Breaking Down Your Business | Small Business | Business Owners | Entrepreneurship | Leadership

What’s In This Episode:

Jill and Brad conclude their series on money and wonder aloud why talking about money is so weird. Jill remembers that she was offended the first time someone asked her what her money-making model was. She takes a much more private and personal approach to the topic because it's one that is a source of pride as well as a vulnerability for many. Brad thinks that if you just talked about pricing outright, things wouldn't be so uncomfortable.

Social entrepreneur Joanna Black calls into the show and talks about the impetus for starting her co-working space, SheWorks Collective. The times they are a'changing for Joanna's business model, due to the fact that the collaborative/co-working environment that kicked off her business two years ago is a bit outdated. She's trying to attract new members but finds that it might be difficult given her industry. Jill and Brad suggest focusing on community as well as possible work themes which might bring connection.

"Collaboration doesn't happen because you have a conference room or because you have a meeting. It happens in between meetings." - Brad

Jill and Brad then discuss the top 5 money hang ups business owners have:

  • Everything is too expensive. Instead, focus on what's valuable to the business.
  • Insecurity about the future, leading to either spend too little or too much.
  • "Everyone has more money than me!!!" This allows you to shirk responsibility about what your priorities should be.
  • "I don't want to pay any taxes." Think of taxes as a privilege. You made money this year!
  • Oh, and then there's that nit-picky thing about running a successful business...

Want to know what it is? Listen in


  • Joanna Black is the founder of SheWorks Collective, a collaborative co-working space for female entrepreneurs. For more than 20 years, Joanna has been a leader in social responsibility, sustainability, wellness and women’s empowerment. She has consulted for some of the world’s largest companies on corporate responsibility and purpose; co-founded Hip-E Living, one of the country's first eco-lifestyle retailers; re-ignited environmental activation as managing director of Earth Day New York. Find her on Facebook.
Direct download: Breaking_Down_Your_Business_EP_227.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

Jill and Brad take a trip down memory lane and talk about why they started their businesses. When Jill started her first business, she focused on money. Now into her third enterprise, money matters a bit less and it's more about enjoyment. Brad agrees with Jill (it doesn't happen often, but it happens!): When you have a baseline, it becomes easier to build the type of business you want.

Fun fact that we didn't know about until this episode: Vanilla custard and moisturizer have similar methods of cooking.

Katarina Stetz calls into the show and discusses how she was inspired by chemistry and her grandmother from a young age to become a skincare formulator (that's the technical term for a person who makes skincare products).

Her problem? She moved from London to Chicago and doesn't know how to build up her network of industry contacts or buyers or other entrepreneurs in her new location. Every city has a code, she says, so she wants to know how to "crack the code" of Chicago. Jill and Brad suggest going to networking organizations no matter what city you're in - and while it won't happen overnight - it gradually will result in business relationships you're looking for.

And the other important thing? If you want something, all you have to do is ask. You can't go into any industry and assume that they'll be helpful without asking.

With enough opportunity, you can even create an event of your own and look like a rockstar for bringing everyone together!

"There is a much bigger mission that I understand and a lot more satisfaction I get from not thinking every day about, 'Did I make this number today?'" - Jill

Jill and Brad then discuss the top 5 things that are more important to your business than money:

  • Customer feedback. If customers are happy, the money will follow.
  • Branding and design. A good design will keep customers coming back.
  • Paying attention to the changing of the times. Stay ahead of the curve and don't get too comfortable.

"When I take a day off, I'm actually better at what I do." - Brad

  • Personal joy and freedom. Save some time for you.
  • And then there's those folks you lean on...

Want to know who they are? Listen in


  • Katarina Stetz is the founder of NINNI, a skincare company, which began in London, UK. Katarina is from Sweden and NINNI is based on the Scandinavian philosophy of natural, simple and effective skin care; all made in a sustainable way. Katarina has a Master’s degree in chemical engineering and 10 years experience in the beauty industry. Find her on Twitter, Facebook, Instagram, and Pinterest.
Direct download: Breaking_Down_Your_Business_EP_226.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

Are you a rule follower or a rule breaker?

That's the topic of the day for Jill and Brad. They discuss if entrepreneurs are, by their very nature, rule breakers or rule followers. Both consider themselves to be rule breakers, but rule followers shouldn't feel left out: Followers are vital to entrepreneurship. (Hooray!)

Sara Lingenfelter, entrepreneur and all-around awesome person, calls into the show and asks for help with finding her target audience. This leads to a conversation about the best methods for networking using LinkedIn, Facebook, or getting feedback via Google Forms or Typeform to spread the word.

"If somebody says, 'Here's the boundary' you say, 'Let me move it for you.'" - Jill

Jill and Brad discuss money rules to follow:

  • Don't run out money. This causes suffering and exasperation that you just don't need.
  • Money gives you choices. Be prudent about yours.
  • Don't borrow money, especially if you're a service-based business.

"When you borrow money, you put someone else in charge of your business." - Brad

  • If you need money, ask for it. Send your invoices on time, follow up with those who are late paying you, or raise your prices.
  • And then there's that old saying about money...

Want to know what it is? Listen in


Direct download: Breaking_Down_Your_Business_EP_225.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

In this episode (the first in a series about that cash money), Jill and Brad talk about the things they don't know but everyone else seems to: For Jill, it's accounting. For Brad, it's fashion (thank God we just have to hear him, then, right?).

They talk with Karen M. Carlson, the "absolute best, therapeutic relaxation expert east of the Mississippi" who calls in to discuss whether some of the products she's offering should be on a separate website other than the one she has now. This spurs a great conversation about what people will be drawn to when visiting your business website (hint: keep it clear and simple).

"Wait... you didn't get into business to make money?" - Brad

Jill and Brad discuss why we don't know our numbers: we're multitaskers, not accountants. (Brad likes Zapier to help with that.)We might not even know what a P&L statement is. We're not good at tracking your time.

"You can hire people, you can ask friends to look at your numbers, you can even have machines come up with reports for you." - Jill

Entrepreneurs like to try the same thing hoping for different results (spoiler alert: it won't work). And then there's always that pesky problem about numbers...

Want to know what it is? Listen!


  • Karen M. Carlson is the founder of Be Well and Renew, and is a massage therapist and author. She offers guided meditation, and makes eye pillows for adults and children to help them to be calm, quiet and comfortable in their bodies. A new children's book, which accompanies the eye pillows, will be out soon! Find her on Twitter, Facebook and YouTube.
Direct download: Breaking_Down_Your_Business_EP_224.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

We all hear about the speed of business and how we need to be faster, but is that speed good in itself? Jill gets a bit math-y and talks sine curves and parabolas, but eventually shares that we fall into the same pattern. You start off in a big rush trying to get everything done and figure it all out, but then something changes. Maybe it's burn out, tons of success, or simply age and experience -- whatever it is, you eventually realize you can slow down. We should trust our guts more because in our anxiety of trying to be faster, we inherently know the pace we should be working at. Brad and Jill chat more about why you should ease up in the Top 5 Reasons To Slow Down in this episode and they welcome coach, speaker, and author Karen Friedman to the show. Listen in! »


  • Karen Friedman is the founder of Karen Friedman Enterprises, providers of speaker and communication training programs across the globe.
Direct download: Breaking_Down_Your_Business_EP_223.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

What was the best team you were ever a part of? Jill was part of a powerhouse team at Elektra Records; they pushed each other to be better, could make fun of each other, but most importantly, were respectful of one another. For Brad, each person on his team thought they were the worst performer so they worked hard to not let the group down. That kind of respect for each other is a big part in making a team successful. Do you already have a strong team but want to push them to go further? Jill and Brad talk about the Top 5 Ways To Get Your Team GOING in this episode and they welcome billboard visionary Matthew Olivieri to the show. Listen in! »


  • Matthew Olivieri is the founder of AdSemble, a self-service billboard advertising marketplace.
Direct download: Breaking_Down_Your_Business_EP_222.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

Do you ever get that feeling that your business is about to take off? Jill definitely knows that feeling - it's exciting and re-energizing! It infuses life into the business and even though it may not pan out, it's a sign that good things are happening. Brad used to chase that feeling but has come to realize he'd rather have steady progress instead. They also talk about the Top 5 Ways To Know That It's "GO TIME" in this episode and they share which apps they've been trying out lately. We promise Jill doesn't talk about any photo apps... sort of. Listen in! »


  • Shapr - Tinder interface applied to networking. Brad swears you don't have to immediately make out as soon as you meet in person. 
  • Lighter - It's a virtual lighter. And that's it. Jill loves it.
  • BRiN - World's first artificially intelligent business advisor. Brad thinks it has potential but isn't there yet.
  • Magic - Text-based personal assistant available 24/7
  • Legend - Easily turn text into animations
  • Light Phone - A phone that's not a computer. Jill is fascinated, Brad is not. (Get a $7 burner phone from eBay instead)
Direct download: Breaking_Down_Your_Business_EP_221.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

Do you talk to yourself? Jill does all the time! What, you don't? She thinks there are two types of people in this world, those who talk to themselves in their head and those who do it out loud. And sometimes, Jill even gets answers from herself! Brad thinks that's just called thinking.. and you're not really getting answers (which is why you should call us at 708-872-7878 with your questions!). They also talk to each other about the Top 5 Questions To Ask Yourself in this episode and welcome UX designers Mark Baldino and Ben Ihnchak to the show. Listen in! »


  • Mark Baldino and Ben Ihnchak are the founders of Fuzzy Math, a user experience design, strategy, and innovation firm. Find them on Twitter and LinkedIn.


  • Brooke Craven left us the nicest review on iTunes - thanks Brooke, we think you're awesome!
Direct download: Breaking_Down_Your_Business_EP_220.mp3
Category:Business -- posted at: 3:00am EDT

What’s In This Episode:

How's your to-do list looking? Brad noticed that no matter how many things he crosses off, he's left with more than he started with. How does a to-do list become a three-do list? (Groan). But really, can he declare bankruptcy on his list and make it go away? Jill teaches Brad the trick of just tearing off a new sheet of paper and starting a brand new list the following day. Yes, actual paper. They also talk about the Top 5 Ways To Feel Less Overwhelmed (And Make More Progress) in this episode and they welcome world famous freelancer Mark Fromson to the show. Listen in! »


Direct download: Breaking_Down_Your_Business_EP_219.mp3
Category:Business -- posted at: 8:49am EDT

What’s In This Episode:

What was the happiest team you were ever a part of? The first thing that popped into Jill's mind was a dance troupe her and her sisters were a part of. #Adorable. Brad recalls being part of a small team that led an organization for 1.5 years. It was a high pressure position but the group still remains in touch. They discovered that each person thought they were the weakest link of the bunch and continually worked hard in order to not let the group down. Everybody truly respected one another and it forged a relationship that continues to this day! Sometimes moments are more memorable with a team because you get to share a happy experience with others, instead of alone in an office. Jill and Brad chat about how you can strengthen your own relationships in the Top 5 Ways To Have A Happier Team and welcome quizmaster Josh Haynam to the show. Listen in! »


  • Josh Haynam is the co-founder of Interact, a company that makes it easy for you to create and embed lead capture quizzes. Find him on Twitter, Facebook and Instagram.
Direct download: Breaking_Down_Your_Business_EP_218.mp3
Category:Business -- posted at: 3:00am EDT