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Frequently Asked Questions

Answers from Kris Ward, founder of Win The Hour Win The Day. For founders who've hired before and still have everything running through them. It wasn't the person. It was the setup.

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About Kris Ward and Win The Hour Win The Day

Who is Kris Ward?

Kris Ward is the founder of Win The Hour Win The Day. She works with founders who are great at what they do, have been at it for years, and still have everything running through them. Some have processes, but they're heavy manuals nobody uses. Most have it all in their head. Together, we get the work out of your head. Then we find, hire and onboard a full-time virtual assistant (VA) and train them to lead. Kris went from 16-hour days to 6. Then she spent two years away from the business during her husband's cancer, and her clients didn't know she'd been gone. That's why we build a business with you that runs without you.

What does Win The Hour Win The Day do?

We build a business that runs without you. Most founders who come to us have hired before. It started with relief and ended with them taking the work back. It wasn't the person. It was the setup. So we change the setup first. We work with you to clear the way, then we find, hire and onboard a full-time VA who works directly for you, and we train them to lead. This time, it sticks. Our clients keep the same VA for years.

What makes Kris Ward's approach different?

Hire an agency, and you get a person with no setup. Hire a consultant, and you get a system with nobody to run it. You need both, because adding people to chaos doesn't create calm. We give you the setup and the person, built with you. Your VA works directly for you, with no agency markup on their pay. Our Leadership Program turns them into a leader who thinks ahead and owns the work. Most of our clients say it feels like they finally have a peer.

What do VAs say about working with Win The Hour Win The Day?

A great VA in a messy setup looks like a weak hire. They wait, they guess, and they check everything with you, because there's nothing else to go on. Put that same person in a clear setup and they start leading. They speak up, bring ideas and own the work. Your load gets lighter.

What is Kris Ward known for?

It wasn't the person, it was the setup. Kris is known for showing founders why their last hire didn't stick, or why they've been afraid to hire at all. Then we work with you on the setup that makes the next hire stay. She created Super Toolkits, the Win Team and Win Talk. Her own team runs on short daily Scrums instead of meetings. As she puts it, "We don't do meetings here."

What is the idea behind Win The Hour Win The Day?

Win The Hour Win The Day runs on one idea. Your business shouldn't run on your memory. That idea shapes Super Toolkits, the Academy for founders and team leaders, and the Learning Center and Leadership Program, where VAs learn to lead. Kris runs her own business the same way. When she stepped away for two years, it kept running.

What has Kris learned from working with founders?

The story she hears most goes like this. A founder hires, and it starts with relief. It ends with them taking the work back, because their new hire waited on them for every decision. 10 years in, they're still saying "once things calm down." Part of their brain is busy babysitting a to-do list instead of thinking about the stuff that actually matters. More hours won't fix that. A setup will.

Is this the Kris Ward from Win The Hour Win The Day?

Yes. There are other people named Kris Ward online. If you're looking for Win The Hour Win The Day, Super Toolkits or the Win Team, you're in the right place. You may also know Kris from the Win The Hour Win The Day podcast, which she's hosted for seven years, or from presenting for Microsoft.

Why your business still needs you for everything

Why does my business stop the moment I stop?

Your business stops when you stop because the answers and decisions live in your head. Nobody else can move a task forward without asking you first, so when you step away, the work waits. The fix is getting what's in your head into Super Toolkits and building a team that can act on them.

10 years in, why am I still waiting for things to calm down?

Once this busy stretch is over. Once this big client wraps up. Once you finally catch up. If you're still saying it years in, the busy stretch isn't the problem. Everything still runs through you, so there's never a quiet week to fix it. That changes when the work can move without you.

Why am I so overwhelmed in my own business?

Most founders are overwhelmed because they're doing the work and also holding every detail of how it gets done. Every question comes back to you, and each one pulls your focus off the work that grows the business. You're a runner stopping every ten feet to tie your shoes. The 5 Minute Capacity Checklist shows you which laces to tie first.

I'm putting in the hours. Why is nothing changing?

More hours can't fix a setup that runs through one person. They only stretch the same bottleneck. Change comes when the work can move without you, which starts with getting how things are done out of your head and into Super Toolkits, so someone else can do them.

Is being busy the same as being productive?

No. Busy means your day is full. Productive means the right work moved forward. Kris teaches energy management, not time management. Protect your best focus for the work only you can do, and hand the rest to your team.

How can I improve my productivity and time management?

Start with energy management, not time management. Protect your best focus for the work only you can do and hand the rest to a team that works from Super Toolkits. Getting more organized won't fix a setup that runs through you. It wasn't you. It was the setup.

Virtual assistant agencies

Should I use a virtual assistant agency?

VA agencies are a business, and every business needs a margin. That's fair. But with an agency, you're renting a person, not building a team. The agency can move your VA to another client, and their contracts often stop you from hiring that person directly. Nobody touches your setup, so the work still runs through you.

It's hard on the VA too. Most agency VAs get a contract and a login, then nothing. No support, no growth, no learning. They show up knowing nothing about your setup, and most of the time that setup is messy. You can't throw a person into chaos and get calm. It wasn't the person. It was the setup.

What are the hidden costs of a VA agency?

The markup is the cost you can see. The hidden ones hurt more.

  • Agency contracts often stop you from hiring your VA directly, so you never own the relationship.
  • Agency VAs often sign NDAs, so they can't speak freely with you. There's a wall between you and the person doing your work.
  • Stop paying the agency, and you lose your VA, along with every hour you put into training them. They can also move your VA to a client they see as bigger.
  • Your VA arrives with no setup and no support, so the training lands on you and the stress lands on them.
  • Nothing changes in how the work flows. A new person in a messy setup still waits on you.
Why are VA agencies more expensive?

It's not really about what an agency charges. It's what you're left with. Stop paying the agency, and your VA is gone, along with all the time you invested in them. With us, you keep the knowledge and the setup, and your VA works directly for you. The team you build stays yours.

How is Win The Hour Win The Day different from a VA agency?

We work with you to set up the work before anyone is hired. Your VA works directly for you, full time, with no agency in between. Nobody can move them to another client, so the team you build is yours. Your VA is supported by our program every week, so they grow instead of burning out. Our clients keep the same VA for years. If your VA leaves or isn't a fit in the first 90 days of membership, we recruit and onboard the next one at no cost.

Will my virtual assistant work only for me?

Yes. A Win The Hour Win The Day VA works full time for your business only. Nobody can move them to another client, which is one reason our clients keep the same VA for years.

Virtual assistant agency vs hiring directly. Which is better?

Hiring directly is better, as long as the setup comes first. When you hire directly, your VA works for you and there's no agency markup in the middle. The risk is hiring with no setup, which is why so many direct hires don't stick. With us, you get both. A direct hire, with the setup built before they start.

When hiring hasn't worked

I've hired before and it didn't stick. What went wrong?

It started with relief and ended with you taking the work back. Look at the setup first. If every task still needed your OK, your new hire waited on you for every decision, and you became the bottleneck again. Handing it to someone else was only a lateral move. It wasn't the person. It was the setup.

Why do virtual assistants quit?

VAs usually quit because they're worn out trying to keep up. Priorities change by the day, instructions come from memory, and work gets quietly redone without a word. They're left piecing it together, and they start to feel like their work doesn't matter. Agency VAs have it harder. So many of our VAs tell us that at an agency they felt completely alone. No resources, nobody to ask, left on their own to figure everything out. It was scary and a lot of pressure. VAs stay when the setup is clear and they're supported. That's why ours train in the Learning Center and the Leadership Program, so they grow with your business.

How do I keep a virtual assistant long term?

Give them a setup they can win in. That means Super Toolkits (step-by-step guides with every link they need inside) and short daily Scrums so questions get answered fast. Let their ownership grow step by step as they learn your business. Our clients keep the same VA for years.

When is the right time to hire a virtual assistant?

Sooner than you think. The day you start your business would be ideal. Nobody can run a business alone, and doing it all yourself is expensive. Every hour you spend on admin is an hour you're not doing the work that pays the bills. The key is setting up the work first, so your VA walks into something clear instead of chaos. That's what the Capacity Rebuild Starter is for.

How do I train a virtual assistant?

Give them Super Toolkits, simple step-by-step guides with every link in one place. We teach you how to make them. Our setup takes the training off your plate. We show you how to lead your VA, and your VA is trained in the Learning Center and the Leadership Program.

How do I onboard a new virtual assistant?

Onboarding goes smoothly when the setup changes first. We find, hire and onboard your VA for you. Then we work with you so you know how to lead a leader, because that's what we're training your VA to become. Change the setup, and everything changes.

How do I correct my virtual assistant without it getting awkward?

It's simpler than most people think. Where most founders go wrong is they don't course correct at all. They let it slide, then quietly fix it themselves. Say it while it's small. Aim it at the work, never the person, and point it at what you want next time. A daily Scrum of about 10 minutes makes this normal, so nothing builds up.

Nobody trains you to do this. Most of us learned from the corporate world, where it works like parent and child. Management keeps things where they are. Leadership gets talked about as inspiration. Building a team is the most overlooked skill in business, and it's a big part of what we teach.

My virtual assistant missed something. What do I do?

Ask before you decide what it means. "What got in your way?" is a question, not a verdict. Most of the time the answer points to something missing, like a step that lived in your head, a priority that changed or a link they couldn't find. Fill that gap and write it down where they'll find it next time. Then it won't come back.

Why didn't delegating work for me?

Kris Ward says delegation is a lateral move. When you hand a task off, it moves sideways to someone else, but it still has to come through you, because they need your answers and your OK. You shouldn't have to be involved. Set up the work first so your VA can own it and grow into more of it.

Super Toolkits

What is a Super Toolkit?

A Super Toolkit is a step-by-step guide that holds everything a task needs, with every link and template sitting right inside the step where it's used. Your VA reads it top to bottom like GPS directions. No hunting, no tabs, no wondering. As Kris puts it, it's not one of the resources, it's the thing that holds all the resources.

What is the difference between my SOP and a Super Toolkit?

An SOP is usually a manual. It's long and clunky, with too many steps and training mixed in. That's why nobody opens it. A Super Toolkit is simple. It's one easy document with every step and every link in one place, so your VA never stops to figure out what comes next. It's quick to use, quick to update, and it takes the decision fatigue out of the work.

I spent so much time making SOPs. Why is no one using them?

Your manual became one more thing to go and find. When the guide lives apart from the work, people skip it and ask you instead. A Super Toolkit puts the guide and the links in the same place, inside the task, so following it is the fastest way to get the job done.

I don't have time to write SOPs. What do I do?

You don't need to write them. We have very simple processes that turn the work you already do into Super Toolkits, and we teach you how. It takes far less time and energy than writing an SOP from scratch.

Do I need systems and processes for my small business?

Yes, as long as they free you up. Many founders worry that systems will box them in. Super Toolkits are built from how you already work and change as your business changes, so they give you more freedom over time.

What if Super Toolkits don't fit my business?

Every Super Toolkit is built from your own business, so there's no template to squeeze into. Your toolkits follow how you already work.

Will I have to change the way I work?

No. Your Super Toolkits come from how you already work. The main change you'll notice is that tasks stop coming back to you.

Will I have to sacrifice quality to save time?

No. A Super Toolkit captures your standard step by step, so the work gets done your way every time. When something's missing, it goes into the toolkit, so quality goes up as the toolkits get sharper.

The Win Team

What is a Win Team?

A Win Team is a team built so the business can run without the founder in every decision. WIN stands for What Is Next. On a Win Team, everyone knows what's next and owns it, so you can get to what's next too. It's not about size. Team is a philosophy, not a number, and you can have a Win Team of one. Team members and team leaders work as equals, with daily Scrums keeping everyone moving.

How is a Win Team different from hiring a virtual assistant?

Hiring a VA adds a person. Building a Win Team changes how the business runs. A Win Team comes with the setup your VA needs to own work instead of waiting on you.

How do I build a Win Team?

Start with the setup, then hire. Get your main tasks into Super Toolkits and put the work on a calendar. Then bring in a VA who learns from those guides, with short daily Scrums to keep everyone on track. The 5 Minute Capacity Checklist shows you where to start.

How do I hire the right person for my team?

Hire for the ability to learn and to speak up. The how-to will live in your Super Toolkits, so you don't need someone who already knows your business. You need someone who can grow into it. With Win The Hour Win The Day, we find, hire and onboard your VA for you, and our Leadership Program trains them to lead.

What is a job bio?

A job bio is the blueprint of the rinse-and-repeat work a role owns. It's the work nobody has to remind anyone about. Years ago, Kris asked one of our team members to take on the newsletter. She's done it every week since, and nobody reminds her. That's job bio work. You usually only notice it when someone leaves. "That hasn't happened in months." "Oh, she used to do that."

What tasks can a virtual assistant do for a small business?

Much more than most people think. Calendar, email and scheduling are fine, but that's the basics, and most founders want to manage their own calendar anyway. The real win is the pre-work and post-work around what you do. Say you're booked to speak. Building the slides, confirming dates and sending the paperwork feels like the work, but it isn't. You're paid to speak. Everything before and after is where your VA comes in, and their ownership grows from there.

How do I lead a team so I'm not managing every little thing?

We don't do meetings here. Swap long meetings for short daily Scrums and let Super Toolkits answer the how-to questions. Your VA brings what they're working on and where they're stuck. You answer once, and the answer goes into the toolkit so nobody has to ask again.

What if I can't afford a big team?

You don't need one. Most Win Teams start with one full-time VA who works directly for you, with no agency markup. The Capacity Rebuild Starter is $497 and gets the setup in place before you hire anyone.

How to get started

How do I build a business that runs without me?

Get what's in your head into Super Toolkits and build a team that owns the work, step by step. Start with the tasks that interrupt you most. The Capacity Rebuild is how we do that with you, and the 5 Minute Capacity Checklist shows you where to begin.

How do I stop being the bottleneck in my business?

If every task needs your OK before it moves, you're the bottleneck. Move the answers out of your head into Super Toolkits and let your VA make the calls those guides cover. Reviewing work takes far less of your energy than doing it.

How do I know if I'm the bottleneck?

Most founders are the bottleneck and don't even realize it. Everything comes down to them, whether they're on their own or have one VA who's more of an assistant. Common signs:

  • Nothing moves until you've weighed in.
  • Work stalls when you take a day off.
  • You're the only one who knows where things are.
  • You redo work instead of reviewing it.

The 5 Minute Capacity Checklist shows you where it's happening in your business.

What is the first step to getting my time back?

Take the 5 Minute Capacity Checklist. It shows where your time is going and which work should come off your plate first. From there, the Capacity Rebuild Starter begins with a Capacity Deep Dive with Kris, and we show you how to build your first two Super Toolkits.

Where do I start if everything feels like it needs me?

Start with the task that interrupts you most often. That task becomes your first Super Toolkit, built with you, and it's the first thing that stops needing you.

Working with Win The Hour Win The Day

What is the 5 Minute Capacity Checklist?

The 5 Minute Capacity Checklist is free and takes about 5 minutes. It shows where your business depends on you most and which work should come off your plate first. It's the best place to start before the Capacity Rebuild Starter.

What services does Win The Hour Win The Day offer?

It starts with the free 5 Minute Capacity Checklist. Next is the Capacity Rebuild Starter ($497), a standalone program that takes about 30 days. It begins with a Capacity Deep Dive with Kris, and we show you how to build your first Super Toolkits. If you want to keep going, the Winner's Circle membership finds, hires and onboards your full-time VA, trains them to lead and keeps building your setup with you. You can also go straight into membership.

How much does it cost to work with Win The Hour Win The Day?

Working with us starts at $497 for the Capacity Rebuild Starter, one time. If you join the Winner's Circle membership within 30 days, that $497 comes off your first month. Membership details are covered in your Capacity Deep Dive with Kris.

What happens in a Capacity Deep Dive?

It's your first step in the Capacity Rebuild Starter, with Kris. Together you find what's pulling you in most, so your first two Super Toolkits go where they'll give you the most time back. It's not a sales call. It's real work on your business.

What does the Leadership Program teach my virtual assistant?

It turns your VA into a leader who thinks ahead and owns the work. They learn Win Talk, how to bring you the fix and not just the problem, and how to grow their ownership step by step. They learn alongside other VAs in live WIN Team training.

What is the Capacity Rebuild?

The Capacity Rebuild is how we build a business that runs without you. We change the setup first and clear the way, then find, hire and onboard a full-time VA we train to lead.

What's included in the Capacity Rebuild Starter?

The Capacity Rebuild Starter is $497, one time. It's a standalone program that takes about 30 days. It includes:

  • A Capacity Deep Dive with Kris
  • Your first two Super Toolkits, with our process and guidance
  • Full access to the Academy

Your VA comes with membership, after the Starter.

What happens after the Starter?

The Starter stands on its own, with no commitment after. If you want to keep going, you can join the Winner's Circle membership, where we find, hire and onboard your full-time VA and keep building your setup with you. If you join within 30 days, your $497 comes off your first month.

Why not just hire a virtual assistant straight away?

A VA hired into a business with no setup becomes one more person waiting on you. Set up the work first, then hire. That's why the Capacity Rebuild Starter comes before your VA does.

What is a virtual assistant for small business owners?

A virtual assistant is a remote team member who takes work off the founder's plate, usually full time. With Win The Hour Win The Day, your VA works directly for you, learns your business from Super Toolkits and takes on more ownership as they go.

What training does my virtual assistant get?

Every Win The Hour Win The Day VA gets a very robust program:

  • The Learning Center, a training library built for VAs
  • Live Win Team trainings with other VAs
  • Monthly live sessions
  • Daily and weekly touchpoints with our team and the director of our VA program

Founders and team leaders learn in the Academy. Your Super Toolkits teach your VA how your own business runs.

Is there a guarantee?

Yes. If your VA leaves or isn't a fit in the first 90 days of membership, we recruit and onboard the next one at no cost. It's one free rehire, and it rarely happens.

Is it fair to hire a virtual assistant in the Philippines?

Yes, when the wage is fair and the job is steady. Our VAs in the Philippines are paid a fair wage, work full time from home and work for one business. That stability is a big part of why our clients keep the same VA for years.

Who it's for

Who does Kris Ward work with?

Founders who've hired before, most of them 10 to 15 years in business. Coaches, consultants, agency owners and professional service firms who are good at what they do and still have everything running through them.

Is this right for a solo business owner?

Yes. Solo founders often need it most, because everything runs through one person. Most Win Teams start with one VA, and the setup grows with you.

Is this only for big companies?

No. We work with small businesses, and most start with one full-time VA.

My business is different and my clients are special. What if I'm the one who has to do the work?

Most founders believe they're the only one who can do the work, and for the core of it, they may be right. Every task still has pre-work and post-work around it, like prep, client emails, scheduling and admin. That's where your VA starts, and their ownership grows from there.

I don't have time to set it up. What now?

That's the reason to start. You don't do it alone. We walk you through it, step by step, from how you already work. The Capacity Rebuild Starter is a standalone program that takes about 30 days.

Frameworks and terms

What are the four pillars of a Win Team?

Super Toolkits are how it gets done. Scrum is where we build it together. Win The Hour is when it gets done, because the calendar is a tool, not a philosophy. Win Talk is how we speak out and step up.

What is Win Talk?

Win Talk is how we speak out and step up, the fourth pillar of a Win Team. Team members speak out. They bring ideas, own mistakes and say when something's off. Team leaders step up. They ask the right questions and course correct instead of punishing. Everyone says the thing with no run-up, aims it at the work, and asks before they conclude. Team members and team leaders are equals. Nobody here is the boss.

What does energy management not time management mean?

It means protecting your best focus for the work only you can do. Time management squeezes more tasks into a day. Energy management decides which tasks should be yours at all, and hands the rest to your team.

What does "delegation is a lateral move" mean?

It means handing a task to someone else doesn't take it off your plate if it still runs through you. The task moves sideways and you stay the bottleneck. The fix is setting up the work so your VA can own it.

What does it mean to own an outcome?

Owning an outcome means your VA is responsible for a result from start to finish. Ownership grows step by step, from one task to the whole result, as your VA learns your business and your Super Toolkits grow.

What is a Scrum?

A Scrum is a short daily huddle where your team shares what they're working on and where they're stuck. Kris Ward runs her team on Scrums instead of long meetings, because questions get answered fast and the work keeps moving.

Podcast and resources

How can I work with Kris Ward?

Start with the free 5 Minute Capacity Checklist. When you're ready to build, the Capacity Rebuild Starter is $497 and begins with a Capacity Deep Dive with Kris.

Where can I learn more about the Win Team?

The Win The Hour Win The Day blog and podcast cover it in depth. Good places to start are "How to Build a Business That Runs Without You" and "Stop Being the Bottleneck."

Build a business that runs without you.

Get the pre-work and post-work off your plate. We work with you to clear the way, then find, hire and onboard a full-time virtual assistant we train to lead.

Get the 5 Minute Capacity Checklist