Grant DePorter has worked at Harry Caray's since 1989 (less than two years after the restaurant group was formed) so he worked closely with Harry himself for quite a while. Not surprisingly, he has some wild stories about Harry back in the day (including an estimated 14,000 bar visits and 300,000 alcoholic beverages consumed in his life). Grant also talks about the hard work he puts in to keep Harry's legacy alive, even if that means embracing some of the great and not-so-great Harry Caray impressions that are out there including Will Ferrell's and Ryan Dempster's. 

Grant grew up in a hotel, which not everyone can say. He's also a massive sports memorabilia geek, as evidenced by several of the stories he told during this interview. 

A Very Important Podcast by The Heckler is back! Today's guest is Brian Chang, a friend of Brad's who recently wrapped up a seven-game winning streak on Jeopardy! during which he netted $163,904 in prize money. Only about 30 other people have had a streak like that in the history of the show.

Brian had plenty of memorable moments during his run, including going viral for trolling guest host Ken Jennings, winning a very rare tie-breaker in what could have been the craziest finish to an episode that you'll ever see, blanking on what many thought should have been a gimme, and going up against a four-game champion at the end of his run.

In addition to all this, Brian and Brad talk about dealing with social media trolls (of which there are many), Alex Trebek's passing, behind-the-scenes surprises, the Tournament of Champions, and much more.

Earlier this week Brad decided to give up his Cubs season tickets after Todd Ricketts' performance opening up a Trump rally. Like many Cubs fans, Brad has struggled to confront the ownership's links to the President and all that surrounds him. After doing a quick hit on WBEZ Thursday, Brad and Chicago sports media personality and fellow tormented Cubs fan Ben Finfer discussed their feelings on the matter. 

Former Cubs pitcher and current Marquee Network personality Ryan Dempster has always had a reputation as being a funny, approachable guy. Brad's experience with him is no different, going back all the way to his playing days with the Cubs from 2006 to 2012. 

In this episode, he talks about his extremely polarizing Harry Caray impression, the time he beaned A-Rod in 2013 for the Red Sox, if it's tougher to be "funny" now than it used to be, how he feels players are weathering the ups and downs of this bizarre 2020 season, how Spring Training is now compared to his playing days, and much more.

After two months off, Brad's finally got enough wind in his sails to record a new episode. Our troubling times have made it tough to stay passionate about something like this, but today's guest was just what we needed. Tron Smith (full name discussed in the podcast) and Brad met the better part of a decade ago and have become fast friends who genuinely appreciate each other. Tron's journey is a unique one; from the South Side of Chicago to Phoenix, where she lives today with her totally jacked boyfriend Joe a.ka. "Old Bae."

After a brief hiatus that no-doubt disappointed millions of people, Wellness Checks are back. Today's guest is David Strauss, one of the three brothers whose family owns Sluggers, the Wrigleyville staple. David and his family have always been very good to Brad and The Heckler, hosting a number of events and running ads and co-promotions from time to time.

This was recorded a few weeks ago, but the topics all remain relevant: How does a family-owned bar in Wrigleyville deal with these difficult times? What will Wrigleyville look like by the time the pandemic is over? Not surprisingly given his career path and a life spent working in a bar a few hundred feet from Wrigley Field, David had a lot of great thoughts on this.

Also discussed are some of the crazy things he's seen in his days behind the bar at Sluggers, including the 2016 Cubs taking over the place the night after they won the World Series.

It's been two weeks since our last Wellness Check. We have a really good one with a local business owner in the hopper, but it was recorded before the social unrest of the last weekend of May and didn't seem right to release given all that was going on around us (and in Brad's case, just blocks away). So we recorded a Wellness Check with repeat guest John Burks to hear from his perspective about race and the social issues coming more to light now than ever. 

Follow John on Instagram.

Today's Wellness Check is with Sarah Lauch, an executive producer at NBC Sports Chicago and the founder of Live Like Roo, a non-profit organization that supports families of pets diagnosed with cancer. Sarah and Brad talk about her career at NBC Sports Chicago (Comcast SportsNet before that), how some of her coworkers didn't know she was dating someone else in the office until their wedding announcement came out, her unique relationship with Matt Nagy, her long history of saving animals in need, crazy stories rescuing dogs, the background of Live Like Roo, how people can support the rescue community, and much more.

Check out Live Like Roo at https://livelikeroo.org/

Today's Wellness Check is with Katie Rich. She's a writer who spent six years at Saturday Night Live and Second City before that. Brad and Katie talk about all sorts of interesting stuff: How she's handling the quarantine (typically three good days followed by one shitty one), her first experience at Second City, why she hopes to never meet Stephen Colbert, how working at SNL matched up with her expectations, writing for SNL when Anthony Rizzo, Dexter Fowler, David Ross and Bill Murray came through a few days after the Cubs won the World Series, Heckler fan suggestions for high school names that could be more "Chicago" than her alma mater Carl Sandburg High, the time Chris Hemsworth practically impregnated her in his Thor costume on the SNL set, the new Netflix project that she's not allowed to talk about just yet, stifling her "Chi-CAH-go" accent, attending the double-doink Bears-Eagles playoff game with her "piece of shit" Philly sports fan husband, how she knew The Heckler was founded in 2003 (it involves her working at a Wrigleyville bar and a supposed Heckler staffer hitting on her fellow waitress), the Second City sports videos that involved her dressing up like Brent Seabrook and Joakim Noah, what she thinks when people say SNL isn't as good as it used to be, her experience writing for the ESPYs with John Cena and Peyton Manning, her love of rescue dogs, and much more.