King Jack O’Brien | DNP Minneapolis S12 E1

King Jack O’Brien | DNP Minneapolis S12 E1

He Came With Notes. She Came With Nothing. She Won.

By Patio Gossip

Last season ended with the most composed rejection in Minneapolis DNP history — Cass looked King Shea in the eye, thanked him genuinely, and walked off stage with every ounce of her dignity, leaving a room full of people completely speechless. So going into Season 12, we already knew: Minneapolis doesn't run the script. The king doesn't always get what he planned for. And the crowd never forgets.

If you haven't watched Season 12 Episode 1 yet, close this tab. Go watch it. Come back. You need to see this one before you read it.

Season 12 is officially live. And Tobi Shamu is back. Let's go.

Watch full episodes on YouTube | Listen on Apple Podcasts | Listen on Spotify


King Jack O'Brien

Quick note on the room before we get into the man: Graze got a new stage setup this season. The show moved from near the stairwell down to the lower grassy area, which turns the whole venue into a natural amphitheater. The upstairs balcony — previously a spot where you'd miss half the show — now has arguably the best view in the building. Season 12 looks different. It feels different. Good different.

Tobi Shamu took the stage first, as he has for three years running as the Twin Cities standup comedian who hosts this thing, and he opened with a bit about a date that ended when he tried to kiss a woman with lips so ashy that the sound, in his words, was "a chip bag opening." He reached for chapstick. She dug through her purse for lip gloss. He looked up at her and said "look at us, just digging in our little purses for lip gloss right now — this is so cute!" She laughed so hard she left his apartment. "Can you be too funny as a comedian?" Tobi asked the crowd. "Yes. I have ruined dates." The man warmed up 250+ people in under two minutes. That's the job.

Then King Jack O'Brien walked out to "Promiscuous Girl" by Nelly Furtado and Timbaland.

He is 22 years old. He is 6'1" with blue eyes and what his own intro described as "no trust fund energy." He graduated from the Carlson School of Management — early, he finished early — and currently splits his time between a financial analyst role at US Bank and bartending at Blarney on the side. He is training for a triathlon. He ran the Twin Cities Marathon. He is going to Banff in a couple of weeks. He has read eight books since December. One of them was Fourth Wing. Tobi asked which detail surprises people the most. "The smut," Jack said, without blinking. The crowd erupted in green flags. He hadn't been on a single date yet.

A few things you need to know before the dates begin. Jack watched 12 episodes to prepare for tonight. He came with notes. He came with clips. He described himself as someone who doesn't like going into things not knowing what's going to happen. His weirdest turn-on: "somebody that can be a little mean — I don't want you to be too nice to me, where's the fun in that?" He was asked if anything would immediately end a date. He said no. "I'm here for a good time. Let's make some TV." His sister was in the front row. His parents were getting text updates from said sister. The family group chat was fully active. This is Minneapolis — the friend group always shows up, and Jack's was no exception.

One more thing. He's into anime — loves it, LOTR, Game of Thrones, the whole fantasy-nerd portfolio — but he told his casting agent, specifically and unprompted, that he is not into girls who are into anime, or girls who "look like they're into anime." We are going to hold this information until Date #3 because that's exactly what Tobi did, and Tobi was right to do it.

Three women. Ten minutes each. Blind dates. Let's go.


Date #1: Annika — The One Who Set the Bar

Annika Johns walked out to "Runaway (You and I)" by Galantis and the energy matched the song title.

She's 24, from Stillwater, works downtown Minneapolis as a recruiter at Northwestern Mutual, and she is a former collegiate swimmer at Gustavus Adolphus who holds school records in the 500 freestyle and 200 backstroke. She is the loud, funny, bring-everyone-together one in her friend group. Her older sister was in the audience — on her birthday, by the way — and her family does Orange Theory together on holidays instead of Turkey Trots. "If it's Thanksgiving, if it's Christmas Eve, we're going to Orange Theory," she told Jack. That is a personality type and I respect it at a cellular level.

This date hit fast and stayed there. Jack mentioned he was heading to Banff soon with his boys, she brought up the Boundary Waters, and suddenly these two were trading outdoor adventures like they'd been planning the same trip from different states. She's been to Europe three times in the past year. He backed out of a Europe trip with his friends recently and is living with that shame. He listed his favorite things in no particular order: golf, snowboarding, water skiing, camping, hiking. She doesn't say she loves all of these but she didn't flinch at any of them either. The conversation had a rhythm that made Tobi look like a line judge at a tennis match — just watching, not really needed.

She dropped the cougar license line when she found out he was 22 and she was 24. "I got my cougar license," she said. "I should be all right." He was scared. Briefly. Then he recovered. She mentioned she's officiating her future brother-in-law's wedding in Cancun, which apparently requires a plus-one. The man's eyes lit up in a way he probably didn't intend to broadcast to 250+ people.

The Minus 196 Freeze Minute — sixty seconds at the end of each date, presented by -196, the whole-fruit vodka seltzer from Japan — asked what their ex would say about them. She said Jack carries himself with confidence and is genuinely kind. He said she's a great listener who really cared. Tobi said, out loud, on a microphone: "You guys are so cute." That is not something Tobi says lightly.

Jack's read afterward: "That was the highest energy first date I've ever been on. It was phenomenal." He had watched 12 episodes where first dates rarely go that well. This one went that well. Annika walked off stage having set a standard that was going to be genuinely difficult to beat. Scan the QR code on your table — presented by BettorsEdge — and vote. You've been doing it all night. Keep doing it.


Date #2: Jacinda — The Cotton-Eye Joe Defense

"No Broke Boys" by Disco Lines and Tinashe played as Jacinda Kurian walked out, which was simultaneously a vibe and a statement of intent.

She's 22, from Minneapolis, graduated college two years early — at 20, which means she was doing things correctly while the rest of us were figuring out what a W-2 was — and is currently working as a legal assistant while studying for the LSAT. She wants to do immigration law eventually. Her grandmother was an undocumented immigrant and it matters to her. Plan B if none of that works out: move to New Zealand and work on a farm. She is also, per her own submission, "more handfuls than the average man has hands." Her friends said it. She agreed.

Jacinda opened with a question. Not small talk, not a warmup — a test. She needed to know if Jack could do the Cotton-Eye Joe. Her roommates require any guy who comes home to do it. It's not a gimmick, she explained. It's a litmus test. Can you laugh at yourself? Are you willing to be embarrassed? Are you actually fun? Jack said yes without deliberating. They stood up. They did it. She led. It went for about a minute. The crowd got that specific kind of awkward that only happens when something unexpected unfolds on stage and people aren't sure if they're watching something great or a disaster, and then they decided it was great and went with it. He forgot the grapevine. She said she'd give him slack on that. "You need that in a relationship," he said. "Probably," she agreed.

The rest of Date #2 was sharp. His plan B: move to a beach, open a tiki bar, do tiki bar by day, surf by night. She grew up in Shakopee and worked at Valley Fair as a lifeguard in high school. Jack called her a "carny." She called it her red flag. He agreed. They both laughed. That's what banter looks like when it actually works as opposed to when it's just one person throwing punches at someone who isn't swinging back.

The Freeze Minute for Date #2 — went: what's the most attractive thing about the person sitting across from you? Jack said she was "super witty" and that a good lawyer needs to be witty — and she had it. She said she liked that he could take the hits she was throwing and he did the Cotton-Eye Joe without needing to be convinced. "I got to give you props for that," she said. Jack told her, plainly, that she had hit "some of my kinks" — this being a reference to the being-a-little-mean turn-on he'd disclosed in the intro — and Tobi noted for the historical record that they were already discussing kinks during date two of the season premiere.

Jack's read: "Super witty. Quick. Definitely put me to the test. I think I probably need a little bit of that." He wasn't wrong. She delivered.

Think you could do better than these three? Applications for Kings, Kweens, and Contestants are open.

Apply at datenightpod.com →


Date #3: Hailey — "You Smell Like Roses"

Hailey Farrell walked out to "Take Me Out" by Franz Ferdinand, which is a great song for someone whose self-described humor is "12-year-old boy."

She's 22, lives in Dinkytown, graduating from nursing school on May 15th — she had an exam the morning of the show, came straight from the "I have no idea how that went" anxiety spiral directly onto a stage in front of 250+ people, which is a choice — wants to work in pediatrics eventually, grew up mostly in California with her mom before the two of them moved to Chanhassen, and she is a dog mom above everything else. Louie is a 25-pound Cocker Spaniel. He is her whole personality and she will tell you this unprompted.

The first surprise: they already knew each other. They'd overlapped at the U of M. Jack was pretty sure he'd seen her at Frank's at 3am. She knew one of his friends from his high school. She was, upon reflection, probably already on his private Snapchat story. This is Minneapolis. The pool is not big. You have either dated someone in this room or you know someone who has. The show being surprised by this is honestly the most surprising part.

Then Tobi, armed with intelligence from Jack's friends in the front row, dropped the anime bomb. "I heard through the grapevine that Jack is into anime — but correction, he likes anime, but he's not into girls who like anime." Hailey did not blink. "I've been watching anime since elementary school," she said. "Those are cartoons." Jack tried to qualify immediately: "I think it's okay that I sometimes happen to watch anime because I don't smell like I watch anime. There's a difference." Hailey looked at him and asked, genuinely: "Do I smell like I watch anime?" Jack: "No. You smell like roses." The crowd lost its mind. And then, because Hailey is exactly who she presented herself to be, they just went full anime nerd for the next five minutes.

Jack admitted he was genuinely afraid of minnows as a child and could not believe he was saying this on the internet. Hailey countered that she used to keep a pencil case full of live bees in her desk as a kid.

He then mentioned, as casually as a person can possibly mention something, that one of his red flags is lap dogs and little dogs. Louie is 25 pounds. Hailey's face did something specific. "He's like a Cocker Spaniel," she said. Jack recovered by saying "the short ones always are," and moved on before anyone could hold him fully accountable. Points for recovery speed.

The Last Freeze Minute of the night — asked: if this date ends with a kiss, who's making the first move? Jack told the story of a woman who once refused to leave a date until he kissed her, he went in for what he described as a "completely normal, typical first date kiss," and she immediately pulled back and said "tongue." "I'm not French," Jack said. "I have no idea." Hailey said she'd probably do a kiss on the cheek and then run away. Tobi confirmed, for the record: "That's her." It is absolutely her.

Jack's read: "Super fun. I've known you throughout my four years at school. It was cool to finally have a full genuine conversation and fill in the gaps." High praise from the most prepared king in the room.


Shoot Your Shot: The Half-Court Heave That Went In

Three dates. Ten minutes each. A room full of people who had been watching Jack O'Brien for an hour and twenty minutes. Tobi opened it up. One woman stood up.

Erin (spelling uncertain — this is going to matter) is 24, from the southwest suburbs of Chicago, and she ran Division 1 track at the University of Minnesota as a miler. She ran a marathon in high school at a 3:45. She's currently training for the Twin Cities Marathon. She was working toward Hyrox with a roommate until they signed up for the marathon instead. She got up because her friends pointed at her and wouldn't let her stay seated. This is, in the most distilled form possible, what Minneapolis looks like. Someone always pushes someone else forward. The DNP has been built on that culture for twelve seasons. It showed up again tonight, in the last two minutes of the show, wearing a marathon training schedule.

Jack listened to her talk for about two minutes. She mentioned her marathon time and he said, humbly, that his cardio was probably better in high school too. "I was a swimmer," he said. "Oh, you're good at cardio," she said. "I last for a while — that's what I've been told," he replied, and then immediately noted that it's a marathon, not a sprint. The crowd appreciated this. She humbled him athletically and he handled it with grace.

Tobi asked him if he wanted Erin to join the final selection. "I absolutely would," Jack said. No hesitation. No deliberation. Absolutely.


The Elimination: "I Think I Connected More With Eric or Sorry, Erin and Annika"

Four women. Two spots. Jack ran through all of them in the final round.

On Annika: "That was honestly like a super fun first date. I had a ton of fun. Everything you said, I was like, that makes sense, that tracks. It was phenomenal." She thanked him. He thanked her. A warm, easy exchange.

On Jacinda: "You're super witty. You're quick. You definitely put me to the test, which I think I probably need." She told him she'd been told she's a little too mean to men and it was good to hear it hadn't been off-putting.

On Hailey: "Super fun. I've known you throughout my four years at school. It was cool to have a full genuine conversation and kind of fill in the gaps." She told him she was pretty sure she was on his private Snapchat story. He neither confirmed nor denied this on a stage with a live audience and an active Twitch stream. Smart man.

On Erin: "You're obviously totally a stud. You definitely humbled me a little bit, which I definitely think is good. I think somebody as active and as fun and interesting as you — I definitely like that a lot."

Then Jack made his decision. I want to be precise about the wording. He said: "I do think that I might have connected a little bit more with Eric or sorry, Aaron and Onika." He called Erin "Eric." He called Annika "Onika." He eliminated Jacinda and Hailey simultaneously while getting neither of the two remaining women's names right. Hailey and Jacinda walked off stage. Give it up for both of them — they were fantastic and they earned everything the crowd gave them on the way out.

Then it was Annika and Erin.

Jack said both of them were super fun and interesting in their own way. He said whichever one walked away, any single guy in the room should go talk to her immediately.

And then Jack said with a wink, "Eric, I do think that you're pretty awesome. I definitely think I connected with you really well, and I'd love to go on a second date with you."

Tobi said: "Give it up for Annika." And the Graze crowd — the North Loop crowd, the Minneapolis crowd that showed up on a Tuesday night in April and stayed for the whole thing — gave it up for Annika louder than they had given it up for anyone all evening. That was the loudest moment of the night. Not the winner announcement. Annika's exit. She walked off that stage with the entire room behind her, and if any single man in that building let her leave without getting her number, that's a them problem.

Erin took the name situation in stride. "You can call me Eric," she said. "It works." They're going to the Como Zoo for the second date. Jack suggested it.


The Verdict

King Jack came into Season 12 Episode 1 more prepared than any king has a right to be — twelve episodes of research, a white shirt bought same-day with a clean neck check, notes, clips, a whole plan — and got completely outflanked in the last two minutes by a woman who stood up because her friends pointed at her. Erin walked up with nothing except two good minutes and a 3:45 marathon from high school, and it was enough. All three contestants were great. All three of them deserved a better pronunciation of their name. Season 12 is open. Minneapolis is back. Nothing went according to plan. Welcome home.


Want to Be on the Show?

Date Night Podcast is actively casting Kings, Kweens, and Contestants for upcoming episodes in Minneapolis, Denver, and Scottsdale. Whether you want to be the headliner or you think you've got what it takes to win someone over in ten minutes — we want to hear from you.

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