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 Do Virtual Assistants Quit? (And Why Ours Stay)
Most virtual assistants don’t quit you. They quit the setup. Here’s why VAs leave, and what keeps a great one for years.
Start Here
New to hiring a VA? Begin with these.
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.
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.
How to Fix 3 Common Small Business Challenges
Small business owners face challenges like managing time, scaling operations, and building brand awareness. With the right systems and processes in place, these struggles can be overcome, allowing businesses to run more smoothly and effectively.
Simplify Success: CUE Your Business Systems
Discover how the CUE framework—Create, Use, Edit—keeps your business systems efficient and effective. Simplify your processes, save time, and drive success by keeping your operations in top shape.
Time Management Tips for Business Owners Who Are Always Behind
Always telling yourself you’ll catch up this weekend? Kris Ward shares 6 time management tips for founders, from finding your real work to planning in hours, the 3 D’s of a messy schedule and putting repeat tasks in Super Toolkits.
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 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!
Why Most Entrepreneurs Fail at VA Communication (and How to Fix It)
Most entrepreneurs don’t lose virtual assistants because they’re incapable, they lose them because virtual assistant communication breaks down. Here’s how to fix it.
How to Build a Shark Tank Team: Virtual Assistant Leadership Training
Virtual assistant leadership training isn’t just support—it’s strategy. Learn how to turn your VA into a proactive leader and scale your business with ease.
Is Your Virtual Assistant Feeling Overlooked?
If you’re hitting snags with virtual assistant communication, you’re not alone. Let’s talk openly about clearing up confusion, solving frustrations fast, and getting your remote team thriving again.
How Virtual Assistant Services Can Cut Costs and Boost Profitability?
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.
Team Efficiency Through Super Toolkits
Discover why old-school SOPs fail entrepreneurs and how Super Toolkits can revolutionize team efficiency. In this conversation with Amy Traugh, learn how to create a business that supports your life—without constant stress.
Top 5 Small Business Trends for 2025: Future Proof Your Business
Want 2025 to be your best year ever? Learn easy tips that help your small business grow. From virtual assistants to making work easier by systems and processes, this blog has all you need!
How to Stop Busyness From Leading to Burnout
Being Busy Doesn’t Mean You’re Winning. Hustle culture loves to tell us… that staying busy is a badge of...
From the Podcast
Kris talks with business owners and experts.
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...
The Go-To Trap: Why Being The Capable One Is Costing You The Business You Started
Episode Summary The Go-To Trap: Why Being The Capable One Is Costing You The Business You StartedYou're not tired. You're everybody's answer.And nobody has ever named that out loud, so you keep treating it like a discipline problem. Friends, family, clients, the team....
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