Thinking of making the jump from your 9-5 career to entrepreneur? In this episode, Business Coach Amy Cunliffe walks us through:
- How to create your transition runway from day job to business owner
- Setting your expectations to embrace flexibility
- The top 3 things you need to know before you start a business
- Strategies to reduce the risk when you launch your first service
Access your free workshop, Breakthrough Imposter Syndrome where you will overcome overwhelm and take action to book in your next client, in less than 30 minutes.
>>MEET AMY<<
After spending over a decade supporting entrepreneurs, startups, and corporations grow their businesses internationally, Amy quit and left that career behind. As a Certified Business Coach supporting business owners in their growth phase and creator of The Entrepreneur Compass, Amy has leaned into her decade+ of experience supporting the international growth of over 500 leaders, startups, and corporations to help her current clients simplify their businesses, and journey towards reliable financial growth.
>>CONNECT WITH AMY<<
>>RESOURCES YOU’LL LOVE<<
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>>MEET YOUR HOST<<
Kelly is the podcast host and founder of Entrepreneur School, an education hub for ambitious moms who want to start and grow their brands. She’s an award-winning marketer and brand strategist, visibility coach, and girl-mom of 2, constantly juggling hockey practices and marketing plans.
She’s your Fairy Brand-mother waving the magic wand to give you the confidence, guidance and support you need to get to your next level of success.
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Transcript
When you're thinking about building out that runway, one of the first things I would say is what is your financial cushion? Right? So financial safety for a lot of people who already are high earners, like let's just be real, like the idea of leaving that comfort behind is not easy.
Kelly Sinclair:This is the Entrepreneur School Podcast where we believe you can run a thriving business and still make your family a priority. This show is all about supporting you the emerging or early stage Entrepreneur on your journey from solopreneur. To CEO while wearing all of the other hats in your life. My name is Kelly Sinclair and I'm a brand and marketing strategist who started a business with two kids under 3am, a corporate PR girl turned entrepreneur after I learned the hard way that life is too short to waste doing things that burn you out. On this show, you'll hear inspiring stories from other business owners on their journey, and learn strategies to help you grow a profitable business, while making it all fit into the life that you want. Welcome to Entrepreneur School.
Kelly Sinclair:Welcome Amy to Entrepreneur School.
Amy Cunliffe:Thank you so much. I'm super excited to be here.
Kelly Sinclair:We are talking to each other from opposite sides of the world on different days. It's a magical thing, to have the internet and to have found each other from different. What are we? What are we what's the north and south thing called Wow, hemisphere. We're not having a science conversation. So that's fine. We're gonna talk about business, we're gonna talk about business, growing a business starting a business in particular. So I'm really excited to chat with you about this. Because as I was saying to you, my entry into entrepreneurship was definitely unconventional. And it was sort of like a big huge life change where I lost my mom. And then I took time off of work and decided, What am I going to do now? And so that's when I started building up the idea of starting a business and transitioning that way. But I know that a lot of people are thinking about entrepreneurship in terms of an exit from a current job. And like, for whatever reasons, you know, I want more time freedom, I want more financial opportunity, all of the things and how, how does one do that too. Let's talk about navigating from nine to five to entrepreneurship.
Amy Cunliffe:Yeah, so let's just dive right in.
Kelly Sinclair:We're starting with we just go straight into it, people don't have time to listen to 45 minutes a small talk.
Amy Cunliffe:If not:Kelly Sinclair:Mm hmm. Yeah. So many things competing for your time, all the time. And, and knowing that any sort of change, especially one as significant as moving from a career, which, quote unquote, has stability, and you know, you feel secure, they're into taking a risk and going out on your own and opening out, or opening the sort of floodgates of questioning yourself, how do I figure out what to do for a business? How am I qualified for this? Because all of a sudden, isn't it interesting how, when somebody else gives you a title, you're like, Yay, I got that. I'm a VP now or a manager, but all of a sudden, you give yourself the title of CEO. And it's like, oh, that doesn't mean anything, because I gave it to myself.
Amy Cunliffe:Yeah, absolutely. Right. And in like, to your point, like, I have clients still where I'm like, your leader, you know, and they're like, no, no, I'm not. I'm just someone who does this little thing. And even for me, like, when I'm presenting or I'm workshopping, or whatever it might be, I really have to be like, No, you are the director of your business. You are the founder of your business, you are running a business, you are a business owner. And it's like, oh, yeah, I am. This moment of like, oh, yeah, I am. And I think also, to your point, Kelly, people are also attached to their titles in their careers. And that is an easy way to signify, of course, but also a way to identify. And so what and so like, I love this idea of it being bestowed upon you, but, but you feel that you've earned it, and you feel that you've worked toward it. And you feel that that is a title given in recognition of all of that. So it feels easier to put it on. Even though sometimes we also feel like a bit of a fraud or an imposter as we get like, it's like a life rule that person I got that job or whatever it might be, and I gotta prove to them that I'm a great hire, you still feel like you've earned it. So it's easier to put it on. And like, stretch into that. Where as when you make the shift for a lot of people, it's like, you just grab that off the shelf. So it feels very uncomfortable. And it takes time to really, really start to own that. This you kind of question, did I earn this? Or did I just give it to myself? Which you know, you did give it to yourself? And then you did earn it by the way?
Kelly Sinclair:Yes. Yes, absolutely. That is something that all of a sudden, it feels like we're like, Oh, I'm so new. I'm so new business. I'm so new at this, but not really, because your experience still counts regardless of what container it was in before you didn't just reset. And now you have you don't know anything, just because you're an entrepreneur. Now, we may have things that we don't know as much about such as like the behind the scenes stuff before running a business, which is different than you actually being able to implement and deliver on the service, and the skill set and the expertise that you bring to the table.
Amy Cunliffe:Yeah, that's 100%. Kelly, you couldn't have said it better.
Kelly Sinclair:Who is it? I love this conversation. So let's get a little bit tactical, then for the people who are thinking about leaving a career and moving into an entrepreneurial venture. And how do we where do you start? And how do you build this with the knowing the time constraints, and knowing that people will have their own sort of? What's the word I'm looking for, like threshold of comfort of like when you actually take that leap? So I'm curious to go down that road with you.
Amy Cunliffe:all number. And I did this in:Kelly Sinclair:Yeah, I love I love how you've said that. Because it's definitely very subjective. And while there's a lot of rhetoric around out there around entrepreneurship, and when you're an entrepreneur, you have to have a fairly high risk tolerance. And that's true, but it's also still so subjective. And I know that this is a point of disagreement between my husband and I, because he's very much the like, spreadsheets and numbers, and is it all going to work out and I'm like, my energy says, it's all going to work out. So I'm gonna lean into it and just do it. And then know that my belief in my ability to figure it out is what's going to pay off for me. And, you know, I've seen that work and take longer than it, I thought it should and all of those things. So you sort of teed up there that expectations is an important factor to consider when moving into starting a business and even just thinking about what the beginning of your business looks like. So let's chat about that.
Amy Cunliffe:Yeah, so that that's great, because that kind of goes into and I love the example of your husband and you and the two forces, because that's what like when you're in your nine to five, this is what led to me having a practical business plan that's like a flexible, adaptable business plan can look like. So what I mean by that is, you know, you can do your vision, you can do your strategy, you can do a whole bunch of things, where I would think that you would need to focus on personally is how well do you understand your client? How well do you understand your service? And how well do you understand yourself? And knowing that so I love I'm going to use the example is like, you're like, Yeah, I've got this, this vibe and this energy that's telling me that this is gonna work out. And then you've got a partner who's there to support you in the best way they know how to be kinda like, well, it's forecast about this. And that can feel like for me, and probably for you a little bit like Motwane like come on right?
Kelly Sinclair:All his spreadsheet, the spreadsheet of killing, but that's fine.
Amy Cunliffe:I love that. It also there's a time and a place for that spreadsheet, right? So for you and for anyone like me as well, it's like, let's come at it with some informed ideas then, right? Like I'm gonna follow this energy. And and a great way to do that is to start testing out like what your services are testing out who you think your client is. So these are basics. You don't even need a spreadsheet for this but like you do your first composite of your persona or your ideal client avatar, whatever language you're using, and you based on assumption. And what you can do when you're in your career is start within your own organization, I'm sure that you've got people that you think that person would be amazing for this kind of fuzzy service I'm thinking about. And you can start having conversations with people and just genuinely talk to them about it over your lunch hour, for example, or buy them an after work beverage. And you can start testing your own assumptions of the type of client you think you'd like to work with. And you might think that you want someone who's at an early stage like you are, or you might be thinking that you want someone who's got a deep level of strategy thinking. But then when you have those conversations, some of those ideas might start being challenged, or you might see start to change. Now, when you're testing, obviously, don't make it highly anecdotal, and just change everything on a whim based on one conversation, you're going to need to have a bit more information. I come from like a service designing background, like I'm like an actual trained business coach. And so I work in the space of innovation. And one of the rules of thumb that we have as designers is to speak to a minimum of six people, and feel informed by those themes and those patterns. And so this comes back to the spreadsheet, because here you are doing your creative thing, following this feeling and kind of going, boom, I feel like this would be the type of customer I would be working with. And then you take all that data and information, and you start to kind of go, what does it actually look like in terms of the kind of customer I want, and you're creating a version 2.0. So you're iterating on your work already. And this becomes informed and practical. And you're already de risking before you even put anything into market, which I just find beautiful. So you kind of get a little bit of that spreadsheet by like, what does this actually look like in terms of a forecast, and then you start making sense of it. So you get a bit of both, you can start doing things like that, and I'm using the client as the most obvious one. But you can do this with your service as well in terms of testing in small ways as well.
Kelly Sinclair:And you know what that ideal client work needs will always evolve. It's something that you're constantly getting more clarity about, the more that you actually work with people and have conversations with people. And in any of these contexts. So both, like even just hearing you say that back to me feels really, it's just giving me a different perspective of how to look at it. And it's something that I teach people as well, right, like, knowing who you're talking to knowing who your ideal client is, is absolutely critical. Because you're not going to make a sale if you don't understand and show them that you understand what they're going through what they're struggling with, what their challenges are, and what their dreams are, you know, all of those things, at least to a certain level of specificity, then you are able to come in and provide a service that matches with that and message it in a way that resonates with them. So there's 100%, two sides of the coin.
Amy Cunliffe:Yes. And that's why you have to, like I said, like you, you take this time to know yourself, your client and in the potential service you want to offer. And I like to think of it as a potential because you want to say it's always also flexible, the way that you're talking about your client is and it's always evolving. And so matching, like you said, like you kind of go okay, well, I understand them more deeply than I thought, based on this information that I'm gathering. And then based on that, it's like, like you said, if this is what they're looking for, and this is what they're running away from, and this is what they're truly desiring. Then, from your perspective, or anyone's perspective, it's like, well, then, how do I show up like, like the pain relief to what they're running away from? Or the icing on the cake towards what they want to move, move toward, right, so toward their dream? I said that messy, but you understood it? Like how are you the icing on the cake and make it better?
Kelly Sinclair:Yeah, no, I like those analogies. I'm like, Oh, this is so good. Yes, because it's sort of like one or the other like pain, you're there really solving a pain or you're supporting a dream sort of thing.
Amy Cunliffe:Absolutely. And so then like, you can speak to that more clearly in your messaging to say, I really get it. And then this is how my service can support that for you. So you're no longer talking just about the five calls. If you're if you're a business coach like myself, like five calls, and this is what you'll get. And this is my framework, you won't be talking about that. But you will be talking more to the fact that like, I really get that you're feeling like, you know, you've got the success and it's kind of scary to leave that behind and move into this new thing. Like what if I'm not as successful there, right? Like you want to have that proven for you. And it's also like, you can speak to the fact of like, well, what if you were to build what you did now and now do it on your own terms. And now you can have an exponential level of growth. So you can spend more time with your children. And you don't have to feel guilty leaving work early and wondering what everyone in the office is saying about you when you leave, because you're taking your child to that doctor's appointment. So like that, that kind of freedom. And you can speak to that in the way that you build your service like, is profound. And your clients saying, Oh, you actually do get it? And this service feels right for me.
Kelly Sinclair:Yeah, and and what I've always heard, and my favorite definition, actually, of confidence is your belief in your ability to figure things out. So when it comes to how are you actually going to deliver on that service, the logistics of it doesn't matter as much as you knowing that you're committed to ensuring that your client will get a result. And so if you can speak to this is where we're trying to go. And then you just, you kind of get somebody on board and you figure out the like, was it six calls? What are the eight calls? Do we need to work together for three months? Or could I have turned this into a digital product or whatever, like, that doesn't even matter at the beginning.
Amy Cunliffe:the way, like when I quit in:Kelly Sinclair:That is fantastic advice. I wish that I could have done that exercise. I mean, I know that I've done sort of different versions of it, if you know, even just if you want to completely depart from what you were doing in your career and like move into something entirely different as thinking of like, what do your friends always ask you for advice on like, what are you always getting questions about that's like, maybe totally unrelated. And you realize, oh, I need to, like, teach people how to make custom shirt coterie boards, or like whatever it is, right? Because maybe it's it's a complete departure. But what a fantastic exercise and an important one for helping with your self awareness. Because we truly do have a lot of blind spots about ourselves, especially when it comes to our own skill sets. And, and sometimes it's really challenging to even articulate, like you said, yours is quite a little bit of a nuanced skill set, where it's not just like, I am good at making this thing. Like, look at how great the thing is I make but when you work with people in the capacity that you do as a coach, you're the soft skills, right, are really important and being able to identify and highlight what some of those are. Okay.
Amy Cunliffe:Okay, remind me one more thing can I just say,
Kelly Sinclair:I was gonna say is you have one more thing, I feel like one more thing would be a perfect round out.
Amy Cunliffe:Okay, I love that we were on the same page. So like I said, I was on a six week exit from my role at that time. But if you were to just do this, knowing that your runway out of your job was months, or even a year and a half away, or something like that, what could also happen is someone could say something like, an area of improvement for you could be that you have beautiful presence and energy. And I just think that you could really step into that a bit more. And if something like that were to be said, you could kind of go hmm, perhaps I need to join or do a course on facilitation training, or communication skills. Right. Now, the beauty of knowing that, by doing an exercise, like just seeing what your colleagues have to say about you, is that that can become a professional development piece that's valuable to your organization, as well as personally valuable for your development into what you're thinking of in terms of your next evolution. So that you have the opportunity to go to your manager and to kind of say, Look, people have been talking about my energy and how good it is. But they really think I need to vocalize more step more fully into this in meetings, or in presentations or in whatever, whatever works well for your, for your manager, basically, for your key role that you hold in your organization. Less Likely, because you're now marrying up that skill that you're like, I'm going to develop this because if I learn how to communicate well here, that's going to serve me in my next iteration of self. But if you can marry that up with your business objective, your or your roles, objectives, nine times out of 10 If there's development budget, your manager is going to be like, yes, absolutely. Let's get behind this, let's grow you. And so now you're also being smart in your environment, about taking this feedback, taking it to your boss or your manager and saying, I would love to upskill illness, you're going to do better at your presentations, you're going to do better at facilitated a, you're going to do better at holding space, in meetings, whatever it is, you're going to just deliver more for your organization, that's a win for them. And you're going to be like shit, I'm so good at this now. And that's a win for you. So you're developing these transferable skills, you're building up that confidence, and you're taking that experience, which again, you are embedding into your organization, which is so helpful, and then taking it with you. And again, if you didn't embed it into your organization, you could always just come back after being on conference even, like, you know, maybe you go on a conference to learn about something that isn't in your wheelhouse. You know, like I see this as an opportunity for the future. If you even gave a presentation on no user experience, right? Something that's like kind of left field from what you do, but you think that there's value in understanding your customers. You could do a presentation on that back to your team to say this is what I learned saw experience in these little golden nuggets I want to bring back to our team. There's no way that they're not going to find value in that so you can make this work for you while you're In your job, so you don't always have to think about, oh, once I leave, then I can upskill no upskill. Now, let's go now.
Kelly Sinclair:Yeah, and I feel like this comes full circle to what you were talking about the beginning that perspective shift of where you said your job is funding your dream. So instead of like having that tension, which I imagine a lot of people like, leave for reasons of burnout, there's all of the like, just the challenge, because I literally do not know how people live in two full time, parent households, or single parent households were somebody who's working a full time job and has children. And like, because I have to go every day at 230, when they get off school, it's ridiculous. Like, it's just not possible. So just reframing even the way that you're looking at the job as part of like the transition plan, rather than when I'm done, then I'll start so there's a lot more overlap, and that you can even almost like I can imagine, re ignite your own excitement for being there, instead of feeling that sort of toxicity, or, or strain around being there. If you are figuring out how you can improve yourself as part of that whole plan. That sounds like a whole mastermind, like, yeah, easing. So people are listening to this are like, great, like, I feel like that will be a really nice permission slip for, for listeners who are working a nine to five and are, you know, at a point of like resenting it, or you really want to get out of there. But knowing that, even if it does take a year or 18 months, or whatever it is, can you look at it a little bit differently? Can you look at it as what's gonna happen next, and then you'll be able to feel really good about that. Or if you're a wild and reckless, not reckless, that's a negative word. But like, if you're a little more comfortable with risks, you know, you maybe you tear off the band aid, and you do it a different way. But there's multiple ways to leave your job and start a business if that's what you want to do. And I love that you, like provided that context for us today Amy.
Amy Cunliffe:Yeah, Kelly, you You've literally just hit up on the fact that that's actually a way to, like you said it is a way to relieve burnout in a role. But there's flow science behind that. So Steven Kotler is one of the board thought leaders, if you will, in flow science, and he talks about this as a way of like, when you're burnt out in a career finding even like the 1% of like, a 1%, shift into like, what can bring you more joy can start completing that burnout stress cycle, so you can allow your emotions to happen. And then you can start focusing on something brand new, that brings in a new level of excitement. So you're absolutely right. So there's science behind that as well, just to just to tell you that that intuition that you just pulled that thread, there's like literal work behind it, that shows that that is exactly the way it works.
Kelly Sinclair:for me, I'm like Hindsight is:Amy Cunliffe:Yeah. Thank you so much, Kelly. So one of the things we talked about was well, we touched upon it we didn't speak about it is that a lot of people actually experienced that imposter syndrome. So we touched on it when it was like absorbing that title, right? So of being a business owner. And because so many people experienced impostor syndrome. I'd really love to gift your listeners a 30 minute workshop. And it is breakthrough impostor syndrome, where you will overcome self doubt so you can feel or experience more like peace or joy or like keys vibes in the work that you're doing, and so they can click the link in your show notes. or they will follow me on Instagram. And that's @amy_cunliffe
Kelly Sinclair:Fantastic as always, listers, please take the guests up on their invitation to connect with them. We are real human beings behind the microphone here and along with you as you shuttle your children around to various activities, or cook dinner or fold laundry or walk your dog or whatever it is that you are doing right now. So please reach out and connect. And Amy, thank you so much for spending your time with us today.
Amy Cunliffe:Yeah, my absolute pleasure. Thank you, Kelly for hosting.
Kelly Sinclair:You did it. You just listen to another episode of the Entrepreneur School Podcast. It's like you just went to business school while you folded your laundry, prep dinner, or picked up your kids at school. Thank you so much for being here. I want to personally celebrate your commitment to growing your business. You can imagine I'm throwing confetti for you right now. If you enjoyed today's episode, please leave us a review. Make sure you're subscribed and let us know you're listening by screenshotting this episode, and tagging us on Instagram, head to entrepreneurschool.ca for tons of tools and resources to help you grow your business while keeping your family a priority. You can subscribe to our email list and join our community. And until next time, go out there and do the thing.