✨ Rise & Shine Newsletter
Career Clarity in Your Inbox! Your weekly boost of real-talk advice for ambitious professionals ready to stop being overlooked and start leading their next promotion with clarity and courage. Sign up below to receive weekly career advice directly to your inbox.
Rise & Shine: The 7 Green Flags of Leaders People Actually Want to Follow
I've had 10 bosses in my career. Only 2 made me want to be a better leader myself.
The difference wasn't their title. Or their MBA. Or how many direct reports they managed.
It was these specific behaviors that made me think, "I'd follow you anywhere."
And now, as I coach emerging leaders, I see t...
by Alyssa Bailey —
Nov 10, 2025
Rise & Shine: How Chauncey got a $35K raise (without sounding pushy)
Remember that feeling when you KNOW you deserve a promotion, but the thought of asking makes your stomach turn?
"What if they think I'm greedy?"
"What if I come across as entitled?"
"What if they say no and it gets awkward?"
Last month, Chauncey came to me with this exact dilemma. Sales Rep crush...
by Alyssa Bailey —
Nov 03, 2025
Rise & Shine: Why Your Most Frustrating Team Members Are Also Important
I used to dread our strategy meetings.
Not because I didn't care about strategy. But because two people on our team would inevitably turn every discussion into a philosophical debate about "what if we tried something completely different?"
Meanwhile, I'm sitting there with my notepad, dying to sa...
by Alyssa Bailey —
Oct 27, 2025
Rise & Shine: Your Promotion Blueprint
The day I handed my boss my own promotion form...
"I've never had someone fill out their own business promotion case before. That was... BOLD!"
My boss leaned back in his chair, shaking his head with something between surprise and admiration.
I'd sent him the document 24 hours earlier with a simp...
by Alyssa Bailey —
Oct 20, 2025
Rise & Shine: The Day Everything Changed (And Nobody Warned Me)
Hi Friend,
Picture this: Monday morning. Fresh promotion. New title. Same team.
Except now I'm sitting across from my ex-peer, who just three days ago was venting to me about our leaders over lunch. And now... I AM a leader.
My palms were sweating. My carefully prepared agenda felt like a prop....
by Alyssa Bailey —
Oct 13, 2025
✨ Rise & Shine: Do You Know What You Want?
Good Morning, Friends!!
This question is something I always ask my clients before kicking off: Do you know what you want?
Some of them have an idea, some absolutely are clear, but so many look at me like they wish they knew!
I COMPLETELY get it. I was the same way before I made the pivots in my c...
by Alyssa Bailey —
Sep 29, 2025
Rise & Shine: Take Your Seat at the Table
Good Morning,
The other day, someone asked me:"Why do you help promote other coaches? Doesn’t that hurt your business?"
My answer?Absolutely not.
✨ Because there’s room for all of us at the table.
Somewhere along the way, the narrative shifted from building each other up to tearing each other dow...
by Alyssa Bailey —
Sep 15, 2025
✨Rise & Shine: Job Searching Feels Like Sales (Here's How to Keep Things in Perspective)
Good Morning Friends,
Happy Labor Day! While most people think of today as barbecues and back-to-school sales, the heart of the holiday is about honoring the value of work.
And let’s be real, if you’re job searching, that “work” can feel like a full-time job on its own.
Here’s the truth though… j...
Sep 01, 2025
Rise & Shine:📝 Writing Your Own Eulogy (and Why It Might Be the Most Powerful Career Exercise You’ll Ever Do)
I know… it sounds weird.
But hear me out.
Most people never stop long enough to think about what they really want their life to be about. We’re all so busy checking boxes, meeting deadlines, and doing what’s “expected” that we forget to ask:
If someone were to stand up at my funeral and talk abou...
by Alyssa Bailey —
Aug 18, 2025
Rise & Shine: ⚡ Big Announcement Coming Tomorrow — Here’s Your First Look 👀
Hey there, Rise & Shine community!
This week’s newsletter is a little different. Because something BIG is coming — and I want you to be the first to hear about it.
But first, let me take you back for a second…
🚧 My Pivot Point
In 2024, I was sitting in a leadership role that looked great on p...
Jul 21, 2025
Rise & Shine: The 3 Mistakes Keeping You from the Job You Deserve (And How to Fix Them)
Hey there 👋,
We are at the half point of the year and if you are looking back at the past 6 months and you’ve been applying to jobs, updating your resume, networking like a pro — and still feeling like nothing’s clicking…
Let me be real with you for a second:
It’s probably not about your experien...
by Alyssa Bailey —
Jul 07, 2025
Rise & Shine: Your Career Breakthrough Starts NOW 💥
June 23, 2025
Okay, I might’ve lost my mind…
But in the best way possible. Because I just built something brand new, jam-packed with value, and totally FREE.
Why? Because I’m so passionate about helping mid-career professionals land roles they love — without burning out, doubting themselves, or ...
by Alyssa Bailey —
Jun 27, 2025
✨ Rise & Shine Newsletter