RISE UP with ALYSSA BAILEY
Step into the life you were meant to live!
Join 100's of mid-career professionals inside the "Rise & Shine Newsletter".
Your bi-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.
Do any of these sound like you?
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“I have no idea what is next in my career.”
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“I just lost my job, where do I even start?”
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“My resume is so outdated. I need help!”
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“How do I stand out in this market?”
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“I wish I had a job that felt fulfilling.”
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“I’m so uncomfortable in interviews. How do I gain confidence?”
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“How do I negotiate my salary?”
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“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:Â
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Developing strategies for expanded job responsibilities
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Enhanced leadership development
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Living a more balanced and wholehearted life
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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.Â
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!Â
Let's Work Together!
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VIP 1:1 Coaching
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In this 3 to 6-Month 1:1 Coaching Program, you will receive high-level support to create the foundations of a solid career. Create your career vision, nail your brand, and create a career development or job search plan that works.
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Career Pivot Breakthrough
LAUNCHING AUG. 5TH!!
This 12-week group coaching program will show you how to generate land your ideal role without spending 6-12 months creating 100's of resumes and informational interviews. Get clear on what you want and learn how to GO GET IT!
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 Lead From Day One
(Coming Soon)
Inside this 6-week group program we use my signature R.E.A.L. Leadership Method (Respect. Expectations. Accountability. Leadership Identity) to help you move from feeling like you’re faking it to leading with the kind of clarity and confidence your team — and your future self — will thank you for.
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!"
