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.
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.
Start Here
New to hiring a VA? Begin with these.

5 Virtual Assistant Trends Founders Need in 2026
Discover the top 5 virtual assistant trends every entrepreneur needs to know. Stay ahead, streamline your tasks, and make your business more productive.

Virtual Assistant Agency Fees’ Impact To Business Owners
This blog breaks down the real cost of virtual assistant agency fees and how they affect your business. Learn simple ways to skip these fees, pay your assistants fairly, and get better value for your business. It’s all about smart hiring that works for everyone.

Why Do VA Agencies Fail Entrepreneurs? 5 Untold Truths Revealed
Discover key insights on why many entrepreneurs face challenges with VA agencies not aligning assistants to specific business needs. In this essential read, uncover how properly aligned VAs can significantly boost your business’s productivity and growth. Explore the core reasons behind these mismatches and learn strategies to leverage VAs effectively for your business’s success.
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.
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Build the Setup
Super Toolkits, Scrum and getting the business out of your head.
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From Our Video Library
Watch Kris talk outsourcing, productivity and growth with experts and our own VAs.
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Hear it from the business owners and VAs we work with.
All Blogs
Every blog, newest first.

How Scrum Works In A Small Business?
Learning how scrum works helps small businesses move faster and stay ahead. After trying many methods, I found the FAST guide, a simple way to break down projects, boost teamwork, and adjust quickly. This guide is for small business owners who need to get more done without the extra stress. It shows you step by step how to make your business run smoother and tackle challenges head-on.

3 Work-Life Balance Tools for Small Business Owners In 2024
Running a small business pulls you in every direction. This blog shows you how Google Calendar, Notion, and Basecamp can simplify your day and give you back your personal time. Just real, simple steps to work-life balance.

Time Blocking: 5 Productivity Tips for Small Business Owners In 2024
Feeling swamped with your business? This blog’s for you. It’s all about time blocking in 5 easy steps, especially for small business owners. Find out how to pick your best work times, keep your calendar in check, and focus on what really matters. It’s all about getting more done, without the extra stress. Learn how to organize your day better and push your business ahead, stress-free.

Why Do VA Agencies Fail Entrepreneurs? 5 Untold Truths Revealed
Discover key insights on why many entrepreneurs face challenges with VA agencies not aligning assistants to specific business needs. In this essential read, uncover how properly aligned VAs can significantly boost your business’s productivity and growth. Explore the core reasons behind these mismatches and learn strategies to leverage VAs effectively for your business’s success.

Streamlined Hiring Process: My 12-Step Hiring Formula (Part 2)
Stop wasting time on hiring misfires. Dive into my 10-step formula that’s laser-focused on giving you a team that sticks. This is where hiring meets high retention, tailored for you, the entrepreneur.

Burnout Cycle: 5 Ways To Break Free in 2024
Entrepreneurs, beat the burnout cycle in 2024 in 5 steps. This blog shows you what are the main causes of burnout, the signs of burnout and how to break out from the burnout cycle.

Streamlined VA Hiring Process: My 12-Step Hiring Formula (Part 1)
Stop wasting time on hiring misfires. Dive into my 10-step formula that’s laser-focused on giving you a team that sticks. This is where hiring meets high retention, tailored for you, the entrepreneur.

Entrepreneurial Challenges: Solving The 5-Year Itch
From work-life balance to hiring the perfect virtual assistant, this blog offers real solutions to the challenges that haunt entrepreneurs. Get ready to scale your business!

Systems & Processes Explained: Scale Up and Win Big
This is where your business takes off. Learn the ins and outs of systems and processes to scale like never before. It’s time to work smarter and earn more.
From the Podcast
Kris talks with business owners and experts.

Ditch the Chase — Be the Media Boss! With Jamie Maglietta
Episode Summary This week’s episode of Win The Hour, Win The Day Podcast interviews, Jamie Maglietta. 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...

AI Was Supposed to Save You Time — So Why Are You Busier?
Episode Summary This week’s episode of Win The Hour, Win The Day Podcast I once paid for months of coaching on software I never learned. This was back in what I call the dark years of my business. Some project management platform was going to change everything. Once I...

LinkedIn’s Dying—Act Now or Lose Out! With Karen Yankovich
Episode Summary This week’s episode of Win The Hour, Win The Day Podcast interviews, Karen Yankovich couldn't leave the store empty-handed. I was in Greece this spring and wandered into this tiny shop. The woman running it was so warm, so genuinely lovely, that I...
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