Daily Endeavor Blog

This blog is about leading a work life worth living.

This blog is about leading a work life worth living.

Posts from January 2009

Career Search Roundup for 2009-1-21

Doing What You Love: Jessica Jackley Flannery

Instant flashes of insight and overnight success are often a product years of exploring and listening. The important bit is having the self-awareness that a search for what you want to do in the world is indeed underway and actively making observations about it.

Jessica Jackley Flannery’s story is an impressive illustration of someone sharp pursuing their own path, even when all the steps were not visible.

In the Stanford Social Innovation Review article “How I Became a Social Entrepreneur”, we learn Jessica co-founded Kiva, the first peer-to-peer microlending Web site, and believes that microfinance, relationships, and stories are powerful tools for change. She’s right.

Because she did a great job of looking back on her path, we can also see some of the moments that led up to her making the leap:

I remember first hearing the term “social entrepreneurship” in a lecture…I was instantly intrigued. I wanted to be a social entrepreneur!..But doing what, exactly? I had no idea. The motivation, values, and energy were all there, but the specific context was missing. This was a problem…I felt like someone who…dreamt of going to the Olympics but hadn’t chosen a sport…So my task became choosing a context, and finding my one, specific mission.

She goes on to provide some really solid advice that’s worth following:

Learn: Read, research, write, etc. Go to lectures. Absorb whatever you can on the topics that interest you. Get an idea of what the issues are. Take a class or just make up your own little reading lists and assignments if you love structure.

Listen: Reach out to a real, specific, human being who could be your “customer” (someone whose problems you want to understand, and who you’d like to serve by addressing those problems). Listen very carefully. Learn as much as you can. Then, reach out to another person, then another, then another. (Read Paul Polak’s amazing book, Out of Poverty, for much more on this concept!)

Ask: As you start to amass questions and can’t find the answers yourself, reach out to people who might. Get their opinions, their insight, their advice. Learn how their organizations work, what problems they face, what challenges and successes they’ve had. A special note: There are many ways to be entrepreneurial and create significant social change without starting your own organization. Sometimes you can be more effective at doing the specific thing you want to do in the world by joining an existing group or project, and revolutionizing from within.

Jump: At a certain point, you just need to start pursuing what resonates with you. Follow it as best you can, wherever it leads. It’s OK if you don’t know what the next five steps are. It’s enough to take one step in the direction of your interest. Sometimes you can only find the second step after you’ve taken the first one.

Keep Dreaming: Kiva represents my wildest dream of what I wanted to do in the world. And it’s happening! I couldn’t be more thankful for this. But something else is happening too: The faster Kiva goes, the more it grows, and the more I’m convinced that other great changes are possible in the world. I hope never to stop dreaming, preparing, and being ready to see what’s next.

Place Jessica Jackley Flannery in the group of people who discovered her way into doing what she loves.

Career Search Roundup 2009-1-15

Doing What You Love: Ernest Hemingway

How do you know if you’re on track toward doing something that you love? One of the best indicators is whether you’re looking forward to getting in there for the next day/session/read/write/etc. Looking forward to something of course doesn’t mean it will be easy or pure joy. Plenty of people have moments of anticipation for simply getting through the hard part, if only for continuing on toward their goal (taking the Bar exam, for example).

Nevertheless, there are some strides that people hit where looking forward is an expectation of doing something that truly turns you on. This is not dissimilar to Mihály Csíkszentmihályi’s work on flow.

As I was reading Daily Routines‘ posts, the one on Ernest Hemingway struck me as an illustration of exactly this feeling.

You write until you come to a place where you still have your juice and you know what will happen next and you stop and try to live through until the next day when you hit it again…nothing means anything until the next day when you do it again. It is the wait until the next day that is hard to get through.

Put Hemingway in the group of people who discovered his way into doing what he loved.

What’s your daily routine?

Some people crave routine, others feel suffocated by it. Different periods in life demand different routines. I can remember the feeling in college when I finally nailed the routine that allowed me to get everything done I wanted to and at the same time enjoy life. Once in stride, it feels great. Foraging however during a transition to a new schedule can be frustrating. I’m still in one of those transition periods now.

Christine Huang over at PSFK pointed me to Daily Routines, an archeological dig of how artists and others construct their days. While these are anecdotal for but one period of life for some of these folks, they’re an interesting read nonetheless. At the time, Toni Morrison preferred early mornings for prime thinking time because she wasn’t on Mom duty yet. Franz Kafka was all about the night.

A few to check out:

Don't settle. Do what you love.

Lead a work life worth living