1 on 1 Coaching

For entrepreneurs & freelancers who are dedicated to making their “one-year-from-now” vision happen.



I see you.




You’ve gotten where you are because you’ve been willing to put in the hard work and long hours. You’ve said yes to opportunities and tried things even when you felt uncomfortable.




And now? Now there's a new vision on the horizon.




One that is requiring more of you. 



The problem is finding the space to turn that “one-year-from-now” vision into reality.




If you do nothing; things will be just like they are now. You’ll stay too tired, overwhelmed and too bogged down to act on the projects that will bring your business to the next level.




What if you knew all the potential pitfalls and had a plan for those too? What if you actually feel massively in control and accomplished? 




What would that be like?



Go from “struggling to find time to work on my ideas” to knowing EXACTLY which tasks to prioritize and guiding your team to implement.

Get a better understanding of yourself in this stage of business – see what is needed and make a ‘real life-ready’ plan to get there.

Gain the (wo)manpower you need to translate your ideas into a working plan. You get the benefits of a kick-ass coach who's excellent at visioning.

Feel like the boss you are – no more going from task to task each day. You have a plan that keeps the most important things first. 

Have some freaking fun! When was the last time you left your home office and put yourself in a position to be inspired and creative?

It's time to get what you want. You started this thing so that you could play by your own rules. It's time to dig deeper to get more of what you want.

It doesn't actually matter what methodology you use for your sales/marketing/operations/etc. I am a masters at translating ideas to plans and implementation. I never try to force clients into something that doesn't work for them. This is totally custom coaching based off of your working style, your needs, and where you're going.

I'm Hailey.

And I've spent the last few years helping established business leaders go from ‘bogged down' to ‘executing effectively'. 

I used to serve clients as a virtual assistant – but I repeatedly saw the need for two things – more white space for reflecting, planning and visioning and the need for smart, thoughtful and non-BS feedback from a ‘lieutenant' (someone who knows their business and can tell it to them straight). 

The established online business owners I've worked with absolutely thrive when they incorporate these things regularly – which is why I became a coach. 

It's high-octane support from a kick-ass life coach who knows exactly where you are and where you're going. 

“The worktreat was awesome! We covered a lot of ground but still were able to get details down into a project plan and delegated to my team.

In 3 days we outlined a new service offering, work-shopped an app idea, got me caught up on 100 outstanding emails, and had enough time for some good meals and rest.

Hiring Hailey is one of the best things I've ever done for my business.”

Heather O.

Saas Coach & UX Designer

Your next level of success is closer than you think.


1 on 1 coaching is right for you if:

  • If you are ready to launch a new idea but need focus to bring it to market….

  • If you've been waiting until you have some “downtime” to think more deeply about the next stage but it somehow never comes… 
  • If you have a few high-priority projects that you're ready to tackle but you're not sure how.

What's included in 1 on 1 coaching?

1 on 1 Coaching is a 6 month committment of 1 hour, 1 on 1 coaching sessions and a ‘Worktreat' – 3-day, all-inclusive working retreat custom built for your specific goals. Before the Worktreat we'll be focusing on clarifying your vision and fully committing to it. After the Worktreat, we'll put our energy into troubleshooting the new changes you've made.

During the retreat we include everything you need to be successful. That means flights to and from the retreat, food and snacks, lodging, and access to a kick-ass project team (that's us!). All of this happens at our HQ in beautiful Normal, Illinois. 


Before working with Hailey…I felt overwhelmed and nearing burnout. The important things just didn't get done. But with Hailey's help my to-do list is becoming smaller. 

Hailey offered proof to her claims of capability by simply showing me what she could do and offer.  And now, I feel confident that I finally have someone that can help me. Idea to done!
Sherhara D.

Master Trainer, LevelComm

One year from now, you could be exactly where you are now…hoping you'll get to your next vision summit “some time soon”.

I hate to be the bearer of bad news, but the reality is simple. If you don't figure out a way to make room for high priority thinking (through coaching or some other way), you will never reach your next level of success. You have to make space for CEO-time if you want that next level – whatever it looks like to you! If you don't, your vision is more of a dream than anything else.

You won’t be known to all the clients who need your help. 

You'll be at the same revenue you are now.

You'll miss out  on exploring new opportunities which could be lucrative and fun.

I truly believe that working with a coach (especially one with my background) is the fastest cheapest way to actually achieve the vision you hold for yourself.

You could decide to figure it out on your own or…schedule a  Worktreat give yourself the shot of energy you need.

The breakdown:

  • 6 months of weekly, 1 on 1 coaching (via Zoom).

  • Priority access to your coach (that's me!) via email and instant messaging for impromptu troubleshooting and questions. 

  • An all inclusive retreat: room, food, and fun for 3 days.

  • 2 facilitators/project team members on-site with you during the Worktreat. 
  • My well-tested formula for lasting transformation. 


Q: What kind of outcomes can I expect?

A: We concetreate on identifying the thoughts and habits that keeping you stuck and block your success. Having these insights alone is huge! We then take that information and apply it to your “one-year-from-now” vision and make plans for achieving that vision in a way that makes the most sense for you. The outcomes vary based on the goals of the client, but typically they are typically related to achieving a more fulfilling work life balance, bringing a new offer to market, or streamlining processes to save time and money.

Q: Who am I working with?

A: My name is Hailey (I'm your coach!) and my Worktreat facilitator is named Melanie. Together, we've been in online business for10 years. We are experts at translating vision into actionable plans. We also have the chops to implement them! Between us, we have skills in personal transformation, marketing, operations management, product development, tech management, and content production. We can't wait to bring our skills together with your vision!

Q: Is transportation included?

A: Transportation to, from, and throughout Normal, IL is included. This means that besides getting yourself to your nearest airport on time, you don't have to worry about anything! 

Q: How soon can I schedule the Worktreat portion of my coaching?

A: We need at least 8 weeks to prepare for a Worktreat, so that's the earliest after beginning coaching that you can schedule it! 

Q: I have a V.A./Assistant/other team members. How do they fit into the equation?

A: =Coaching is a power-up for YOU, the business owner. The Worktreat is an add-on or power-up to for your business. This means that we might need to virtually pull in your V.A. or another team resource during the Worktreat, but that will be discussed ahead of time.

Q: This sounds like just what I need! What's the investment?


The short answer: My 6 month 1 on 1 Coaching Package is $12,000.

The long answer: Great question! 1 on 1 Coaching is $12,000 or $2000/month for 6 months. Here's what you're getting: 

You get my support and expertise (that means 4+ years of research, conversations, coaching, project management expertise and obsession with visioning and planning) any time you want over 6 months. We're talking lots of thought and work on your business and life directly.  

You get a 3-day event that I promise will be your FAVORITE thing you did for your business this year. 

You get vital insight, a shift in your thinking, quite possibly the most engaging experience you've ever had with a coach, new ideas and most importantly, you will walk away knowing exactly what to do and how to get it done – this time and every other time moving forward.


Hailey helped me take the universe of possibilities that was overwhelming me, and break it down to something actionable and real that I can move forward with.

I am feeling more confident now that the consulting business I desire is attainable and I can finally achieve the success I have been dreaming about.

Elizabeth S.

Project Management Consultant


Still not sure if this is for you? Let's talk about it. 


(I'll be straight with you, if I can help, I'll offer it. If I can't, I'll refer you to someone I trust.)