Fearless Fridays: From HR to mentoring introverts

28 September, 2018 By Anna S E Lundberg 2 Comments

I’m pleased to share this month’s Fearless Fridays interview: here, I’m speaking to Janice Chaka and, yes, she is yet another gorgeous digital nomad I met in Barcelona back in October. Here, we discuss how and why she started her business, as well as where she finds support and inspiration as a nomadic business owner and introvert.

Watch the full interview or read on for the highlights of Janice’s story!

Fearless Fridays: From HR to mentoring introverts

Working in HR and recruitment, Janice Chaka initially left to go freelance but then decided to take her work with introverts and make that full time, founding The Career Introvert. She now mentors introverts who are looking to reach the next level in their careers, whether that be via changing career, getting a promotion, or starting their own business. Janice is location independent and currently based in Mexico, which brings its own set of rewards and challenges.

1. At what moment did you decide it was time for a change?

janice-chaka-street — **Janice has found a way to leverage her own introversion, while helping others do the same.**

The change came in two stages. First, I was working for a conglomerate, and they let me work from home. This meant that I was more productive and got more done – but it also meant that they didn’t have enough work for me: I’d ask for more work, and they’d answer, “No. Just get paid.” I became bored, and I started looking for other things. I started doing a side thing on my own, and then I left to work for myself.

As for working with introverts, that came from working with another company while freelancing. They were taking up so much of my time that I didn’t have time for myself. I was a freelancer, but they didn’t really understand that, and made me feel like an employee. There came a point where I was in Hong Kong and it was midnight and, of course, this was the one time that the internet went down. I was scrambling out of my hostel to go to the airport because I knew the airport had Wi-Fi, just to make this one 30-minute meeting where all they did was complain that the connection wasn’t good. That was the cut-off point for me. I asked myself, “Why am I doing this? Is it worth this stress?”

So, I stopped. Even during that time, I’d been doing workshops on introversion and networking for introverts, holding meet-ups in different countries, for example. This was a sign for me to concentrate on that, and not let other things control my life.

2. What was the biggest challenge you faced in making the change?

That’s a really good question. One challenge is that a lot of my friends, especially in the past, definitely don’t do anything of this nature. They work for a lot of big companies: they go to an office, they work overtime, they get paid, and then they come home. I also have a lot of friends who are in the medical community. I can’t talk to them about what I do, because it just doesn’t make sense to them.

Other barriers have been geographical. I live in Mexico and, even though I’m English and I have a British passport, I don’t have a British bank account, a British address, or any of the things that can be helpful when you want to, for example, set up a Stripe account, or Shopify, if I were to set up an eCommerce site. To get the back-end working, there are so many little things you need that are easier if you have a British, American or Canadian bank account; having a Mexican bank account doesn’t help at all.

The other thing is the misconceptions that people have about introversion and what it is; why introverts may or may not need help.

I think those have been the main things; but new stuff comes up all the time.

3. Where did you get the support you needed to make it happen?

I’ve done it the wrong way, and done it all by myself. I do have one friend who is a tech-y guy. He’s my go-to website person, or my “this-thing-has-broken-or-exploded-please-help” contact. Apart from that, I’ve had mentors along the way, occasionally, but mainly it has been just me. This is not the way to do it!

I’ve always been a person who does stuff by themselves and I am a bit of a loner. I don’t usually ask for help, but I’ve become better at it. Now, I have accountability buddies, and that has been useful. I don’t have just one – I have one for my book writing, one for business, one for various other things. Everyone’s different, and everyone has a different viewpoint.

4. What’s the best part of your lifestyle today?

janica-chaka-destinations — **Where to next?! Janice became location independent more by accident than by intentionally deciding to become a digital nomad.**

It’s fulfilling and it’s rewarding; it’s helping people. You go through the self-doubt thing, then you have that one conversation with someone and you help them through something and you think, “Yeah! I helped them do that!” and you feel good about it.

As far as the lifestyle, it was an accident, I didn’t plan it. I didn’t set out saying, “I want to be a digital nomad.” I get to work online, which is great. A lot of my background is in HR and recruiting, and all of that I can do online. I like to travel, and I have friends around the world, so I get to stay for free – I’m lucky in that way.

You have to balance your time between, “I want to go out and drink sangria!” and “Oh, I actually have client meetings for three hours.” It takes time and it takes experimentation to find out what works for you and what doesn’t work for you. Finding the right way of working, finding your best hours of work – it’s about knowing yourself, and that’s an ongoing journey. It’s getting better, but it’s always going to be a ‘work in progress’ – and I’m okay with that.

5. What one piece of advice would you give to someone who is considering making a big career or lifestyle change?

Be open to change. A lot of people get stuck on smaller details like the website, and the logo, and the colours. Just do it! You don’t know if people want these things unless you go out there and ask. Don’t fall in love with one idea and then get so narrow and focused on it that you’re not open to anything else.

I think that happens a lot. People think, “Oh, I want to do this,” and then they realise they hate it, or they get bad clients; or they get so stuck in the minutia that they don’t realise that there are other things that they can do, or other areas where people need help. They get stuck, married to a particular idea.

Just think of it as a way of supporting yourself. Yes, you want to enjoy it, but don’t necessarily turn your hobby into your job, because then you might hate your hobby. It doesn’t work that way.

Get help; ask for help. Don’t expect everything to be free. You have to give value; but there’s a fine line between giving value and then just giving everything away for free. If you’re giving it away, people don’t respect the value that you are bringing.

Find out more about Janice on her website or follow her on Facebook and Twitter.

Fearless Fridays: From in-house programming to independent app development

31 August, 2018 By Anna S E Lundberg Leave a Comment

This month’s Fearless Fridays interview is with Lewis Smith, another digital nomad whose path crossed with mine in Barcelona in October 2017, at the 7in7 digital nomad conference. Here, he explains why he chose to take smalls steps, instead of big leaps, quitting his job to travel the world with his wife.

Watch the full interview or read on for the highlights of Lewis’ story!

Leaving a corporate job behind to follow your passion: From in-house programming to independent app development

Lewis Smith was happy in his programming role but chose to leave, with his wife, to explore more of the world – starting with Thailand. Initially managing the stress of a variable freelancing income, Lewis now runs his own app development business. Today, he’s a developer and digital nomad who helps people lose weight with Progress Body Measurements app and stay connected with World Time Widget app.

fearless-fridays-lewis-smith-pyramids — **Lewis travels with his wife, Jen, who quit her job on the same day as him**

1. At what moment did you decide it was time for a change?

I actually really liked my job. It was a big corporate and the potential for advancement with the company I was at was really nice; they treated me very well. It came in a couple of stages, but really the seed of it all was planted on my honeymoon in Chiang Mai. At the time, it wasn’t known as a digital nomad spot. We were just walking around the town and thought, “We could live here.” Six months after that, we did!

At that point, I didn’t have my app business, but we were going to just take some time off as we had some savings. I wanted to do the apps, but it took five years to get them to a point where they were my main thing.

Before that, we’d never been outside of Europe. Being in Thailand was a culture shock but in such a good way: life was so different, and we really enjoyed Chiang Mai. There was a lot of the world that we hadn’t seen, and we wanted to do more, and see more – that was a big driver.
My wife, my friend and I all gave our notice on the same day.

2. What was the biggest challenge you faced in making the change?

The ‘feast-or-famine’ aspect of freelancing was hard. It was four or five years before the apps worked out, and income was a constant thing on my mind: “What should I focus on? Will the apps ever be something that I can do full-time? Should I really focus a lot on that? Or should I just embrace freelancing?” Part of the reason it was feast and famine was that I was never spending any time, or as much time as I should have been, looking for freelance work; all my free time was spent on my other business.

Finding the right balance was a big challenge, and I think the main advice I would give is to try not to worry about it. (I know, that is super easy to say!) I spent so much time being stressed, thinking, “In three months, am I going to have this business?” Really, I was never hungry, and it was never shit. My life was always pretty good, and if I’d spent less time with negative emotions about that, I probably would have moved forward quicker.

Lewis Smith — **Lewis ran a session at the 7in7 conference in Barcelona on IT security on the road, and it was both terrifying and reassuring in the solutions that he provided!**

3. Where did you get the support you needed to make it happen?

I didn’t have as much support as I would have liked! My wife Jen was a huge support, but outside of that… I feel like I’ve been a lot better at finding support as I’ve become more successful.
Conferences like 7in7 are a really great way to meet people and to get support. I also ran a mastermind group in Thailand for a little bit and that was really good. I listen to podcasts, and it’s always useful if you can find one that is in your niche or in the thing that you want to do. I don’t necessarily like the business-type podcasts, but just find something in your sector that gives you a good feeling.

4. What’s the best part of your lifestyle today?

It sounds mega-corny, but I think it is the freedom. I feel like I have control over all aspects of my life, like how to spend my time wherever we go. Everything is within my influence, so it’s great to be able to travel and to work, and then to have a few days off – I really appreciate that every day.
Then, the day I wake up after I haven’t done any work, money is still coming in. That is a pretty great feeling!

5. What one piece of advice would you give to someone who is considering making a big career or lifestyle change?

I think the best advice is to resist the urge to just throw it all – your corporate 9 to 5 – away. That’s the thing I see often, and disagree with the most. Obviously, the urge to jump completely is strong, and I totally get that. I think if you can find how not to do that, and just think, “How could I not jump?” – take one step – I think that is probably my best advice. And you can apply that at any time, to anything: take one step, instead of jumping.

You can find Lewis online at LewisMakesApps.com, on YouTube and on Twitter. If you’re looking for extra support and accountability to lose weight, then be sure to also check out his Progress app.

Fearless Fridays: From ad agency to digital nomad pioneer

27 July, 2018 By Anna S E Lundberg 1 Comment

For this month’s Fearless Fridays interview, I’ve been talking to another digital nomad extraordinaire, Kit Whelan. I met Kit in Barcelona in October at the second year of the 7in7 digital nomad conference, which she co-founded with her partner Nick as well as Kyrie, whose story I shared last month.

In addition to being a co-founder of the 7in7 conference, Kit is a freelance social media strategist, as well as the creator and host of Nomad and Spice, a podcast dedicated to supporting location-independent women. An early adopter of the digital nomad lifestyle, Kit has been travelling for almost a decade, and discusses the importance of community when you’re living on the road, as well as balancing a love for travel and the desire to make an impact with your work.

Watch the full interview or read on for the highlights of Kit’s story!

Leaving a corporate job behind to follow your passion: From ad agency to digital nomad pioneer

Kit Whelan has been a digital nomad for nine years, having started her career in an ad agency and then working on the Obama campaign. She runs a social media consultancy, mostly working with small luxury hotels, and co-founded the 7in7 conference for digital nomads. She also co-hosts the Nomad + Spice podcast for location independent women… and is obsessed with cats and space travel.

1. At what moment did you decide it was time for a change?

After finishing university, my goal was to get a job at an ad agency. Thankfully, it was before the Great Recession in the States, so it was not that hard to get a job then. I remember hanging up the phone after getting the job offer and thinking, “Is that it?”

I’d worked really hard in school and university, and done all these things so I could have a good resumé. Then I got the ‘good job’, the last societal finish line.

I enjoyed my job, I really did, but after a few years, it was just so repetitive; I didn’t feel like I wanted it. I desperately wanted to travel more than the paltry two weeks a year that they give you in American companies and I just wanted more out of life – more adventure, more excitement. So that’s why I originally quit my full-time job to work on the Obama campaign, because I felt like I was doing something that was bigger than myself. I wanted that to continue. For me, going back to a full-time job would have been going backwards.

2. What was the biggest challenge you faced in making the change?

Kit Whelan — **Kit and Nick have been travelling together as a “24/7 couple” – and, as you can see from their faces, they make it work!**

At the beginning, I was so focused on the travel that taking time for work still seemed like an inconvenience. Now, I have three businesses that I take a lot of pride in and I spend a lot of time working on them – my perspective has definitely shifted. But when I began, remote work was still very new. It was a lot harder, with potential clients asking, “Where are you located? What are you doing?” They were often a little nervous and I would have to negotiate with, “Just give me three months and we’ll see how it goes.”

I travel and work with my partner so there are also challenges of a more personal nature. Honestly, for me, being the 24/7 couple is great – but I know that’s really challenging for a lot of people. For us, as long as we’ve got a good pair of headphones and can have our separate time and space, we’ve done pretty well as far as the whole “work-together-all-the-time” thing goes!

3. Where did you get the support you needed to make it happen?

For me, the biggest thing that you could possibly need for a nomad lifestyle isn’t just making money from your laptop, it’s the community and support: that is the most important thing. And in the early days, when I was more focused on my travels than on work, it was mostly just Nick and I. We would meet people wherever we went and that was fun, but we didn’t have a long-term support network.

Obviously we had our families, but that wasn’t the same as having a really solid support network. We stumbled into one when we were in Berlin the summer of 2013 to 2014 and there happened to be a lot of other nomads there at the time. This was still during the time when if you met another nomad, it was like finding a unicorn!

It was like, “Oh my gosh! You’re a nomad too? We’re best friends now.” We started hanging out with these people, having movie nights, then hanging out every weekend, co-working together every day during the week. It was like having this little nomad family for the first time, and that’s when I realised what we’d been missing. I’ve now worked to build that for myself.

I started a conference to make more friends and to show other nomads that this is what you need, this is what you’re missing. Over the years, I’ve seen a lot of people drop out of the lifestyle and usually that’s because they’re lacking community. They’d say that they felt lonely, they said that they missed having that community, and often they’d end up going back home.

That’s a perfectly valid choice, but you don’t have to do that. You can absolutely gather your own network and your own nomadic family and have that support system no matter where you are.

4. What’s the best part of your lifestyle today?

**Looks like Kit has found her community: these are the smiling faces of the year 2 conference attendees in Barcelona**

The best part for me is the community; but I think still the best part of the nomad lifestyle in general is just the freedom and the ownership of my time. When I had a full-time job, a great apartment, great friends etc., what shaped me a lot was that fact that I was living on someone else’s schedule – I was working for someone else’s goal and I had no time for myself. You end up just living for the weekend because by the time you’ve arrived home from your job, you’re just exhausted.

There’s no time to do anything for yourself and even now, if I’m stressed because I’ve taken on too many projects, I end up feeling like I have to remind myself that I chose this: I’m the one who gave myself this work, I’m the one who chose to do these projects. I’m the one who decides when I wake up, I decide when I work. I decide where I live and what I eat. Everything is my decision so if, at any point, I’m miserable, it’s my own fault… there’s no boss to blame.

So my favourite part of the lifestyle is definitely the freedom.

5. What one piece of advice would you give to someone who is considering making a big career or lifestyle change?

Stress less. Things will work out – you don’t need to have everything planned, and failure is good, you learn from it. And I think the most important thing is to find yourself a community.

To non-nomads (we like to call them Muggles!), you will always be an oddity. They’ll say, What? You don’t have a house? You’re just travelling? You work from your computer? How do I do that?!” and you might feel like you’re coaching people sometimes.

You need to have people in your life who completely get you. People who can support you through what you’re doing and have been through those situations. That’s the most important thing.

Read more about Kit’s social media consultancy on her website Kit + Co, discover her podcast at Nomad and Spice, and read more about the 7in7 Digital Nomad Conference on the 7in7 website. You can also find her on Twitter and Instagram @KitWhelan.

Fearless Fridays: From nomad newbie to conference co-founder

29 June, 2018 By Anna S E Lundberg Leave a Comment

This month’s Fearless Fridays is with Kyrie Melnyck, co-founder of the 7in7 conference for digital nomads – which is where I met her, while speaking at their second-year event in Barcelona in October. (In fact, there will be a few more interviews coming up with other co-founders and speakers in the coming weeks…) Her story is a perfect fit for this month, given our focus on freelancing at One Step Outside these past weeks. Kyrie left a job in events at a tech company in Vancouver to become a digital nomad, freelancing and now running this conference as well.

Kyrie discovered the idea of being a ‘digital nomad’ through a chance encounter while working as an events planner for a technology company in Vancouver. Fast-forward to today and she is the co-founder of 7in7, a conference for experienced digital nomads taking place across 7 years on 7 continents. In our interview, Kyrie explores her reasons for choosing a nomadic life and how she builds communities to tackle some of the biggest challenges that location-independent freelancers face.

Watch the full interview or read on for the highlights below!

Leaving a corporate job behind to follow your passion: From nomad newbie to conference co-founder

Kyrie is an ocean-loving digital nomad and co-founder of 7in7, a conference for experienced digital nomads that’s taking place on 7 continents over 7 years (yes, even Antarctica!). She has 7+ years of event experience and is the owner and founder of Catalyst Events Co., which supports people with event strategy and auditing. When she’s not eating, sleeping and breathing events, you can find her on the beach, tracking down the best coffee in town or plotting her next adventure!

1. At what moment did you decide it was time for a change?

I was in Playa Del Carmen in Mexico and I met two nomads, Shane and Cassie, and they dropped the term ‘digital nomad’. This was about three years ago, and I asked, “Oh, what is that? That sounds like something I could do.”

Nomad Coffee — Kyrie likes coffee – can you tell? She’s pictured here with her second co-founder, Nick

Then I ended up researching like a crazy person, trying to find anything and everything. I couldn’t find a lot of information for women or people in this space who had been digital nomads, but I did come across Kit Whelan, who is actually the co-founder of 7in7 now [note from Anna: Kit’s interview is coming up next month!], and just randomly reached out to her for coffee, because she happened to be in Vancouver where I was.

She was leaving two days later and I appreciated that she took the time. It just snowballed from there! I had this seed planted and I thought, “I need to get out of here, I need to do this, I need to be a digital nomad.”

So I transitioned from my role as an event coordinator at the company I was with, into their customer support team – I had been with them for a few years and I knew the product so could slide into that role quite easily – and I then took that remotely to Cambodia. That’s where it all started, and it went on from there.

2. What was the biggest challenge you faced in making the change?

I think everyone probably faces their own set of challenges moving into this sort of lifestyle, where there are not any rules set for you, so you’re creating your own.

Buying the ticket and going to Cambodia was great. I had the ability to use my previous job to help me figure out what was going on there – like training wheels, I suppose! I didn’t jump right into it. I had remote work, I was getting paid in Canadian dollars and living in Cambodia, which helped me find the time and space to figure out what I wanted to do with it. I really appreciated that.

One of the biggest challenges was jumping from the standard hours and knowing that I had that consistent paycheck, into something more client based, and trying to figure out how to adjust finances and budgeting whilst travelling. Managing clients, and when they would pay you, was also a real learning curve; I’m awful with numbers. So most of the challenges were around budgeting, figuring out the systems for dealing with clients, and how that can become consistent, so I didn’t have to stress every month about money coming in.

Then the second thing was community. Having co-created 7in7, I created one of my own! I guess that’s the extreme, I don’t think everyone’s going to jump up and plan a conference to try to find their people…

It just so happened that I fell into that, and it’s been a truly magical journey, because I’ve had all of these amazing people come into my life. Loneliness can be a huge factor when you’re jumping into a remote work lifestyle or digital space.

3. Where did you get the support you needed to make it happen?

Creating the community of 7in7 has been more of a passion project than a job, because it’s just so great and fun to do. I think that’s played a huge part in creating a community and having that remote team to bounce ideas off of was a huge support; having them to combat loneliness was big for me. Previously working in a company where I was the only person that was remote was quite a challenge.

As for budgeting and finances, I’m still working my way through those ones, but it’s getting a lot easier. It’s becoming more consistent. I think it’s just a matter of diligence and really paying attention to what you’re doing. It’s easy to lose track when currencies change all the time.

4. What’s the best part of your lifestyle today?

Kyrie in the desert — Where in the world is Kyrie…?

I think the flexibility is probably the best part. I’m currently travelling with my partner and I think it’s been fun to experience the world with someone else, which is new to me, being able to go out and explore in different ways. Actually having someone to ask, “Hey, remember that awesome sunset we saw?” instead of being alone and saying “Hey, look at these pictures.”

I think that’s probably the best part of my lifestyle right now; plus 7in7 is great. It’s nice to have a big thing that I’m working towards for another five years. It’s directed to the travel path, and my life, which feels good, and it’s exciting to see the growth of that over the next few years.

5. What one piece of advice would you give to someone who is considering making a big career or lifestyle change?

I think the number one piece of advice is that there’s no right way to do it, so do what feels better. I think the whole time you’ll be teetering on this level of fear, thinking, “Am I doing this right?” and having to push yourself.

There are all these little points of fear; but then you also need to find financial stability, and a place that you feel comfortable – don’t just go to Chiang Mai because everyone’s going to Chiang Mai. If you don’t like Chiang Mai, go somewhere else.

Trying to find your own path is the tricky part. I’m still doing it! But I think the number one piece of advice would be to just create your own path. Don’t follow other nomad paths – but definitely reach out if you need any sort of support. Ask people about it, because everyone’s excited to share.

You can find Kyrie online at Kyriemelnyck.com or follow her on Twitter and Instagram. Find out more about 7in7 on their website and you can follow them on Instagram, Facebook and Twitter!

Fearless Fridays: From sales and recruiting to business growth strategy

25 May, 2018 By Anna S E Lundberg Leave a Comment

This month’s Fearless Fridays interview is with none other than my own coach and mentor, Kelly Roach. Kelly is a former NFL cheerleader and had a hugely successful career in sales and recruitment before she decided to start up on her own in order to create what she most valued in her life: freedom, fulfilment and financial abundance.

There are so many valuable points that Kelly makes in this interview. She shares how she right away recognised the importance of having someone to guide her through the process and hired a coach a year before she even started her business; she talks about the importance of building a team so that you’re never alone as an entrepreneur; and she gives some powerful advice around showing up and doing the work to create a brand and an eco-system that will last for years – even when you’re not always seeing the results right away!

I REALLY recommend that you watch the full interview below (and keep an eye out for Kelly’s little entrepreneur in the making, Madison) and you can also read on for the highlights below.

Leaving a corporate job behind to follow your passion: From sales and recruitment to business growth strategy

Kelly Roach is the host of the top-rated podcast Unstoppable Success Radio, an International best-selling author, and the CEO of Kelly Roach Coaching. As a former NFL Cheerleader and Fortune 500 Executive where she was promoted 7 times in 8 years, Kelly brings a powerful combination of proven and profitable business growth strategies coupled with the mindset, wellness and productivity practices required to help entrepreneurs build a profitable business around a life they absolutely love. Kelly’s passion and purpose is in helping entrepreneurs around the world achieve exponential profit, sales and income growth.

1) At what moment did you decide it was time for a change?

I started off doing sales and recruiting for a Fortune 500 firm, and really worked my way up the corporate ladder extremely quickly. I was promoted seven times in eight years. I became the youngest Senior Vice President in the company, and I was managing 17 branches. I had a team of 100 people. Really what I was doing was a lot of what I do today, just in a different format. I was responsible for driving sales growth. My whole job was teaching, training, coaching, and developing people to one, believe in themselves, two, have the confidence, and three have the skills to go out and sell and market and build their business.

When I started my own business, I really took the best of what I loved so much and was so passionate about in that field and really channelled my energy into something that I felt was much more impactful and fulfilling to make a difference in the world, which is focusing on small business owners. For me, it’s very fulfilling when a business owner says, “I was able to pay off my debt,” “I was able to quit my job,” “I was able to pay to take my family on vacation.” One of my favourite success stories ever was when a client told me that after their first six months working with me it was the first time ever that they got to pay for all of their Christmas presents with cash.

It’s little things like that, that’s why I decided to do what I do. I know today that every business owner that I help, it’s a family that I’m touching, and it’s a relationship that I’m reinforcing because of that person now being able to have the freedom and flexibility to put their family first, which is my most important premise in my business. It doesn’t matter where you are today, whether that’s important to you or not, at some point it will be. If you start ahead, and you start working on that when you don’t need it, which is exactly what I did. I wasn’t pregnant with Madison yet. I didn’t have a daughter, but I was planning ahead for that when I started my business because I knew that by the time she got to be the age that she was interacting and kind of knew what was happening in life that I wanted to be a really present mom. When you plan ahead and you work towards your dream, and you set goals for yourself, you can make anything possible.

Kelly Roach coffee shop — Kelly realized that her core values are freedom, fulfilment and financial abundance.

The biggest thing was honestly quality of life. Getting seven promotions in eight years was my goal – and I really made the decision to go in early and stay late, and work on the weekends, I didn’t have to do that. The corporate world is a completely different beast than the entrepreneurial world: when you’re building your own business you build a team and you keep adding to that team, so you’re able to leverage your time. I don’t work any more in my business today than I did when I was a start-up, and we’ve grown obviously substantially. But the difference is in the corporate world every time you get a promotion, every time you take on more, you’re expected to just work more and more and more and more hours. There’s no correlation. You’re not actually building something that’s scalable, or that will allow you to then later reap the benefit and the reward of that.

To me, that was a very short-term way of operating. I thought, “This doesn’t even make sense. I’m not actually creating something that down the road I’m going to be able to leverage. I can keep getting promoted, but I keep having less and less time. Even though I’m making more money, I’m not accomplishing these things.” It was really just coming to a precipice of realizing that my three values were freedom, fulfilment, and financial abundance. I really had to do some reflection and I recognized that that is not available or possible in a corporate environment, especially in a Fortune 500 firm. You really can’t expect that in a job. I think you have to take responsibility to go out and create that.

Now what I will say is that I worked very, very hard in my own business to make sure that my team members are able to accomplish those three things, freedom, financial abundance, and fulfilment in their work. I do think it’s possible, but I think it’s very rare because you would have to have a business owner or a business leader that has that mindset of wanting to create that. In most companies or corporations, that’s not obviously, that’s not a priority. That’s not something that’s on their radar to create for people.

2) What was the biggest challenge you faced in making the change?

I think the hardest thing for me to learn as an entrepreneur is a willingness to fail publicly. That is very, very difficult, especially when you’re high D, type A, high achiever, which I know probably you are and so many other people listening. It’s very difficult to fail publicly, so that’s what holds most entrepreneurs back from achieving true success because unfortunately now with everything being done on social, you’re going to win or lose in front of everyone. You’re on a grand stage with everything that you do. I mean, I’ve had completely failed launches where I literally sold nothing. I’ve had webinars where I’ve had no one show up. I’ve had every failure that you could imagine as an entrepreneur.

It was really my willingness to say, “Okay, this is my starting point and now I’m going to do this over and over and over again until I nail it,” and be willing to fail publicly so that we could succeed and achieve greatness. That was the hardest thing for me, it was so difficult to do that. And even now, it’s hard. It’s hard being in the public eye with everything that you do. But I think you have to decide what’s more important to you, protecting your ego, or achieving the end result that you want. For me, I think to myself, “Okay, remember the end result, keep focused on your path.”

I think the other thing is that in every other facet of life we understand that you’ll have to practice and practice and work towards things for years, but then I think in entrepreneurship we expect that the first time we do something it’s going to be this magically perfect result. Then when it’s not, we think, “Oh, that didn’t work, let me go focus over here” – which is the worst thing you can possibly do!

My biggest message of 2018 for entrepreneurs is play the long game and you will be the only person leading in your industry. Everyone’s playing a short game right now, so if you’re the person that’s thinking about 5, 10, 15 years from now, the decisions that you are making will be 100 times more powerful than the decisions that your peers are making. Literally, the cream always rises to the top. You may feel like, “oh my gosh, I’m struggling, I’m scraping by right now, I’m barely able to get a client” – but if you’re making good decisions every single day, that will ultimately translate into you being the leader in your industry.

3) Where did you get the support you needed to make it happen?

I’ve had lots of coaches and mentors myself. I always tell the story of the best decision I ever made when I started my business, which was that I started business coaching with Ali Brown a year before I started my business. That is how much I believe in coaching, in the power of coaching. I realized I could cut 5 to 10 years off just by doing it the right way the first time instead of trying to make it up as I go.

I had a background in business growth strategy and sales, and I still knew that there were immense differences between, for example running an online business and running an offline business. I can’t even convey the value in finding someone who is where you want to be and investing in coaching and training with them. I still to this day utilize so many of the things that I learned from Ali Brown in 2012.

I hear from people all the time that as an entrepreneur, you feel like you’re on an island, you feel lonely. Well, if you build a team and you get a coach, then you’re in a community and you have people who are rallied around you, all working towards a common goal. I never feel alone. I can say that I never feel alone. No one needs to feel alone. But the decisions that you make will determine if you’re on an island, or if you’re in the centre of this community with people having their arms wrapped around you.

I started off with a VA for one hour a week, and that was the start of my team. I think it’s very intimidating for people to hear ‘team’ because they’re thinking of investing $50,000 in a full-time person (or pounds, or whatever!). You know what I mean? Yes, that is the ideal, and that’s where you want to get to eventually, but that’s not where you’re going to start; that’s not where anybody starts. Just get started with some small incremental amount of help to allow you to focus on the right things so that you’re not getting dragged down into the things where you should not be spending your time and energy on.

4) What’s the best part of your lifestyle today?

Everything. I mean, I would say I’m at a stage now where years of making good decisions, years of planning in advance have come to fruition. The ability to have my husband home full time with my daughter, which was the number one most important thing in my life – I retired my husband so that Madison never had to go into day care – that’s my proudest accomplishment. Being completely debt free. Last year we paid off our house. We have no debt of any kind. Getting to take a lot of family vacations, spend quality time together, put my family first. Last summer, I took every Friday off. This summer, we’re doing a lot more trips, because Madison is older and we can travel now. I just think that after a period of years of doing the right thing, and doing the right thing, and doing the right thing, even when I wasn’t getting the results from it, it comes full circle.

5) What one piece of advice would you give to someone who is considering making a big career or lifestyle change?

My biggest piece of advice for new entrepreneurs today is to focus on engagement-based video. That was not available when I started my business. There was no such thing as live streaming, and Instagram wasn’t even a thing at that point. I would say that is the best business breakthrough that’s happened in the past decade, and it’s free. If you’re a new entrepreneur starting today, you need to make your phone your best friend. You need to make your phone your best friend, and get on camera.

That is the biggest piece of advice I have for new entrepreneurs. It wasn’t available to me. Now with my second business that I’m just starting, everything we’re doing is engagement-based video: we’re live streaming every week, we’re doing Boomerangs, we’re doing stories…. And we’re seeing our audience grow faster there than my audience is growing in my coaching company. It’s because we’re leveraging the tools and technologies that are available today that weren’t available when I started my first business.

Find out more about Kelly at Kelly Roach International on Facebook and you can also follow her on Twitter and Instagram.