✨ Rise & Shine Newsletter
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Rise & Shine: The 4 Steps to Build Your Own Promotion Business Case
Happy Monday Friend,
Did that promotion you were hoping for not happen this year? Your boss forgot about your promotion request the second you walked out of their office.
Not because they're evil. Because they've got 47 other fires burning and your career advancement isn't one of them.
That's why...
by Alyssa Bailey —
Dec 08, 2025
Rise & Shine: What if you're more ready than you think?
Seven years ago, I stood outside a boardroom door for five full minutes, unable to walk in.
Inside? The senior leadership team. My invitation? To present my strategic recommendations for Q4.
My qualifications? Years of exceeding expectations, multiple successful launches, and a track record that ...
by Alyssa Bailey —
Dec 01, 2025
Rise & Shine: The Thanksgiving that broke me (and what it taught me)
The Breaking Point
Eleven years ago, I woke up in a hotel room on Thanksgiving morning to complete chaos.
My phone was exploding. Black Friday files hadn't run correctly. VPs were calling in panic. Systems weren’t cooperating. Pricing was wrong. Everything that could go wrong, was going wrong.
An...
by Alyssa Bailey —
Nov 24, 2025
Rise & Shine: What If I Speak Up and It Backfires? Navigating the Fear of Self-Advocacy
The Conversation That Almost Didn't Happen
"What if she thinks I went behind her back?"
My client's voice cracked on our Zoom call. Her boss had been on maternity leave for months. In that time, she'd built incredible advocacy with her CIO, mapped out a new career direction, and proven her readin...
by Alyssa Bailey —
Nov 17, 2025
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
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