Amusing advice Comedian riffs on life lessons in new special

From party goblin to elder millennial, Iliza Shlesinger is always evolving.

Read this article for free:

or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Hey there, time traveller!
This article was published 22/08/2024 (707 days ago), so information in it may no longer be current.

From party goblin to elder millennial, Iliza Shlesinger is always evolving.

She’s also incredibly prolific. The American comedian has six Netflix specials under her belt, including her most recent, 2022’s Hot Forever. She has written two books, All Things Aside: Absolutely Correct Opinions (2022) and Girl Logic: The Genius and the Absurdity (2017). She wrote, executive produced and starred in the 2021 Netflix comedy Good On Paper. She’s a podcaster (AIA: Ask Iliza Anything) and an actor. She coined the phrase “elder millennial,” which serves as the title of her 2018 special.

“As long as I’m creating then I’m still living,” says Shlesinger, 41, who also gave birth to her second child earlier this year.

MOLLY CRANNA PHOTO 
                                Iliza Shlesinger brings her new act to the Centennial Concert Hall Saturday.

MOLLY CRANNA PHOTO

Iliza Shlesinger brings her new act to the Centennial Concert Hall Saturday.

Now, she’s back on the road with the Get Ready Tour, which stops in Winnipeg on Saturday. The new show will be taped for her seventh special — and first for Prime Video — later this year.

“I think it has all the best parts of my acts — you know, animal noises and sounds and astute observations, with a little bit of reflection about getting older,” she says.

Comedy preview

Iliza Shlesinger

● Centennial Concert Hall

● Saturday, Aug. 24, 8 p.m.

● Tickets $58.50 to $118.50 at centennialconcerthall.com

“It’s a raucous tornado of an hour.”

The Free Press caught up with Shlesinger by phone in advance of her date at the Centennial Concert Hall to talk about what’s involved in refining a new hour, Instagram brain rot and millennial nostalgia.

This interview has been lightly edited and condensed for length and clarity.

FREE PRESS: Tell me about the new hour and what audiences can expect on the Get Ready tour.

ILIZA SHLESINGER: I usually put out an hour every year-and-a-half, and I took a little bit of time for myself to have my son and get back to trying to be a semblance of myself, so this one’s coming out a little bit later. So this is a super … I mean, they’re always polished, but I’ve had time to really cherry-pick exactly what I want. It’s a super-energetic, hard-hitting, take-no-prisoners funny hour and it’s my favourite one yet.

I have advice for younger women — which as a younger woman, I can tell you, you never want advice from older women. But especially at the end, I really address what it feels like to age in front of an audience. I talk a little bit about, not so much my kids, but the insanity that is having a baby right up top, and then we kind of move away from the motherhood stuff, and we just get into advice and things I wish I knew when I was younger.

FP: I know you’re taping a new special on this tour in November. How do you know when the hour is locked in? Or is it just constantly evolving? I saw John Mulaney twice on a tour in 2022 — Chicago in July and Winnipeg in October, and couldn’t believe how much it had changed in that space of time, for the better.

IS: I mean, the artistic answer is it’s never finished. It’s always evolving. And I would hope that when you see a comic about six months apart that what you see is different the next time, otherwise they’re not doing their job. So it’s not so much that it’s finished as much as you know when the special is taping so you get it as trim as you can to back it into that date.

But you know, the next week, when I go to do that hour at a new market, I start changing things. So it’s sort of an ever-evolving thing that you just happen to capture in a moment. I hate to say it’s like a bottle of wine, but it is. It just happens to taste that way on the day that you drink it, but next year it will be different.

FP: I imagine doing the hour is a bit different knowing it’s going to be committed to tape.

IS: I run my hour a lot because I genuinely love doing it. It’s always going to be polished, and I’m always going to hit the same mark on the stage. The bad news is, you’re having to sort of crystallize it in amber. But the good news is, if for some reason I flub something, I can go back and be like, “Let me take it again.” And the audience is on your side.

FP: This will be your first special for Prime Video after six specials with Netflix. What prompted that move?

Clifton Prescod/Netflix
                                Iliza Shlesinger performs during her Hot Forever special. The comedian says her Get Ready tour features ‘all the best parts of my acts.’

Clifton Prescod/Netflix

Iliza Shlesinger performs during her Hot Forever special. The comedian says her Get Ready tour features ‘all the best parts of my acts.’

IS: All I ever want is to be exposing more people to my comedy. Exposing is always a weird word — it always sounds lecherous and it always sounds like COVID. But I always want to be reaching different audiences. I did so much great work with Netflix, and that’s not to say I won’t work with them, or Hulu — it really is the Wild West when you talk about digital performances in standup, there’s no hard and fast rules. But I really wanted to see if I can reach a new audience and shake things up.

FP: We have to talk about Instagram, because the GRWM (Get Ready With Me) videos you’ve been doing are hilarious; I love your skewering of them. I feel like Instagram is breaking our brains a bit. It’s almost hard to know what’s parody anymore.

IS: That is actually the heartbreaking part. Like, to me, it is so clear that I’m doing a parody, and so I get sad for the future of my country and of our world when people don’t realize that my four-inch-long eyelashes and barely glued on fake nails with my lips held out is a joke. I’m like, “Oh my god, please don’t vote and please don’t operate a motor vehicle if you think this is real.”

I always run to the comment section because it is only there that you not only run up against the worst part of humanity, but you find the normal people. I always look for people who are like, “You guys, can’t you tell this is a joke?” And I’m like, “Oh, good. Some intelligence still exists.”

FP: As a fellow elder millennial, I also want to talk about our generation’s complicated relationship to nostalgia. I read a quote from you once about how the internet has made it so we have constant access to things we’d ordinarily be nostalgic for, which makes them less special.

IS: I think that there is a commodification of our own nostalgia, and it is not always pervaded by people who are actually missing it as well.

When I log on and I see a video that’s like, “Let’s take a look back at summer vacation in 2002!” and then they show you pictures of things that you would have worn or listened to or done and the person selling that to you could be a 20-year-old guy.

They know that you’ll look, so they’re selling you back your own nostalgia to actually make you a little sad. Because one of the reasons people get nostalgic for things is because where you are now does not feel as good.

It’d be one thing to look back at something and just enjoy it, but it’s ever-ready, so you don’t have a chance to miss it. I do think we are, in real time, as millennials — but probably every generation — mourning the loss of what we thought was a safer world. I think that’s why so many people spend so much time on their phones because we’re all a little unsure of what the f— is going on.

I mean, it’s a really sad thought — I know people are reading this like, “OK, is this a comedy show?” But in that, you can find community with people your own age because you remember not so much when it was better, but when it was different.

I also think part of becoming an adult is becoming cognizant of just how scary the world is, and I definitely see that now, having two kids — you just see things differently. Part of getting older is pulling your head out of the sand and becoming aware of all the insanity that is going on around us, and the internet just makes it feel even closer.

jen.zoratti@winnipegfreepress.com

Jen Zoratti

Jen Zoratti
Columnist

Jen Zoratti is a columnist and feature writer working in the Arts & Life department, as well as the author of the weekly newsletter NEXT. A National Newspaper Award finalist for arts and entertainment writing, Jen is a graduate of the Creative Communications program at RRC Polytech and was a music writer before joining the Free Press in 2013. Read more about Jen.

Every piece of reporting Jen produces is reviewed by an editing team before it is posted online or published in print – part of the Free Press‘s tradition, since 1872, of producing reliable independent journalism. Read more about Free Press’s history and mandate, and learn how our newsroom operates.

 

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

Good Samaritan stabbed attempting to help with suspected overdose

1 minute read Updated: Yesterday at 2:07 PM CDT

A Good Samaritan who was trying to help a woman who appeared to be suffering from a drug overdose on Tuesday night was instead stabbed by her companion, police say.

The victim, a 51-year-old man, came across the woman near Jubilee Avenue and Osborne Street at about 9:15 p.m. on Tuesday and tried to assist her, before a suspect came up and stabbed him in the upper body. Police say the suspect knows the woman.

The 51-year-old was rushed to hospital in unstable condition, where he was given medical treatment. The woman, too, was taken to hospital for medical attention. Winnipeg Fire Paramedic Service personnel alerted police to the incident.

Patrol officers, along with a police dog unit, found the suspect on the 400 block of Brandon Avenue just before 11 p.m. He tried to run, but officers made the arrest and seized two knives, police said.

Drop bravado and cease silly summer spat

Maureen Scurfield 4 minute read 2:01 AM CDT

DEAR MISS LONELYHEARTS: My neighbour mowed the words “dumb ass” into my lawn, which had grown way too long while I was staying at the lake in my new cabin — for four weeks.

I agree my long front lawn got annoying to look at on our residential street. So, I got home and got out of my car, and took pictures of what he did to my lawn — in front of some neighbours for witnesses.

Then I unpacked my stuff, and that night just before bed I finally mowed the lawn with my loud mower. I did it in my own sweet time and went to bed, still mad. I honestly thought my neighbour was mostly just jealous because he doesn’t have a cabin himself!

I’d finally cooled off by noon the next day, so I went out and bought the guy a 12-pack, and left the beer on his back steps, with a card saying, “You can relax now!”

Sottobraccio brings Harth’s Italian flavours to new location in Osborne Village

Eva Wasney 4 minute read Preview

Sottobraccio brings Harth’s Italian flavours to new location in Osborne Village

Eva Wasney 4 minute read Tuesday, Jul. 28, 2026

Sottobraccio is the answer to a common refrain at Harth Mozza & Wine Bar.

“The No. 1 thing we always hear from guests at Harth is, ‘We love coming here, but it’s such a drive,’” chef Brent Genyk says of his popular fine-dining restaurant in South St. Vital.

Harth’s new sister restaurant opened in the heart of Osborne Village in June, joining a raft of other eateries that have moved into the central Winnipeg neighbourhood in recent years.

Sottobraccio is located at 160 Osborne St. in the main floor of the Zü, a new retail and residential complex built on the former site of the Osborne Village Motor Inn and its well-known music venue, the Zoo.

Read
Tuesday, Jul. 28, 2026

What’s up

5 minute read Preview

What’s up

5 minute read 12:02 AM CDT

Summer Movie Night: JawsBarn Hammer Brewing Co., 595 Wall St.Today, 7 p.m.FreeIt was the first film to be marketed in North America on LaserDisc (in MCA DiscoVision, no less). The main character doesn’t have a name, but was dubbed Bruce by its co-stars. And a prosthetic arm made for the film didn’t look realistic enough, so a cast member was buried in the sand with only her arm sticking out.

Steven Spielberg’s 1975 film Jaws was a sensation upon release, overtaking The Godfather as the highest grossing film at the North American box office (a title it held until Star Wars was released two years later). The film follows the plight of a New England town terrorized by a massive great white shark, and the ragtag trio that set out to take down the beast after a series of attacks.

Tonight at Barn Hammer, you can revisit the film that had so many afraid to go in the water (and spawned Roy Scheider’s infamous line “you’re going to need a bigger boat” which, according to IMDb, he improvised).

The film gets going at 7:30 p.m., but pop by the brewery tap room beforehand for some pre-show trivia (such as the above nuggets). There will be happy hour-priced pints, a themed cocktail and even a candy bar for viewers of all ages to enjoy. Admission is free.

Read
12:02 AM CDT

Letters, July 30

7 minute read Preview

Letters, July 30

7 minute read 2:00 AM CDT

The reaction to Manitoba Hydro CEO Allan Danroth is predictable. Mr. Danroth has stated a clear-eyed assessment of the green power options. A cursory review of the wind, battery power and solar options bears out Mr. Danroth’s assessment of the facts.

Read
2:00 AM CDT

Preserving past, pondering future of 142-year-old downtown church

Chris Kitching 6 minute read Preview

Preserving past, pondering future of 142-year-old downtown church

Chris Kitching 6 minute read Yesterday at 6:55 PM CDT

A 142-year-old church in downtown Winnipeg needs about $7.7 million for upgrades and related costs, while an ongoing heritage renewal project aims to create a blueprint for its future.

Potential options include selling Holy Trinity Anglican Church and leasing it back for a decades-long term, or building an apartment or office tower on an existing surface parking lot to generate revenue, officials said Wednesday.

“I think that is part of the negotiation and ensuring we have the right partners, but it is hard to put down on paper precisely every aspect of the future of a place of worship,” project manager Stephen Borys said of the potential duration of a sale and leaseback agreement to ensure the church still exists generations from now.

Similar agreements with 50- or 100-year leases exist elsewhere in Canada, he said, noting the option has been on the table for Holy Trinity for a year.

Read
Yesterday at 6:55 PM CDT