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The Era of the Unintentional Entrepreneur: An Interview with Kevin Reeth of Outright.com (Part 1)

The Era of the Unintentional Entrepreneur: An Interview with Kevin Reeth of Outright.com (Part 1)

The Era of the Unintentional Entrepreneur

    With a background including successful stints with Yahoo, eGroups, and Intuit, Kevin Reeth was well-prepared to strike out on his own as a co-founder and CEO of the web start-up Outright.com, a free online bookkeeping platform for small businesses and self-employed persons. In today’s economic climate, though, more and more people are finding themselves thrown into entrepreneurship without a background like Reeth’s as their companies fold or downsize leaving them to strike out on their own.

    To help these “unintentional entrepreneurs” get their feet under them, Reeth partnered with Network Solutions to form Unintentional Entrepreneur, a website and organization dedicated to helping newly self-employed workers get off on the right foot as freelancers, consultants, and small business owners. So far, Unintentional Entrepreneur has hosted free seminars in a handful of cities, with more on the way, combining formal presentations with social networking in an effort to provide the information and social environment fledgling entrepreneurs need to start building towards success.

    After I wrote about Outright.com at Freelance Switch and on my own site, The Writer’s Technology Companion, several people at Outright.com contacted me and struck up a conversation, culminating in an offer to interview Reeth about Unintentional Entrepreneur and the challenges – and rewards – facing today’s entrepreneurs, unintentional or otherwise.

    This is part 1 of a three-part series. In this section, Reeth and I discuss entrepreneurship in general. In part 2, we’ll discuss the way that technology is changing the entrepreneurial landscape, and in part 3 what Unintentional Entrepreneur is doing to help first-time self-employed workers. The interview was conducted on July 17, just after their first event in Los Angeles.

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      Dustin Wax (DW): Let’s start with a general question: What is an unintentional entrepreneur?

      Kevin Reeth
        Kevin Reeth (KR):

        An awful lot of our customers are folks who were working in corporate America and had had paying jobs for years and had lost their job last fall or early this year, had been looking for a job, and had gotten to the point where they had to figure out something to do. And now they’re starting to hang out their own shingle to see if they can earn a living that way.

        What’s interesting is, compare them to people who’ve been small business owners or self-employed for many years, who had gotten used to it. People leaving the confines of a corporate job quickly get a pretty significant wake-up call in terms of what it means to work for yourself.

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        DW: So you have the wave of people for whom entrepreneurship has become an only option, something that came onto their radar as an option not because of an internal drive to do it but because of the economy.

        KR: Yes, I think that’s exactly right. This may not have been something that they thought about, maybe they never did have that drive, maybe they weren’t maybe wired that way or maybe they’re more risk-averse. But now they have certain practical realities that are forcing them to consider new options, and entrepreneurship is one of the options they’re considering. And so, they may have never done this before and may not understand what it means to operate as a business right now.

        DW: What does it mean?

        KR: The first focus, honestly, needs to be sales. If you don’t have people paying you, nothing else matters. You’re not going to be a very successful business for long.

        Along with that, when you first get started, it’s all about networking. Your initial business is going to come through referrals, friends and family, and coworkers and associates. It’s not going to be through advertising and promotions, and not from fancy marketing stuff. By getting out there and getting connected to people, you will have opportunities present themselves.

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        And then where we tend to focus, where Outright focuses is on helping people understand that they need to prioritize their time, that time is going to be their most precious commodity. There’s a lot of stuff you can do dirt cheap or free, but one of the worst things you can do is get bogged down in the details of stuff that really doesn’t matter. Use technology where it can be most effective. Automate the stuff that doesn’t provide value, and doesn’t grow your business. Honestly, the back office stuff, the bookkeeping – we know it’s not sexy. This is not what you want to be spending your time doing. Use the technology available to automate that, so you can be out there, doing sales, servicing existing customers, getting more repeat business, not worrying about where the money is going, whether something is deductable or not, remembering to pay taxes on time.

        DW: You said that the first focus is sales. There’s a skill set involved in sales, though, that very few people have. If you’re an engineering person or computer scientist or whatever, how can you develop or sharpen those sales skills?

        KR: I think that’s actually more daunting than it has to be. People tend to think about it as, “OK, I have to go do sales, I have to sell myself.” And the secret with networking is that, if you go out there and just meet other people, you understand that all of us are in the same boat at the end of the day, all of us need help. It’s all just building relationships.Even at the big enterprise sales level, so much of sales comes down to whether people like each other, whether they get along, and whether they have a relationship. There is a bias in decision-making around purchases that goes beyond just the rational facts. So you don’t have to be the greatest salesperson in the world, you just need to be able to build relationships with people.

        DW: We’ve talked about the challenges facing new entrepreneurs, but what are some of the benefits of being an entrepreneur, especially in today’s economy?

        KR: One, I think it will become one of the most empowering experiences you can ever have. It’s one of those things where it is a personal journey for anybody who tries it. A lot of things are going to go wrong. You’re going to fail at a lot of things. But you’re going to learn an awful lot about yourself. You’re going to find out what you’re capable of, and that’s invaluable.

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        Another great thing is that you will extend your network dramatically. You are going to get to meet so many new and interesting people that no matter what the future holds, you’re going to build relationships that are going to last.

        And there’s the education component. You’re going to be forced to learn more in the first three months working for yourself than in years working for someone else. And at the end of it, you will have that knowledge, you will have that experience. It’s going to make you better not only working for yourself but if you ever go back and work for someone else, you’re going to be significantly better at it.

        These are not easy things, they’re not free, awesome things that just happen to you, you have to work for them. But the value you get out of that journey is immense.

        In Part 2 of this series, we’ll discuss some of the ways technology is changing today’s small business and self-employment landscape, and the tools that Reeth recommends for new entrepreneurs. See you then!

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        Last Updated on June 26, 2020

        How to Stay Motivated and Reach Your Big Goals in Life

        How to Stay Motivated and Reach Your Big Goals in Life

        It is hardly a secret that the key to successfully accomplishing one goal after another is staying motivated. There are, of course, tasks which successful people may not like at all, yet they find motivation to complete them because they recognize how each particular task serves a greater goal.

        So how to stay motivated most of the time? Here are 5 simple yet effective ways on how to be motivated and get what you want:

        1. Find Your Good Reasons

        Anything you do, no matter how simple, has a number of good reasons behind it.

        You may not be able to find good reasons to do some tasks at first but, if you take just a few moments to analyze them, you will easily spot something good. We also have many tasks which don’t need any reasoning at all – we’ve been doing them for so long that they feel natural.

        If you’re ever stuck with some tasks you hate and there seems to be no motivation to complete it whatsoever, here’s what you need to do: find your good reasons.

        Even when you set goals, there needs to be reasons behind these goals. They may not be obvious, but stay at it until you see some, as this will bring your motivation back and will help you finish the task.

        Some ideas for what a good reason can be:

        • A material reward – quite often, you will get paid for doing something you normally don’t like doing at all.
        • Personal gain – you will learn something new or will perhaps improve yourself in a certain way.
        • A feeling of accomplishment – at least you’ll be able to walk away feeling great about finding the motivation and courage to complete such a tedious task.
        • A step closer to your bigger goal – even the biggest accomplishments in history have started small and relied on simple and far less pleasant tasks than you might be working on. Every task you complete brings you closer to the ultimate goal, and acknowledging this always feels good.

        Here’re 9 Types of Motivation That Make It Possible to Reach Your Dreams.

        2. Make It Fun

        When it comes to motivation, attitude is everything. Different people may have completely opposite feelings towards the same task: some will hate it, others will love it.

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        Why do you think this happens? It’s simple: some of us find ways to make any task interesting and fun to do!

        Take sports for example. Visiting your local gym daily for a half-an-hour workout session sounds rather boring to some. Yet many others love the idea!

        They like exercising not only because they recognize the good reasons behind it, but simply because it’s fun! At certain time of their daily schedule, they find going to gym to be the best thing to do, simply because nothing else will fit their time and lifestyle so perfectly.

        Depending on how you look at it, you can have fun doing just about anything! Just look for ways of having fun, and you’ll find them!

        A simple approach is to start working on any task by asking yourself a few questions:

        • How can I enjoy this task?
        • What can I do to make this task fun for myself and possibly for others?
        • How can I make this work the best part of my day?

        As long as you learn to have the definite expectation of any task being potentially enjoyable, you will start to feel motivated.

        Some of you will probably think of a thing or two which are valid exceptions from this statement, like something you always hate doing no matter how hard you try making it fun. You’re probably right, and that’s why I don’t claim everything to be fun.

        However, most tasks have a great potential of being enjoyable, and so looking for ways to have fun while working is definitely a good habit to acquire.

        3. Change Your Approach And Don’t Give Up

        When something doesn’t feel right, it’s always a good time to take a moment and look for a different approach for the task.

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        You may be doing everything correctly and most efficiently, but such approach isn’t necessarily the most motivating one. Quite often, you can find a number of obvious tweaks to your current approach which will both change your experience and open up new possibilities.

        That’s why saying “one way or another” is so common — if you really want to accomplish your goal, there is always a way; and most likely, there’s more than one way.

        If a certain approach doesn’t work for you, find another one, and keep trying until you find the one which will both keep you motivated and get you the desired results.

        Some people think that trying a different approach means giving up. They take pride in being really stubborn and refusing to try any other options on their way towards the goal.

        My opinion on this is that the power of focus is great, but you should be focusing on your goal, and not limiting your options by focusing on just one way to accomplish it it.

        4. Recognize Your Progress

        Everything you may be working on can be easily split into smaller parts and stages. For most goals, it is quite natural to split the process of accomplishing them into smaller tasks and milestones. There are a few reasons behind doing this, and one of them is tracking your progress.

        We track our progress automatically with most activities. But to stay motivated, you need to recognize your progress, not merely track it.

        Here’s how tracking and recognizing your progress is different:

        Tracking is merely taking a note of having reached a certain stage in your process. Recognizing is taking time to look at a bigger picture and realize where exactly you are, and how much more you have left to do.

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        For example, if you’re going to read a book, always start by going through the contents table. Getting familiar with chapter titles and memorizing their total number will make it easier for you to recognize your progress as you read. Confirming how many pages your book has before starting it is also a good idea.

        You see, reading any book you will be automatically looking at page numbers and chapter titles, but without knowing the total number of pages, this information will have little meaning.

        Somehow, it is human nature to always want things to happen in short term or even at once. Even though we split complex tasks into simpler actions, we don’t quite feel the satisfaction until all is done and the task is fully complete.

        For many scenarios though, the task is so vast that such approach will drain all the motivation out of you long before you have a chance to reach your goal. That’s why it is important to always take small steps and recognize the positive different and progress made. This is how your motivation can sustain in long term.

        5. Reward Yourself

        This is a trick everyone likes: rewarding yourself is always pleasant. This is also one of the easiest and at the same time most powerful ways to stay motivated!

        Feeling down about doing something? Dread the idea of working on some task? Hate the whole idea of working? You’re not alone.

        Right from the beginning, agree on some deliverables which will justify yourself getting rewarded. As soon as you get one of the agreed results, take time to reward yourself in some way.

        For some tasks, just taking a break and relaxing for a few minutes will do.

        For others, you may want to get a fresh cup of coffee and even treat yourself a dessert.

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        For even bigger and more demanding tasks, reward yourself by doing something even more enjoyable, like going to a cinema or taking a trip to some place nice, or even buying yourself something.

        Your progress may not seem to others like anything worth celebrating but, take time and do it anyway! It is your task and your reward, so any ways to stay motivated are good.

        The more you reward yourself for the honestly made progress, the more motivated you will feel about reaching new milestones, thus finally accomplishing your goal.

        Mix and Match for the Best Effect!

        Now that you have these five ways of staying motivated, it is a good moment to give you the key to them all: mix and match!

        Pick one of the techniques and apply it to your situation. If it doesn’t work, or if you simply want to get more motivated, try another technique right away. Mix different approaches and match them to your task for the best results.

        Just think about it: Finding good reasons to work on your task is bound to helping you feel better; and identifying ways to make it fun will help you enjoy the task even more.

        Or, if you plan a few points for easier tracking of your progress and on top of that, agree on rewarding yourself as you go; this will make you feel most motivated about anything you have to work through.

        More Tips to Boost Your Motivation

        Featured photo credit: Lucas Lenzi via unsplash.com

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