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How to survive the rollercoaster of entrepreneurship

You know that feeling of anticipation and nervousness as you’re climbing the first big hill in a roller coaster? You’re excited but holding onto the handles tightly because you know the big drop is coming soon, then you crest the hill, barreling down at over sixty miles an hour and your stomach drops. Once you fly down that gigantic hill though, you loosen your grip a bit because the scariest part is over, and your teeth unclench and you relax and scream and enjoy the ride and the upside down loops and ridiculous speeds. Then when it’s over and little car stops, you breathlessly look at your friend next to you, grins plastered to both of your faces, with a look in your eyes that says “let’s do it again!”

That, my friends, is entrepreneurship.

This week marks one year of saying goodbye to the 9-5, working for myself, and seeing just what 100 Degrees Consulting could be.

To say the very least, it’s been better than expected. The highs are pretty darn high: no employee handbook dictating when I have to be in the office or what days I’m allowed to take vacation. Some days I’ve worked for a couple hours then spent the afternoon at Home Goods. The lows can be pretty trying too though: I am now my own payroll company and entirely responsible for making sure there’s money coming in. Some days I’ve worked until 2am to meet simultaneous client deadlines and I even took a client call at 6 days postpartum. With multiple clients, it’s almost like I have eight bosses instead of one.

While the past year hasn’t been perfect, I did have a pretty smooth transition from traditional employment to entrepreneurship so I’m going to share exactly how I made that happen.


I tested my idea in advance. About nine months prior to my departure from my job (October 2015), I created a website and started thinking about what it would look like to be a CFO consultant to nonprofits. I cold-emailed organizations I thought would be a good fit and they actually wrote back. (Check out my proven strategy for cold-emailing potential clients.) By February 2016 I had two active clients and another two by June 2016. Clearly, my idea had legs and I gained tons of confidence that this could work.

I saved money. I didn’t want to worry about paying the bills or making major sacrifices while I was building my business, so while I side-hustled and still worked my 9-5 I doubled down on paying off debt and socking away money in savings. I left my 9-5 with the equivalent of three months’ salary in the bank. (Full disclosure: I have a husband who covered health insurance!)

I hired a coach.  I’ve no shame in admitting that I’ve never built a business before and have no clue what I’m doing. Sure, some of it is intuition and just taking action but I wanted someone to help me get on the fast track – to have a full client roster and a full pipeline at all times. Enter: my coach. Working with her has been a huge investment that’s paid for itself time and again. Not only do I get practical, strategic advice on business stuff (should I hire more help?), but she helps me get past mental road blocks (I can’t let this client go because there are no more clients out there!)


A year in and I have no intention of going back to the 9-5 grind anytime soon. Now I just need to figure out how to celebrate my one year anniversary! Perhaps a daytime trip to the amusement park?

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The best afternoon routine for a better tomorrow

It feels like every other blog post in my Feedly reader is about some famous entrepreneur’s morning routine. I know now that Elon Musk eats his Cheerios with almond milk at exactly 6:17am every day and Richard Branson meditates on one leg for eight minutes while thinking about palm trees, and their success is SOLELY attributable to this incredible morning routine.

I’m joking. Mr. Musk eats his Cheerios at 7:05am like a normal person.

Okay, okay, all joking aside, I’ve been thinking about morning routines and wonder if this is something that the entrepreneur community has just latched onto and now talks about ad nauseum, or if there’s something to a routine.

I’ll be the first to admit that I don’t have a solid morning routine. I wake up anywhere from 6:30 to 7:30am and sometimes check emails first thing and sometimes don’t. Sometimes I shower before getting the baby up, and sometimes I’m in my pajamas until the nanny comes at noon. The only constant in my morning routine is that I retrieve the baby from her room upon awakening and feed her and put her down for a nap at the right times, then typically start my work day at 12pm. The details change daily.

With a six month old in my sole care until midday, I’m pretty sure morning routines are not in the cards for at least another six months.

What I CAN get behind, though, is an afternoon routine. Unlike a morning wake-up routine which can be unpredictable with a baby, I know when exactly I will stop working every day and realized there are a few things I currently do without fail before I close out my day.

Do a final scan of the emails. File away what doesn’t require my attention and get the inbox as close to zero as possible.

Update my to-do list. I keep three running to-do lists:

1. My list for the next day in order of priority is Sharpie on paper because nothing is more satisfying than taking a big marker and crossing things off.

2. My list for that week is also on paper, a gigantic Post-It note that I keep stuck next to my computer to keep me focused on the week’s priorities.

3. My long term list is in a Word document that I have open at all times. This document includes strategic priorities for each client so I can always check-in to make sure the work I am doing is towards that greater purpose. It also includes my own business goals, blog post ideas, anything else that pops into my head for 100 Degrees Consulting.

Clean up my desk. Aside from my to-do lists, I’m not a paper person but occasionally I do print out bank statement or other document and I always make sure they’re filed or shredded before the end of the day. Starting the next work day in the midst of a sea of papers would give me major anxiety.

I found a few more great afternoon routine items in this infographic:

  • Sign out of your work email
  • Perform a brain dump
  • Reflect on your day

What does your routine look like? Do you slam the laptop screen shut at 5pm and beeline to the nearest bar? Or do you linger around and chat with colleagues until everyone else leaves? Or maybe you don’t have a stop time and pop in on your laptop until bedtime?

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Small Business Owner vs. Entrepreneur

I recently came across an article that touted the entrepreneur and shamed anyone else who dare bestow that title upon themselves unless they were a tech startup guru.

Now don’t get me wrong – anyone that can come up with a unique idea, understand the technology to make it happen, secure money to bring the product to the masses, and keep that company rolling as it grows at a rapid pace is a special unicorn. I mean, I am still taking notes in a notebook with a pen, so what do I know?

But because that is now the understood “definition” of an entrepreneur, some people have declared that no one else may claim that title.

I beg to differ.

If you Google “small business owner vs. entrepreneur”, you’ll find hundreds of articles laying out arbitrary definitions of each, most of them painting a picture of the small business owner as a hometown, older guy, smiling in front of his washing machine shop on Main Street, and the entrepreneur as a sleek, young guy in an urban area. In fact, some even use stock photos that are exactly as I just described.

One article says that a small business owner’s company demands “more manual talents” where an entrepreneur’s work demands more “analytical reasoning, creativity, and complex interpersonal communications.”

Unless you count picking up the phone and typing on my laptop, I’m spending a lot more time analyzing and communicating than manually schlepping stuff around. So does that mean I’m allowed to be called an entrepreneur?

If you couldn’t tell, I took a bit of offense to this differentiation between the two and the shaming of small business owners as the lesser of the two, as I believe my business venture to be highly entrepreneurial. According to an Entrepreneur.com article, here are some differences:

Small-business owners have a great idea. Entrepreneurs have big ideas.

What’s your definition of big? Big doesn’t necessarily mean more. My time in the nonprofit world has taught me that impact is the best measure of success and greatness. If my business can help a handful of nonprofits increase their impact tenfold, or help a small business double their revenue, or a startup obtain investor funding, because they understand their numbers better, I think that’s pretty big, even though I may never have offices in 12 countries and a hundred employees.

Small-business owners hold steady. Entrepreneurs love risk.

Leaving anything comfortable is always a risk. It doesn’t have to be millions of dollars risky; it just involves a leap of faith outside of your comfort zone which I love and practice as much as I can.

Small-business owners think about the things they need to finish this week. Entrepreneurs are thinking ahead six months.

I don’t think any small business owner is a good business owner without thinking ahead six months. Of course, we all have our weekly to-do lists (I’m sure that even the savviest entrepreneurs would agree) but I have a big vision for my company that spans not only six months but six years and beyond. The question that swims around in my brain daily: how can we support the most nonprofits, small businesses, and startups in the most impactful way possible?

Small-businesses owners are sentimental with their businesses. Entrepreneurs focus on scaling.

I bet you’d be hard-pressed to find an entrepreneur who wasn’t also emotionally attached to their business in some way. Isn’t that why we work ridiculous hours and read emails in bed and take calls during a beach vacation?

A Silicon Valley pundit may disagree, but one thing we do have in common is:

Passion

We love what we do and are lucky enough to spend our days pursuing something we enjoy. I am proud to be both a small business owner and entrepreneur. Where do you fall in the spectrum?

PS – Nonprofits can be entrepreneurial too!

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How to create intentional discomfort in your life (and WHY!)

Seth Godin just posted on his blog about creating discomfort. He says, “if you’re seeking to create positive change in your community, it’s almost certain you’ll be creating discomfort as well.”

I love it because this is exactly the premise behind the 100 Degrees Consulting name. Any change, within yourself, your organization, or your community is going to be uncomfortable at first.

It’s only when we remove ourselves from our comfortable little bubbles that we discover things about our innate beings and our abilities.

Traveling to Kabul, Afghanistan is not for the faint of heart. Before I worked with an organization there, I’d never been particularly drawn to Afghanistan or felt particularly resilient. Growing up in a solid middle class home in suburbia, I didn’t really need to have grit to get through my everyday life.

But traveling to a war-torn city like Kabul, away from everything I’d ever known about myself and the world, taught me that I was resilient. I didn’t need my suburban bubble and could be happy, thrive even, in a place like that.

Would I have known the extent of my resilience without being uncomfortable? Nope.

What are you doing today to create intentional discomfort in your own life? Here are a few ideas:

1. Travel. I have spent lots of time in countries that some people can’t find on a map (who knows where Malawi is?) and it’s only there where I can look around and see nothing familiar that I gain a deeper understanding of different people and cultures. Talk about growth in emotional intelligence! You don’t have to travel six thousand miles to push past your comfort zone though. Maybe it just means a trip to Chicago to meet a colleague in person!

2. Stretch assignments. In my career, I have been granted opportunities and assignments that I didn’t feel ready for or 100% comfortable to handle on my own, but being forced to learn on the spot gave me incredible knowledge and power that I will have forever. I didn’t feel ready to become a CFO when the opportunity arose but had I not taken that job, I can say with absolute confidence that I would not be where I am today.

3. Reaching out to people.  I am an introvert through and through and could hole up in my office for days without human contact and be perfectly happy. But to keep my business alive, I need to find clients and socialize outside of my inner circle. Some of the best life-changing connections I’ve made have happened by being incredibly uncomfortable and reaching out cold to people I didn’t know. Guess what? They actually respond!

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How to thrive as an entrepreneur and new mom

If you’re a highly ambitious, Type A, make-it-happen entrepreneur, who’s passionate about growing your business, AND you’re about to have a baby, you must read this.

You are excited for your little one to arrive. You’ve probably meticulously planned his or her nursery (and of course you know the gender, because TYPE A!) and have all the little clothes hung neatly in the closet, arranged by size. You know where you’ll deliver and maybe even have some meals socked away in the freezer for after his or her arrival.

You are also a busy entrepreneur. You’re hustling daily (and you love it) and your business is growing, maybe faster than you’d anticipated. Your days are filled with client work, potential client sales calls, and you’re being asked to speak at different events. When you left your 9-5, you didn’t imagine it would all work out so well and you are energized and on fire (as much as can be for a pregnant woman).

Does this sound like you?

Then keep reading and let’s talk about what it’s like to be a new mom and an entrepreneur. I’ll give you a hint: it’s not at all like what you think it will be.

If anyone could do it all, it was me. The Queen of Efficiency and Productivity, I remember my husband remarking at my Master’s degree graduation celebration that he couldn’t believe I was even in grad school plus working full time plus commuting four hours a day because I just had it all together.

So naturally, I thought that having a baby would be similar. I’d give birth and be able to keep all of my client work going, hopping on the computer after a feeding or when the baby was sleeping. I knew I’d be tired, but it wouldn’t be that bad. I could do it all.

Turns out, even the Queen of Efficiency and Productivity needs help.

I am sharing my Five Proven Tactics to help you be fully present as a mom, which is critical in those first few weeks and months, AND continue to help your business (your first baby!) thrive.

1. Prepare financially in advance. You are your own boss and nobody is handing you any paid maternity leave, right?! As an entrepreneur you should be accustomed to saving in advance for business investments like a conference or a new computer, and maternity leave is no different. Figure out what your monthly number is then begin setting aside funds in advance. I had set aside three months’ worth of income, just in case all of my clients disappeared while I had the baby (they didn’t!) and it gave me a huge peace of mind. Voila! Paid maternity leave!

2. Tell your clients. I was super nervous about telling my clients that I was pregnant and would likely need to step away for a little while. What if they all left me and I was left with no job, no money, and no prospects? Turns out, that was ridiculous thinking. My amazing clients were not only understanding, but incredibly supportive (they even sent me thoughtful baby gifts!) and they managed to keep the lights on without me. You will feel a huge sense of relief once you tell your clients and come up with an agreement as to how long you’ll be unavailable and when you’ll dive into work again.

3. Give yourself a maternity leave. I am serious about this. I know you love your business and will want to get back to feeling “normal”, and a true leave might feel hard. You don’t have to disconnect for three months but you must give yourself some space for a minimum of two weeks. I made the mistake of not putting an out of office message on so I felt obligated to answer emails. I even took a call at just 7 days postpartum, where my mind was so foggy, it was almost an out-of-body experience. I looked back at my notes several weeks later and they were completely unintelligible, so I wonder how I sounded to the client! Trust me that your clients will wait (remember how long they took to finally sign your contract?!) and that you will feel much better after a break.

4. Ease in slowly. So maybe after two weeks you start answering emails, then another couple weeks you take sales calls, then a few weeks later dig into the actual heavier client work. I thought I’d have no problem handling bigger, strategic thinking type projects but I truly needed that time to let my brain begin to function normally after the hormone surge/drop and sleep deprivation.

5. Enlist help. It’s okay if sometimes that help comes in the form of car seat naps and Starbucks. I can’t tell you how much work I got done in three hour increments while my daughter slept in her car seat. I felt like a normal human by getting dressed and out of the house, she got a solid nap (when she likely wouldn’t have slept at home), and my client work got done. In fact, there was a point in time where we were frequenting Starbucks so much that her car seat began to take on the aroma of coffee beans. And, are you part of any neighborhood or community organization that uses a meal train? Get humble and SIGN YOURSELF UP. I felt weird about it at first (like, I can’t handle taking care of my own meal?) but when that friendly woman showed up on my doorstep with a bag full of chili, artisan bread, and brownies, a smile, and then left, I couldn’t have been more grateful.

Being a mom and an entrepreneur isn’t easy. I landed myself back in the hospital at three days postpartum with an infection, and spending the night in the ER with your tiny newborn isn’t all that fun. But these tips will help you get through those first weeks, focusing on your baby and yourself, and give you the confidence that your business will be there as soon as you’re ready.

And I promise you that your clients won’t run away.

Happy Mom-ing, Boss Lady!

(Disclaimer: Every mom’s birth and postpartum experience is different. Major love and respect to all the new parents out there. This is based on my experience alone!)

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Providing More Value to Your Constituents

Whether through our own holiday celebrations or simply through the messages that retailers throw at us starting in October, we are neck deep in the biggest season of giving throughout the year. My own personal list of gifts to buy for family and friends seems to grow so much annually that I have to wonder where all of these loved ones are coming from! And the list of charities both that I support and that ask me for money seems to grow as well. Like most people, I set a budget, make lists, search for deals, and give as much as my wallet will allow.

As I wrapped up little tokens of appreciation to send to my clients this year, I got to thinking, what intangibles am I providing? I hope I’m providing more value than expected and creating change and allowing them to make better strategic business decisions.

I recently came across this Value Pyramid from the Harvard Business Review to help me think through the elements of value.

The basic concept is that the attributes of a product or service address four kinds of needs: function, emotion, life changes, and social impact, and companies that deliver well on multiple elements of value tend to have stronger customer loyalty and higher revenue growth rates.

I think we can all agree that customer or donor loyalty and higher revenue (or program!) growth are exactly what we’re aiming for.

So how do you stack up? This season of giving and pre-January goal setting is a great time to assess what needs you’re meeting for your customers or constituents, and on a recent afternoon, I sat down with a cup of tea, pine-scented candle burning and did just that.

Starting at the bottom of the pyramid, the Functional Values are what initially draw customers in. They’re the shiny light at the end of the tunnel and show clients how you can solve a problem they have. 100 Degrees Consulting can help you: save time, simplify, organize, reduce effort, reduce cost, improve quality, and inform. What Functional Values are you providing to your clients, donors, constituents?

Next up are the Emotional Values. We’re getting a little deeper now, and I believe my services can: reduce anxiety, reward staff, provide access, and increase the attractiveness of a company or organization. When you think about the Emotional Values of your organization, does this get a bit harder? It did for me.

It was a bit of a mindset shift to think of my particular business as providing Life-Changing Value, but I think it can: provide hope, and motivate. What about you? Nonprofits, I think your life-changing values are clear, but what about the graphic designers or lawyers or artists out there?

And finally, Social Impact or self-transcendence. Is what you’re doing making an impact beyond your own wallet? Since my foray into the nonprofit world nearly a decade ago, I have focused my career on service and while I am not ashamed to admit that I earn a living doing so, my main motivation is service. But is my business making a social impact? I’m pretty confident that most of my clients are making a social impact.

When thinking about your goals for next year, consider not adding services or programs quite yet, and instead think about which elements of value will resonate with your customers and which can you go deeper on and deliver effectively.

“Judiciously adding elements can bring new life and growth to existing products as well as build customer loyalty — with far less risk and lower costs than hunting for breakthroughs.”

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5 Ways to Achieve More Focus

I’ve come across two separate blog posts recently talking about a conversation between Warren Buffet and his pilot about goals. The TL;DR version is that Warren Buffett asked the pilot to write down his 25 career goals then circle the top five most important goals. Warren Buffett asked how the pilot would accomplish these top five goals, and he responded that he would focus on the top 5 while working on the other 20 as time allowed.

Warren Buffett stopped him and said that his sole focus should remain on those top 5; the other 20 were to be avoided at all costs.

As nonprofit professionals or busy entrepreneurs, people who are inherently driven to accomplish as much as possible, it can feel truly impossible to only focus on the top 5 goals. I tried this exercise myself – first, I found it difficult to come up with 25 goals to begin with, but once I had them all on paper (and knowing where the exercise was going) it felt nearly impossible to limit myself to just five!

And that’s when I felt like I had discovered the key – by choosing just five goals, Warren Buffett was not telling the pilot to limit himself. He was telling him to focus on those goals, and put every single ounce of his effort and his being into those goals.

What about you? Are you focusing on what really matters at your organization? Or are you spending unnecessary time on things beyond your career, business, or organizational goals or expertise?

In my personal entrepreneurship journey, I’ve been challenged by juggling high-quality client work, blogging useful content, finding people who can use my content, creating useful tools for nonprofits and entrepreneurs, utilizing Facebook and LinkedIn, and MORE.

Here’s how I’ve (at least temporarily!) figured it out.

  1. Write it down. Use a real pen and real paper and write down your top 5 goals. Heck, even go through Warren Buffett’s exercise if you want and write down the top 25 and narrow it down to 5. So much clarity can come from the 15 minutes it takes for this exercise to realize that some things you were spinning your wheels on simply aren’t important. Another method to check out – Being Boss’s Chalkboard Method!
  2. Push the noise aside. After writing down my top goals, I decided that figuring out Facebook ads simply wasn’t worth my focus right now. It would be a big-time commitment – I’m not the most social media savvy! – and the ROI for my business would be minimal. SKIP IT or CALL IN THE EXPERTS!
  3. Dig deeper on those five goals. Surround yourself with people and resources to accomplish those goals. Do you want to reach three new donors next month? Reach out to your dream donor for a meeting! Several of my most impactful client relationships have come from cold emails. Connect with one person or organization who’s already doing what you want to do.
  4. Manage your schedule to encourage focus. I have always struggled with my calendar and giving myself enough roomy blocks of time to actually accomplish my top 5 goals. I tended to fill any empty slot with a phone call or meeting, leaving 30 minutes chunks throughout the day to accomplish work. Do not do as I did! Set aside several chunks of time – or maybe even a whole day (GASP!) – each week for strategic work time, over which you will not schedule anything else.
  5. Find an accountability partner.  My nonprofit and entrepreneur friends are so highly driven and motivated to change the world or build a business that our brains are constantly spinning with ideas, leaving us with little time to focus. I hired a coach to keep me on track and provide me with solid business advice. You don’t need to hire someone necessarily; you could find someone within your network to help you focus on your top 5. Highly recommended!

Here’s to a focused and successful Q4!

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Focus in 2016

Congratulations on surviving the first work week of 2016 and hopefully enjoying the first weekend-between-two-work-weeks as well.

Did you make resolutions this year? Or did you perhaps assign a word to your year instead?

This year I’m using both a word and resolutions to guide my year. I relish the opportunity to use my brand new notebook and pens and essentially write a plan or a guideline for my year. I’ve seen the statistic floating around that only 8% of people keep their resolutions but perhaps it’s the Futuristic in me that uses my resolutions to keep me motivated year-round. I’ve also been known to make a dozen resolutions, accepting nothing but perfection in each – thank you, Maximizer.

My 2016 word is FOCUS.

Our world throws so much stimuli at us constantly that it takes a concerted effort to slow down and focus on one thing at a time. Have you ever found yourself starting an email, then opening your web browser to search for something, clicking over to a blog you’ve been meaning to check, writing another sentence on the original email, calling to schedule a doctor appointment, then checking your bank account balance and returning an hour later to finish that initial 3 sentence email?

If that’s not inefficient, I don’t know what is!

So instead of creating a list of fifteen different resolutions to “focus” on this year, I only have three and I plan on putting my all into making those the absolute best I can.

  1. Build this business. I’m working with some wonderful organizations and in conversations with others that I hope to add to my roster this year. I am grateful that I can provide my expertise to amazing nonprofits around the globe and want to expand capacity this year. I’m working on some speaking engagements to share what I’ve learned so far with other leaders and professionals which is a stretch beyond my comfort zone. But isn’t that where we create beautiful change?
  2. Gain more financial strength. Those student loans aren’t doing anyone any good (unless you’re the lender, of course).
  3. Practice yoga at least once a week. I’ve found a wonderful yoga teacher I truly connect with and that hour in a dark, warm room is therapeutic. I get to move my body while keeping my mind completely still. For someone with ideas swirling throughout my head constantly, this is a beautiful treat.

What’s your word this year?

(Check back next week for the scoop about audit prep! Audit season is quickly approaching for all of you December 31st year-enders and it’s never too early to start preparing.)