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

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.

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.
Your Virtual Assistant Match Awaits! – No More Burnout! Just Wins!
Meet your VA match for an epic business date using your entrepreneur personality! No swiping, just a dive into outsourcing, top time-savers, and kicking entrepreneurial burnout. This is for you, brave small biz owners juggling more than an octopus. Get ready for a crash content in small biz productivity and find your biz’s soulmate!
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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Avoid The Burnout: Your Personalized Path to Entrepreneurial Success
Feeling like nailing jelly to the wall? Overwhelmed and rushed? Say goodbye to burnout and hello to a personalized solution. Learn how to conquer entrepreneurial challenges and steer clear of the stress trap. Get ready to boost productivity, rev up growth, and dance past obstacles with a strategy designed just for you. No more guesswork; let’s turn burnout into a thing of the past!
Your Virtual Assistant Match Awaits! – No More Burnout! Just Wins!
Meet your VA match for an epic business date using your entrepreneur personality! No swiping, just a dive into outsourcing, top time-savers, and kicking entrepreneurial burnout. This is for you, brave small biz owners juggling more than an octopus. Get ready for a crash content in small biz productivity and find your biz’s soulmate!
Unleash Your Inner Beast: Conquer Burnout & Boost Business
Hold tight, coffee lovers! Brace for truth bombs bigger than your phone’s oopsie fall. Entrepreneur life’s more rocket ride than desk job, right? But your quirky traits? They’re fuel. Dive into the Entrepreneurial Personality Toolkit, your secret weapon vs. burnout. A toolbox packed with time-savers, conquering entrepreneurial hurdles, and acing the Rushaholic, Jugglerama, Perfectionizer, Focusitis, or Sufferpreneur game. And, spotlight on turbocharged services! Let’s race the entrepreneurial highway, outshining the rest. Ready to own productivity and rock VA outsourcing? Dive in, ignite the hustle!
Taming Focusitis: Turning Chaos into Success
Welcome to the world of “Focusitis,” where your mind is a popcorn machine of brilliant ideas, but catching them feels impossible. As entrepreneurs, we thrive in chaos, but it can be overwhelming. A study showed that small business owners spend over 20% of their day on non-value-added tasks. But fear not! We’ll help you harness your creativity while overcoming challenges. Recognize you can’t do everything, hire a virtual assistant, and use automation to streamline tasks. Let’s make your business a joy, where you work smarter, not harder. With our tools and support, burnout will be a thing of the past. Join us and succeed like never before!
The Perfectionizer: Balancing Detail without Burnout
Imagine being at a party, and there’s that one person who obsesses over every tiny detail – the music volume, the lighting, and even the snack placement. That’s a Perfectionizer, an entrepreneurial personality type. While attention to detail is a superpower, it can lead to stress and burnout. About 30% of entrepreneurs fall into this trap. But fear not, there are tips to put that Perfectionizer power to good use! Get quick feedback, use systems and processes, outsource tasks, and keep things simple for clients. Win The Hour, Win The Day can be your productivity partner on this journey to success!
Escape the Sufferpreneur Trap: Unlock Outsourcing Power
Are you a Sufferpreneur, trying to do it all yourself? It’s time to break free! Outsourcing can be your superpower. Hiring a virtual assistant and using systems and processes will save you time and energy. At Win The Hour, Win The Day, we’re here to support you with top-notch virtual assistants, monthly coaching calls, and a learning center. Join our Discord community and be part of the Winner’s Circle to grow your business and leave burnout behind. Real-life success stories show that you can thrive with our help! Let’s unlock your business’s true potential together!
Mastering the Art of Jugglerama: A Guide for Multi-Tasking Entrepreneurs
Welcome to the world of Juggleramas! If you’re constantly juggling tasks as an entrepreneur, you know the struggle of small business burnout. But fear not, I’m here to help you find the best time-saving tips and make your systems more efficient. Let’s uncover the strengths and weaknesses of being a Jugglerama, and I’ll share valuable tips to help you stay productive without burning out. Plus, at Win The Hour, Win The Day, we offer tailored support for Juggleramas like you. Let’s conquer the juggling act and thrive together!
Upwork vs Fiverr – The Outsourcing Face-Off
In the world of outsourcing, it’s a battle between Upwork and Fiverr. Both platforms promise to save you time, streamline your processes, and beat small business burnout. But which one is right for you? Let’s compare their features, price range, quality of work, and more to help you make an informed choice. At Win The Hour Win The Day, we’re here to support you on your outsourcing journey and help you achieve your entrepreneurial goals. Let’s conquer the outsourcing world together!
Outsourcing Showdown: Navigating Onlinejobs.ph vs Fiverr for Business Success
In the world of outsourcing, two platforms stand out: Onlinejobs.ph and Fiverr. But which one is the best fit for your business? We’ll compare their features, payment schemes, challenges, and more to help you make an informed decision. As a busy entrepreneur, you deserve a solution that saves you time, boosts productivity, and keeps small business burnout at bay. At Win The Hour Win The Day, we’re here to support you on your outsourcing journey and help you achieve business success. Check out our services and get inspired by real-life success stories. Let’s conquer the outsourcing world together!
From the Podcast
Kris talks with business owners and experts.

Your Business Needs an AI Policy — Here’s Why! With Dorien Morin-van Dam
---Episode Summary This week’s episode of Win The Hour, Win The Day Podcast interviews, Dorien Morin-van Dam Is your team using AI without any rules to keep you safe? Join us as Dorien Morin-van Dam shows you why every business needs an AI plan and simple guardrails....

Brand Consistency Mistakes Killing Your Trust Online! With Nikki Clements
Episode Summary This week’s episode of Win The Hour, Win The Day Podcast interviews, Nikki Clements. Are you tired of overthinking your brand and still feeling like nothing looks or feels right? Join us as Nikki Clements breaks down branding in a way that finally...

Master LinkedIn with Human Touch AI! With Charlie Hills
Episode Summary This week’s episode of Win The Hour, Win The Day Podcast interviews, Charlie Hills. Master LinkedIn with Human Touch AI! With Charlie Hills Do you wish you could use AI to grow online but still sound like the real you?Join us as Charlie Hills shows...
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