You can easily trick yourself into believing that entrepreneurship is all the rage among young people. Hacker meet-ups, entrepreneurship clubs on college campuses, and the sudden growth of incubators and accelerator programs can present fodder for this case. But these are really just ways to talk about starting a company. Read more

This course includes three days of video sessions and email-based course materials and a 20-minute one-on-one coaching session with Penelope. You can purchase this course for anytime, on-demand access.

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The first job I got at a startup blew my mind. I was learning so incredibly fast, and there was no limit to what my job could include. Anything I could teach myself how to do, I could add to my job. Read more

If you ever worry what it will look like when your kids take over your life, this is it: lunch at my investor’s favorite restaurant to discuss my son’s cello lessons. Me getting there two hours early because one son has an orthodontist appointment and one son has a cello lesson and my husband is taking cows to market, so even in a family with two cars and a nanny and a driver, there is no way for me to get to my meeting on time unless I’m two hours early. Read more

Some days I am gung ho about entrepreneurship and I’m spending the day with my kids while money comes in from my blog and my coaching and I think “I’m great, I’m living the 4-hour workweek,” and for one minute I forget that I hate Tim Ferriss. Read more

This course includes four days of video sessions and email-based course materials. You can purchase this course for anytime, on-demand access. The cost is $195.  

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This course is a peek into the inner workings of my life; how I figure out how to make money no matter what situation I’m in. My personal life shifts quickly, in big ways, and I have had to be able to shift my financial life to keep up with that. Most of my tactics for financial survival have been quick launches of online businesses, one after another, depending on what my needs are in that moment. Read more

My personal hygiene is holding back the growth of my startup.

This month I am teaching a course: Get the Guts to Start Freelancing. If you are sick of me promoting my courses on this blog, then please note that this is not the post where I am promoting this course. That’ll be another one. In this post I am going to tell you that the course is four days and I will probably not change clothes for any of the days.

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The world of entrepreneurship is typically one of black and white. Magazine covers are full of people who have given up their lives to grow a billion dollar tech company. And the phalanx around those people are the entrepreneurs who want to sell a big company themselves. Which means long hours, huge tradeoffs, and participation in a hard-core boys club.

In that view, entrepreneurship is only for an intrepid few. They are young with no responsibility, or they are rich, with a huge paid or unpaid support system. But I think there is a much more broad way to think about entrepreneurship.

Here are four models for entrepreneurship that no one talks about. See if you find something that’s a good fit for you. Read more

I am so relieved to be writing this post because I’ve been scared for a really long time. It is complete BS when people jump up and cheer about their new company’s launch, telling you how great they feel. Because what’s really happening, to any sane entrepreneur, is that they are terrified.

Quistic is an online learning site where people can build skills to create stable, fulfilling careers. It’s the natural result of all the conversations and events we’ve had together on this blog.

Here’s what I want to happen: Every one of you should try a course, because I really think you’ll like it.

At first I panicked that I was not doing online courses the way everyone else does. But I received effusive feedback about how much people love my video seminars, and then I realized I know how to make online learning feel like a party instead of a lecture. That’s when I decided to make a company out of it. Read more

I fired Melissa.

We were bickering all the time. And she was saying I’m impossible to work for and I was saying she’s impossible to manage. The problem is I’m a mad raving lunatic about making sure that people who work for me like working for me.

When Ian, the guy who I was going to do a company with but then ended up not doing a company with, asked Ryan Healy and Ryan Paugh for references for me, they said I was loyal and caring and they both gave me so much credit for helping their careers and it just made me really really happy. I want to know I am making peoples’ lives better.

So when I told Melissa I was going to launch a company, she asked what her job would be, and I said, “Nothing. You are not in my company.” Read more

I stay up way too late at night running numbers for my new company. It’s incredible—me doing spreadsheets of financial projections—because I have dyscalculia, which means I was in special ed math and cannot do simple arithmetic, even now. But if you ask me how many people will take three or more seminars over the next four years, I can tell you the math I did to make that projection. Five-year projections come easily to me.

It’s just that I stay up all night doing it.

So when Matthew wakes me up to deal with pigs, the first thing I think is no. Not that I say no. He almost never asks for help with the animals, because I have no idea how to farm and we live next door to his parents, who have both been farming their whole lives, so of course when there is something important to do he asks them and not me.

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