The Win The Hour Win The Day Blog
Build a business that runs without you. Real stories from our VAs and clients, the 4 pillars of a Win Team, and how we work with you to find, hire and onboard a virtual assistant we train to lead.
How to Build a Business That Runs Without You
Could your business survive two weeks without you? If not, it’s a job you gave yourself. Here’s how to build one that runs without you, one recorded task at a time.
Start Here
New to hiring a VA? Begin with these.

Why Your Virtual Assistant Isn’t Working. It’s Not the Hire. It’s the Setup.
Hired a VA and still feel like the bottleneck? It’s probably not your VA. It’s the setup.

How Do I Know When I Actually Need a Virtual Assistant?
Ever feel stuck juggling too many responsibilities and expenses? This blog breaks down how direct virtual assistant services can lighten your load, save money, and boost profits—no jargon, no pushy tone, just real talk.

Why Does Managing My Team Feel Like a Second Job?
Managing your team feels like a second job because that’s what it has become. Here’s how to lead instead of manage and get your time back.
Which Accidental Boss are you?
Not one of the Five Accidental Bosses is a bad person. Each one is a decent owner doing something that feels like kindness, or trust, or efficiency. And it is quietly costing them the person they hired. Most owners are two of them. Nobody is none of them. Take the quiz and find out which ones are running your business right now.
Take the QuizFree quiz.
Build the Setup
Super Toolkits, Scrum and getting the business out of your head.

How to Build a Business That Runs Without You
Could your business survive two weeks without you? If not, it’s a job you gave yourself. Here’s how to build one that runs without you, one recorded task at a time.

How to Stop Being the Bottleneck in Your Business
If every decision waits for you, the business can only move as fast as you can. Here is how to stop being the bottleneck, one small win at a time.

What Happens to Your Business When a Key Team Member Suddenly Disappears?
When someone on your team is suddenly out, does your business keep moving? Here’s how Super Toolkits kept ours running.
From Our Video Library
Watch Kris talk outsourcing, productivity and growth with experts and our own VAs.
See Proof
Hear it from the business owners and VAs we work with.
All Blogs
Every blog, newest first.

How to Build a Business That Runs Without You
Could your business survive two weeks without you? If not, it’s a job you gave yourself. Here’s how to build one that runs without you, one recorded task at a time.

How to Stop Being the Bottleneck in Your Business
If every decision waits for you, the business can only move as fast as you can. Here is how to stop being the bottleneck, one small win at a time.

Why Your Virtual Assistant Isn’t Working. It’s Not the Hire. It’s the Setup.
Hired a VA and still feel like the bottleneck? It’s probably not your VA. It’s the setup.

How Do I Know When I Actually Need a Virtual Assistant?
Ever feel stuck juggling too many responsibilities and expenses? This blog breaks down how direct virtual assistant services can lighten your load, save money, and boost profits—no jargon, no pushy tone, just real talk.

Why Does Managing My Team Feel Like a Second Job?
Managing your team feels like a second job because that’s what it has become. Here’s how to lead instead of manage and get your time back.

Should I Hire a Virtual Assistant or a VA Agency?
There are 3 ways to bring on a virtual assistant, and only one of them actually works. An agency, on your own, or the third way.

What Happens to Your Business When a Key Team Member Suddenly Disappears?
When someone on your team is suddenly out, does your business keep moving? Here’s how Super Toolkits kept ours running.

How Can Virtual Assistant Services Help You Scale Your Business?
Ever feel stuck juggling too many responsibilities and expenses? This blog breaks down how direct virtual assistant services can lighten your load, save money, and boost profits—no jargon, no pushy tone, just real talk.
Upwork vs. OnlineJobs.ph: The Outsourcing Truth No One’s Telling You
As a busy business owner, you’re faced with a choice: Upwork or OnlineJobs.ph. Upwork offers a diverse pool of global talent, while OnlineJobs.ph provides dedicated Filipino virtual assistants at an affordable price. Which platform is the right fit for you? We’ll compare their strengths, fees, and ease of use to help you make an informed decision. And if you’re looking for a winning solution to beat burnout and boost your business, our services at Win The Hour Win The Day have got you covered. Let’s find the perfect outsourcing match and take your business to new heights!
From the Podcast
Kris talks with business owners and experts.

Why Most Entrepreneurs Lose Sales Before The Pitch! with Wesleyne Whittaker
Episode Summary For years, the back half of every sales call was a performance. They'd talk for thirty minutes. I'd listen, take notes, feel quietly proud of myself for not jumping in to fix the thing at minute four. Then some invisible buzzer would go off, it was my...

Your Boring Life Is Actually Great Content! With Toby Myles
Episode Summary I used to think my best stories were too small to post. Then I read someone say she'd sooner jump out a second-story window than sit in a Zoom breakout room. I laughed out loud, because I've felt that way about every "get to know your group" warm-up I...

Claim Your Throne – Own The Media Game! with Jamie Maglietta
Episode Summary I'm at my best in a private conversation. One-on-one, in the comments, on a call, I'm all in.Then it's time to be visible in public, and I shrink. For years I told myself the fix was to pitch harder. Get on a bigger show. Wait for someone with a larger...
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