Business Coaching

For entrepreneurs and small business owners who want dedicated space to talk through what's happening in their business and figure out what makes sense from here.

Sometimes you have a decision you're trying to make. An idea you want to work through. Something that isn't working the way you expected. Or there are simply too many things competing for your attention at once.

Business coaching gives you a place to bring all of that.

We can talk through what's happening, explore possibilities, look at the business from different angles, and figure out what you want to do next.

My coaching style is collaborative and practical. You know yourself, your life, and your business better than anyone. I bring business education, thoughtful questions, and another perspective to the conversation.

Investment:
Monthly: 1 session per month — $92 + HST
Bi-weekly or Weekly: 2–4 sessions per month — $68 + HST

50-minute virtual (Zoom) sessions • Eastern Time (ET) • Canadian dollars

Prefer to learn and work through your business alongside other entrepreneurs? I'm also developing new virtual learning opportunities for 2027.

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Business coach Chelsey Hart sitting on a sofa in a coaching space, providing one-to-one business coaching and entrepreneurship support for small business owners and professionals.
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Coaching & Consulting FAQ

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Still have questions? You're not the only one. Here are a few of the things people ask before booking a coffee chat.

  • If you're looking for practical business education, thoughtful conversation, and a collaborative approach to solving problems, there's a good chance we'll work well together.

    Many people begin with a live program, where we explore business fundamentals in a small group setting before moving into one-on-one coaching as new challenges arise. Others know they want individualized support from the start.

    If you're not sure which option makes sense, that's exactly what the coffee chat is for.

  • Coffee chats are free Zoom conversations designed to get to know each other.

    We'll talk about where you are, what you're working toward, and what's feeling challenging right now. I'll answer your questions and explain the different ways we can work together. Afterwards, I’ll follow up with detailed notes for your consideration and review.

  • Overwhelm is often a sign that you have a lot on your plate.

    We often start by getting clear on where you are, where you want to go, and the challenges you're navigating right now. Together we'll explore what's already working, what you'd like to see change, and which decisions are most likely to move your business forward.

    My role isn't to tell you what your business should look like. It's to create a supportive space where you can think, ask questions, and make informed decisions that align with your goals, your values, and your life.

    Sometimes that means refining a marketing strategy. Sometimes it's creating systems that make day-to-day work easier. Sometimes it's figuring out how to pay yourself fairly while building a business that takes care of both you and the people you serve.

    Many entrepreneurs begin with a live program, where they can build business knowledge and confidence alongside a small group of peers before moving into one-on-one coaching or consulting as new challenges arise.

  • Of course.

    Coffee chats are designed to help you make an informed decision. Sometimes people join a program, sometimes they book coaching or consulting, and sometimes they leave with a few resources and a clearer sense of what they need next.

    My goal isn't to convince you to work with me. It's to help you find the support that makes the most sense for where you are right now.

  • That's more common than you might think.

    Sometimes people reach out with a specific question about pricing, marketing, or growth. Sometimes they simply know something isn't working anymore and want a place to think it through.

    You don't need to have all the answers before reaching out. We'll explore where you are, where you'd like to go, and what support makes the most sense for this stage of your business.

    For many entrepreneurs, that starts with a live program—a lower-cost, education-focused way to build knowledge and confidence before moving into one-on-one coaching or consulting as the business grows and new challenges arise.

  • No.

    Social media is one way to market a business, but it's far from the only way.

    Many of the entrepreneurs and business owners I work with build successful businesses through referrals, networking, workshops, community partnerships, speaking opportunities, repeat clients, and genuine relationships.

    Together we'll explore the principles behind effective marketing and ethical sales so you can make informed decisions about where and how you want to show up.

    For some people that includes social media. For others it doesn't.

    The goal isn't to copy someone else's marketing strategy or spend your life creating content. It's to build a business that helps the right people find you in a way that feels sustainable, authentic, and aligned with your values.

    Marketing should help the right people discover your work—not make you feel like you're performing for strangers on the internet.

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What clients often share about coaching

  • “I haven't been this off the grid since I started my social media accounts in 2020, and yet I feel like my business is flourishing more than ever...not in a way that feels out of control and scary, but in a way that feels really aligned with who I am and what I want out of my life.  This is why coaching with you is one of the best and most important business investments I've made in the past year. You can put that on your testimonials page. And you're never getting rid of me now, sorry lol” —Renee M.

  • I've worked with Chelsey on and off over the past three years since moving to Canada, and she has consistently been an incredible support at every stage of my business journey. No matter where I'm at, she's able to meet me there and help me move forward with clarity and confidence. What I really value is her ability to help me focus on what truly matters - and to recognise and build on what I already have, rather than feeling like I need to constantly create something new. Chelsey strikes the perfect balance between being supportive and being honest. She's not afraid to point out inconsistencies or highlight things that I might be overlooking, which has helped me to avoid potential issues and stay aligned in my business. She's genuinely a breath of fresh air to work with, and I'd highly recommend her to anyone looking for thoughtful, grounded and insightful business coaching and support.
    -Emily H

  • I truly don’t know where I’d be without Chelsey’s support. I came to her with a thousand ideas and one big goal. Six months later, I was essentially living my dream life. Her patience, her ability to lead by example, and her genuine care for you as a human — without attachment to what you ultimately choose — is an art in itself. It’s hard to articulate the depth of her support. From building my website, to setting boundaries, to challenging me to think differently — but most importantly, teaching me how to build a life that actually works for me. I’ve never felt this much peace, and I know she has played a major role in that. 12/10. Highly recommend.
    —Josie E

  • Chelsey is a fantastic coach. Prior to working with Chelsey I was feeling very overwhelmed , alone and burnt out. Not only has she helped me clarify my direction and focus by helping me build systems, she has helped me to build my confidence as an entrepreneur. She really listens to what I am saying and gives great constructive advice on how to tackle any of the issues that arise. I love that she emails me detailed notes on our session so that I can go into the new work week with a new perspective . The coaching with Chelsey has been a game changer for me and my business.
    —Steph W.

  • Before working with Chelsey, entrepreneurship felt overwhelming for me even though I had already been in business for over 15 years. I had so many big ideas and was constantly coming up with plans for offerings in my head, but I kept getting stuck in paralysis by analysis and it felt impossible to create and maintain momentum. Chelsea has helped me clarify my values, simplify my decision-making, and take real action in a way that is sustainable and actually gets me closer to my business goals. Plus, she’s so relatable and helps me to feel like I’m not alone in my challenges, while keeping me accountable and giving me straightforward guidance and feedback. Love working with Chelsey!!!
    - R.M.

  • Chelsey's has been incredibly helpful in helping me build my business. She's been my coach for over a year (almost 2) and has helped me rebrand in a way that aligns with my values and makes marketing feel a lot more authentic. And each time I get overwhelmed by a new challenge or fork in the road, she holds the space I need to sort out my thoughts and re-find my sense of direction. My bi-weekly calls with Chelsey keep my momentum up (and my income has been steadily growing!) I'll probably work with her forever! hahaha...
    - Chelsea H.

  • Chelsey has saved me countless hours of research and hard lessons by sharing resources and giving incredible recommendations from experience. I don't think I would have been able to say 'I have a successful business' for a full decade into the future if it wasn't for Chelsey. However, I think my favourite thing about Chelsey is the way she helps me protect my mental health. I explained boundaries I had set for myself around work early on and she reminds me whenever I step past them. She also reminds me to celebrate my wins - so many of us women put our head down and work and don't come up for air often enough to celebrate what we are doing. Entrepreneurship in general can feel lonely - like no one else understands the complexities of what you do - Chelsey makes you feel seen.
    - Kendel R

  • Chelsey’s coaching provides me a safe, warm and organized space to grow and brainstorm all my business ideas and fine tune my overall business strategy. That dedicated time to work on the ideas that need addressing in my business, is so valuable. I love working with Chelsey and would recommend her to anyone.
    - Courtney

Business coach and educator facilitating a live online business program, providing practical business education and collaborative learning for entrepreneurs.
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Business Consulting

For established business owners leading teams.

If your business has been operating for five or more years and you have more than three full-time staff, the conversations often shift. Growth creates new challenges, decisions affect multiple people, and there are fewer opportunities to step back and think strategically.

Business consulting provides dedicated space to explore those bigger-picture decisions.

Together we might work through:

  • succession and transition planning

  • growth and expansion strategy

  • interviewing and hiring

  • operational systems and decision-making

  • service and offer development

  • strategic planning and facilitated conversations

You know your business, your industry, and your team.

My role is to bring business education, practical experience, and an outside perspective that helps you explore options, weigh trade-offs, and make informed decisions with confidence.

Book A Coffee Chat

Build a business you actually want to run. Learn, how to market ethically, sell with confidence, and build a business that pays you fairly—without living online or sacrificing your values. 

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Practical Education

You’ll learn the same business foundations I teach in my programs — including marketing, pricing, systems, and decision-making — and apply them directly to your own business.

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Thoughtful Support

Coaching gives you space to untangle ideas, explore challenges, ask questions, and make decisions with someone who understands the realities of entrepreneurship.

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Sustainable Growth

Together, we’ll look beyond “more” and focus on building a business that supports your income, energy, relationships, and the life you want to create.

Let's Start with Connection.

Building a business can feel surprisingly lonely.

Whether you're trying to find clients, make decisions, price your work, market in a way that feels aligned, or simply figure out what comes next — sometimes it helps to talk it through with someone who understands entrepreneurship.

A coffee chat is a free conversation to learn more about your business, explore what you’re working through, and see whether coaching is the right fit.

No preparation required. No sales script. No pressure.

If coaching makes sense, we’ll talk about what support could look like. If it doesn’t, you’ll still leave with a few ideas, resources, or questions to help you move forward.

Book A Coffee Chat