His time to shine

Journeyman actor chronicles long rise to stardom in charming memoir

Advertisement

Advertise with us

Jeff Hiller is having a moment.

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 02/08/2025 (418 days ago), so information in it may no longer be current.

Jeff Hiller is having a moment.

After a career spent playing various service industry figures in blink-and-you’ll-miss-’em TV and movie roles, the New York-based character actor has received no end of plaudits over the past couple of years for his sensitive, unstereotypical work as Joel, the best friend to Bridget Everett’s Sam, in Somebody Somewhere.

And last month, Hollywood made that affection official, bestowing upon the lifelong portrayer of bit parts a much-deserved Emmy nomination for best supporting actor in a comedy, acknowledging his indelible contribution to the brilliant HBO show.

HBO / Associated Press
                                Jeff Hiller (left) received an Emmy nomination this year for his work as Joel, best friend of Sam (played by Bridget Everett, right) in the HBO series Somebody Somewhere.

HBO / Associated Press

Jeff Hiller (left) received an Emmy nomination this year for his work as Joel, best friend of Sam (played by Bridget Everett, right) in the HBO series Somebody Somewhere.

So the timing is perfect for Hiller’s memoir, whose subtitle — My Twenty-Year Trail to Overnight Success — feels more relevant now than ever.

In fact, within its opening pages, the former Olive Garden waiter says: “Don’t get me wrong, I really want to win an award, but the truth is, I’m just happy to be an actor who gets to act and who doesn’t have to grate mounds of Parmesan onto someone’s pasta in hopes of a large tip.”

Awards aside, Hiller is a charming enough presence on the page — self-effacing, gossipy, irreverent and open in turn — that it probably doesn’t matter if you’re familiar with his work.

A lifelong reader of celebrity memoirs (mostly, as per the title, by actresses of a certain age), Hiller knows all the clichés fans of the genre have come to expect — Buried Importance (mentioning something innocuous that turns out to be momentous), Body Electric (focus on famous body parts) and You Have to Remember (giving the context of the time in which the story took place) — and does not necessarily avoid them.

He takes readers from his tortured teen years, growing up bullied and gay in Texas, to his discovery of improv and the joy found in performing with the famed Chicago company Upright Citizens Brigade. (It might amuse Hiler to learn that, Emmy nod be damned, as of the writing of this review he’s not listed among the luminary alumni of the group on Wikipedia.)

Gregory Kramer photo
                                Jeff Hiller

Gregory Kramer photo

Jeff Hiller

Along the way he spends time in Namibia on a study-abroad semester — he wanted to go to Ireland for reasons involving the film Far and Away and Tom Cruise’s butt crack, but ended up having a life-changing experience — joins a Christian commune and works as an outreach worker recruiting men to be part of an HIV study, hitting up bars and bathhouses to find participants.

Of the latter he recalls, “There was a hot tub that screamed Legionnaire’s disease… There was a dark maze where anything could happen and while I could see the appeal in theory, I kept thinking, ‘What if the anything is murder?’”

A particularly funny chapter finds Hiller answering the most Googled questions about himself, many of which focus on his appearance, which he describes as “as if a theme-park caricature artist crafted one of his drawings in human flesh.” He tells a cutting anecdote about looking over the shoulder of a man who is clearly trying to place him, only to read the words “Actor with weird-looking face” in his device’s search bar.

It’s not all witty self-deprecation and (light) dirt-dishing. Hiller includes a touching chapter about coming out to his parents, for whom he has radiant affection, and delves into the way he’s had to find room for his Christian faith (something he shares with his Somebody Somewhere character).

Of that critically acclaimed show — which gave him the role of a lifetime, one that seemed to have been written for him, but wasn’t — he quotes the Broadway musical Title of Show: “I’d rather be nine people’s favourite thing than a hundred people’s ninth-favourite thing.”

Actress of a Certain Age

Actress of a Certain Age

With this delightful book, Hiller deserves to be many more people’s favourite thing.

Jill Wilson is the Arts & Life editor of the Free Press.

Jill Wilson

Jill Wilson
Senior copy editor

Jill Wilson writes about culture and the culinary arts for the Arts & Life section.

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

You’d only regret not acting on longtime crush

Maureen Scurfield 4 minute read 2:00 AM CDT

DEAR MISS LONELYHEARTS: For years I had a big crush on my older sister’s hot-looking best friend who was often over at our house. My sister found out about my crush and told me, “I’ll kill you, if you go after my friend!” I was crushed at the time, and kept my distance, although I still had erotic dreams about that girl a lot.

This fall my sister is going to university out of province, and her friend is still here in Winnipeg, going to the same college as I am. I ran into her recently at a mall. She looked me up and down and said, “Wow!” Was she teasing me like a little boy or was she actually flirting with me now my sister’s out of the way?

More importantly, do I need my sister’s permission to ask out this friend of hers now she lives in Ontario? Please help!

— Still Awkward, But Interested, North Kildonan

Today’s horoscope

Georgia Nicols 4 minute read Preview

Today’s horoscope

Georgia Nicols 4 minute read Yesterday at 2:01 AM CDT

MOON ALERT: Caution. Avoid shopping (except food and gas) and important decisions from 3 a.m. until 10:55 p.m. After that, the moon moves from Aquarius into Pisces.

ARIES (March 21-April 19)

There’s a moon alert all day so restrict spending to food and gas, and postpone important decisions. However, you are the artisan of the zodiac, and a moon alert is an excellent time for socializing and making art.

TAURUS (April 20-May 20)

Read
Yesterday at 2:01 AM CDT

If you feel stuck on repeat, reach out for advice

Maureen Scurfield 5 minute read Yesterday at 2:01 AM CDT

DEAR MISS LONELYHEARTS: My ex-mother-in-law and I ran into each other at a political do and had a great old time. I like her much better now than when I was married to her daughter. But she enjoyed mentioning that her daughter is now much happier in her new marriage to someone other than me. That’s rude, but I was actually happy to hear it.

Then she had the nerve to ask me if I felt better-suited to my new wife, and I said, “No, because she’s a lot like your daughter.” That was an awful thing for me to finally realize fully, and in front of my ex-mother-in-law.

Is it true people keep marrying the same type of person over and over again, and just keep trying to do better each time?

— Lying Awake, Tuxedo

Time for 21st century leadership at MB Hydro

Scott Forbes 5 minute read 2:00 AM CDT

With the recent resignation of its CEO Alan Danroth, Manitoba Hydro now has a chance for an overdue course correction. The propaganda spouted by its PR flaks notwithstanding, our Crown corporation has set a backward path to the era of fossil fuels, largely ignoring the rapid clean (and cheap) energy transition taking place around the globe.

MB Hydro has argued that spending $3 billion on new methane (aka natural) gas generating stations is the best way to meet rising peak-load power demands, and oh, by the way, don’t worry about rising carbon emissions because we’ll hardly ever use them. Just stop and think about that. We’re going to spend (at minimum) $3 billion for something we don’t intend to use very much.

That borders on absurdity.

The much more likely scenario is that as the inevitable electrification of the economy proceeds, in tandem with rising grid demands, those methane-gas power plants will be called into service more and more.

Klein’s entrance adds spark to ho-hum mayoral race

Tom Brodbeck 5 minute read Preview

Klein’s entrance adds spark to ho-hum mayoral race

Tom Brodbeck 5 minute read Tuesday, Sep. 1, 2026

Until this week, Winnipeg’s mayoral race looked less like a democratic contest and more like a coronation.

It appeared Mayor Scott Gillingham was a shoo-in to win a second term. There were no obvious challengers with the political profile, organization or credibility to make his re-election bid uncomfortable.

That changed Tuesday: Kevin Klein is back.

The former city councillor and provincial cabinet minister is launching his second campaign for mayor, turning what looked like a sleepy election into something that resembles an actual race.

Read
Tuesday, Sep. 1, 2026

Letters, Sept. 24

7 minute read 2:01 AM CDT

Poor choice

Manitoba’s move to end seasonal time changes appears to be an edict by extrapolation.

A voluntary online questionnaire produced 72,000 self‑selected responses, of which 58 per cent (41,760 people) preferred permanent daylight time. This is not a scientific poll, yet it is being used to set time policy for 1.4 million Manitobans — without legislative debate, committee review, or a vote in the Assembly.

If a one‑hour shift twice a year is considered “harmful,” then by the same logic we should question every activity involving time‑zone changes.