My Last $100: 48 Hours in Chicago

$23.95: audiobook version of John Waters’ Carsick because I needed something to listen while flying LA to Chicago. (Hey, that sounds like a Sade song). Audiobooks are expensive but my eyes need a rest sometimes. I had to save them for my own reading at Women and Children First Books.

$4: six-pack of bottled water for hotel room and two Clif Bars

$18.38: shared Uber to Wicker Park from Hyatt Regency O’Hare and back.

$22.92 canvas Doc Martens, $50 minus the friend discount.

A Partial Inventory of Costs Related to an Ill-timed And Semi-failed Career Change

The summer of 2005 was a fine time to be 26 and an even finer time to have a dream. All around me, people were going big by purchasing homes or committing as heavily as they could to can’t-miss ventures or, in a lot of cases, reinventing themselves entirely: friends and colleagues were moving into two-, three- and four-bedroom "smart investments" all across Chicagoland while locked in an arms race with people "chasing the dream" in oddball lines of work to see who could "live more fully." I, wise young man that I was, set my heart on joining the ranks of the latter.

Kickstarting Chicago’s Economic Development

The city of Chicago has just announced a partnership with Kickstarter called Seed Chicago which aims to use the trendy crowdfunding platform to finance economic development in the city's poorer neighborhoods.

Grocery Shopping at the Train Station

If the virtual grocery store offers jalapeño jam, I may consider it some more.

Some Costs Associated With Volunteering for Chicago’s Annual ‘Bike the Drive’ Event

Volunteering is something I firmly support and have structured some of my field of study around, especially when it comes to figuring out how to engage people in my age bracket with their Instagramming and networking and fast-paced outcome-oriented outlook (I'm only being a little facetious). Each Memorial Day weekend, Chicago's Active Transportation Alliance puts on a huge fundraiser for the organization and summer kickoff, Bike the Drive.

Samantha Irby’s American Dream

Writer, comedian, and Chicago native Samantha Irby came to New York last week to read from her debut book of essays, Meaty. On her much-loved blog Bitches Gotta Eat, Irby shares "what i learned about new york during my first ever trip there last tuesday."

One Billionaire’s Attempt to Save a Neighborhood

Did Comer make a huge difference? Yes, and no.

My Last $100: A Crawfish Boil And Its Aftermath

How'd you spend your last $100, Lauren?

A Conversation with a Photographer Who Earns $50,000 a Year

Grant: I'm 28, live in Chicago, Ill. My fiancé and I just moved to a neighborhood called Logan Square last weekend. I am a photographer.

Places I Have Lived: A Lady Hostel, a Live Show, and That Fireplace

We have all lived in some places. Where have you lived, Julie Bee?