A Shy Waitress Helped a Drunk Single Dad Billionaire — One Week Later, He Came To See Her

Chapter 10

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"As I'll ever be." They rode the elevator up and Emily tried not to think about how her life had become a series of elevator rides to places she didn't belong. Ryan's office looked different in morning light, less intimidating somehow. Or maybe Emily was just too exhausted to be properly intimidated anymore.

He stood when she entered and Emily noticed he wasn't wearing a suit today. Just dark jeans and a charcoal sweater that probably cost more than her rent, but at least made him look slightly less like a corporate robot. Emily, thank you for coming. He gestured to a small table by the window where someone had set up coffee, pastries, and what looked like actual china.

I thought we'd skip the desk. This feels less like an interrogation. Does it happen often, the interrogations? A smile flickered across his face.

More than you'd think. Please sit. Help yourself to anything. Emily sat, poured coffee into a cup so delicate she was afraid to hold it.

The coffee smelled expensive. probably was expensive. Everything in this building probably cost 10 times what normal things cost. Ryan sat across from her and for a moment they just looked at each other. Emily broke first.

We should probably talk about the elephant in the room. The debt relief. The $100,000 you dropped into my account like it was pocket change. Yes.

Ryan added cream to his coffee, methodical. I was hoping we could focus on the consultation first. I can't focus on anything else. You... you paid off my medical bills, my student loans, my credit cards, everything.

Why? I told you why. You told me it was an investment. That's not an answer.

That's a business term. He met her eyes and there was something in his expression she couldn't read. Would you have taken the money if I'd asked first? No.

Then there's your answer. You needed help. I could provide it. The fact that you'd refuse made it more important to do it anyway.

Emily set her coffee down before she dropped it. That's not how normal people operate. I'm not normal people. No kidding.

The words came out sharper than she intended, and Ryan actually laughed. A real laugh, surprised and genuine. Sorry, Emily said quickly. That was uh honest, which is exactly what I'm paying you for.

He leaned back in his chair. Emily, I'm going to be direct with you. I don't do charity. I don't make investments without expecting returns.

What I did wasn't kindness for kindness's sake. It was removing obstacles that would have prevented you from being useful to me. Useful? Yes.

You can't help me fix the company if you're drowning in debt and working three jobs just to stay afloat. Consider it optimizing my asset. Emily felt something hot and sharp in her chest. I'm not an asset.

I'm a person. Poor word choice. I apologize. Ryan rubbed his face and for the first time he looked tired.

I'm better with numbers than people. Which is the problem? What problem? The one where I've built a multi-billion dollar company and apparently failed to notice it's full of people like Victor Hail who treat other humans like garbage.

He poured more coffee and his hand wasn't quite steady. I spent 15 years focused on expansion, acquisition, profit margins. I told myself I was creating jobs, providing opportunities, contributing to the economy, and maybe I was, but I wasn't paying attention to the cost. Emily watched him carefully.

This didn't sound like a prepared speech. This sounded like something he'd been chewing on for a while. The cost, she said slowly. Being what exactly?

People, culture, the actual human experience of working for my company. Ryan looked at her and his eyes were intense. Do you know how many employees Sterling Hospitality has? No.

43,000 across all properties, all positions. 43,000 people whose lives are impacted by decisions I make. And until three nights ago, I had no idea what their actual day-to-day experience was like. So, you dressed up as a homeless person.

So, I dressed up as a homeless person, he confirmed, to see how my staff treated the most vulnerable person who might walk through the door. And I learned that out of everyone in that lobby, guests, staff, management, only one person gave a damn. You. Emily picked out a croissant, tearing it into small pieces without eating any.

I'm not special. I just did what my mom taught me. Tell me about her. That's not what you're paying me for.

I'm paying you to help me understand what hospitality actually means. Your mother clearly understood it. So yes, that's exactly what I'm paying you for. Emily was quiet for a long moment, watching the city through the window.

Seattle looked different from up here. Cleaner, more organized, like all the messy human parts were edited out. She was a nurse, Emily said finally. Worked in hospice care for 20 years.

Spent every day with people who were dying, and she'd come home and tell me stories about them. Not sad stories, good ones. About the man who wanted to eat chocolate cake for breakfast every day because why the hell not? He was dying anyway.

About the woman who made her promise to water her plants after she was gone. About the couple who'd been married 60 years and still held hands every single day. Ryan listened without interrupting. She used to say that kindness costs nothing but means everything.

That the smallest gesture, holding a door, remembering someone's name, just seeing them, that stuff mattered more than people realized. Emily's throat felt tight. She got cancer, stage 4. By the time they found it, there wasn't much to do except make her comfortable.

And I watched all these nurses and hospice workers treat her with the same kindness she'd shown thousands of other people. It was like... like watching her philosophy come full circle. How long did you take care of her? 11 months, worked during the day, took care of her at night, slept maybe four hours a night, watched her get smaller and weaker and lose herself piece by piece.

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