career change!"

Dave B.

“If you are looking for a career transformation, not just a job search, look no further than Rise Up. What sets Alyssa apart is her ability to ask the tough questions while providing a supportive, judgment-free environment.”

Carissa B.

“I now have the tools to shape conversations, advocate for myself, and strategically move forward in my career.”

Eric B.

She not only provided guidance after meeting with me several times each week on the direction I had in mind, but helped to provide a fresh path on how to get there. Through several methods we were able to uncover how I needed to view the markets and align my professional skills from my years of experience to allow opportunities to become possible when they weren’t before.

Do any of these sound like you?

“I have no idea what is next in my career.”
“I just lost my job, where do I even start?”
“My resume is so outdated. I need help!”
“How do I stand out in this market?”

“I wish I had a job that felt fulfilling.”
“I’m so uncomfortable in interviews. How do I gain confidence?”
“How do I negotiate my salary?”
“I need somebody to guide me in my career transition.”

Then you are in the right place!

Here is what you can expect:

My focus is to guide you in finding clarity and developing actions so that you can thrive, both professionally and personally, because I focus on you as a whole person. We will work together to determine what you want for your future, what is getting in the way of you achieving those goals and determine milestones to help you see your progress towards that new reality. With a combination of my coaching practice and professional experience I will provide confidential, reliable guidance on your journey. I’ve coached individuals seeking support with the following:

Developing strategies for expanded job responsibilities
Enhanced leadership development
Living a more balanced and wholehearted life
Navigating career and life transitions

As your coach, I will help you uncover what might be holding you back or sabotaging your success. I guide you to unpack your truth and discover what is really valuable and important for you. Together, we will develop a roadmap with implementation strategies to overcome obstacles. The journey may not always be easy, but the reward will always be worth it – a more fulfilled and joyous life.

Hi, I'm Alyssa!

Certified Career & Leadership Coach and founder of Rise Up Career Coaching.

I know what it’s like to feel stuck in a job that no longer lights you up… to wonder if there’s more out there… and to step into leadership without a playbook, hoping no one notices you’re figuring it out as you go.

With over 15 years in the corporate world, I’ve climbed the ladder, led high-performing teams, built departments from the ground up, and negotiated my own 5-figure promotions and raises. I’ve been in the room where decisions are made—and now I help others rise into those rooms, too.

I’ve coached mid-career professionals through major pivots, helped first-time managers find their leadership voice, and walked alongside clients as they’ve landed roles they once thought were out of reach.

Inside my programs, you won’t find a cookie-cutter approach or generic templates. I bring real-world leadership experience, coaching strategy, and mindset work together to give you a practical roadmap—plus the support to take bold, intentional action.

Everything I teach is built around clarity, confidence, and authenticity. Whether you’re landing your next role or learning how to lead with credibility and impact, I’ll meet you where you are and help you move forward with purpose.

Investing in yourself and your growth can feel scary AND exciting all at the same time...but I’ve seen firsthand what happens when people say yes to themselves! Doors open, confidence builds, and life gets lighter. If you’re ready to rise, I’m here to walk with you every step of the way.

Trust that every time you choose to invest in yourself and couple it with inspired action, that your investment will come back to you 10x over! Join my other clients who received 500% - 5000% (yes those 0's are accurate!) return on their coaching investment, just in what we were able to negotiate for them!