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Roundtable: 2024–25 Milwaukee Bucks predictions
Welcome back to yet another year of the Brew Hoop Round Table, where we ask that everybody use coasters and please don’t feed the aging pugs from the table, thanks. We’ve made it, folks. Milwaukee Bucks basketball is finally back—and with the return of the Bucks comes the return of the annual Brew Hoop season predictions. It’s always fun to collect thoughts before the season officially tips off and look back at them at the conclusion of the year. We’ve tried to spice it up a bit with some different questions than in years past.
Bucks 2024–25 Record, Seed, and Playoff Performance
Gabe: With Boston coming off their championship as the clear favorites in the East, the Knicks bolstering their squad, Paul George coming to Philly, and the Pacers making a playoff run last year, this is the first season in which it really feels as if the spotlight is truly off the Bucks. The doubters haven’t been this vocal in a long time, with some pundits even predicting Milwaukee to float around the play-in range. Despite the swirling negativity, I don’t think it’ll be that disastrous of a year at all. Pencil me in for a 52-30 year and the number three seed. In addition to this being the year where Milwaukee gets out of the first round, I also think they’ll sneak out a tough series win in the second round. However, I struggle to see them advancing past the Eastern Conference Finals. If I’m picking right now, I’d go with Boston to make it out of the East again.
Van: Boston had an absolute cakewalk to the title last season, and I think when they get a true test next postseason, they’ll find that it ain’t easy to repeat! While I do think they’ll lead the East in regular season wins, I think it will be by more like four or five games as opposed to last year’s fourteen. Given decent health—55+ games for each of Giannis, Middleton, and Lillard—I see the Bucks as a low-to-mid 50s team in terms of wins. I do think they’ll take a lot more pride in the regular season after they underwhelmed with 49 wins last year, which should be enough to rise atop of the second tier of East contenders below the Celtics. I’ll predict the two seed over the Sixers and Knicks, who might have more injury concerns than the Bucks as of today. I’ll take Milwaukee at 54-29 and, at something close to full health, beating Boston in the East Finals. People are very much overlooking how well the Bucks played the Celtics last year. My prediction ends there.
Jack: If the Bucks are locked in and executing at a high level from the start, they will have a chance to get into the mid-50s in wins. On the other hand, their preseason performances—when the main guys have played, at least—have not been overly assuring. Additionally, Khris Middleton won’t be ready for opening night. How long does that linger? So there are undoubtedly many questions surrounding this team. I don’t know… let’s go with 54 wins. As for seeding, I think they will again end up as the three seed, but I could easily see them in second. Ever the optimist, I predicted on Deer Diaries (A Milwaukee Bucks Podcast!) that this team will go to the NBA Finals, and I’m sticking with that—they will dethrone the Celtics.
Riley: I’ve vacillated between optimism, despair, and plain indifference much of the summer (that’s what happens when the most anticipated campaign in a while turns out to be a slog). The core of that disappointing team is unchanged with positive expectations linked to relatively better coaching, improved role players, thoughts about health, and the friendship between Giannis and Dame. Those things aren’t nothing! However, given the age of the roster and the likelihood of nagging injuries popping up here or there, I expect merely the slightest of overall improvements to the record at 50-32. That will give them the three seed, and they’ll make it to the Eastern Conference Finals.
Morgan: Welp. I have the Bucks advancing to the Eastern Conference Semi-Finals. I thought that was optimistic given the last two campaigns, but I guess I’m a Negative Nelly. Ah well. Boston is still Boston, and although I think the Knicks will need time to repair their karma after breaking up the Power of Friendship, I still like their chances over the Bucks. The rest of the East doesn’t scare me (yet), so I’ll keep the Bucks in third at a slightly improved clip of 51-31 and in line for a nervy but ultimately redeeming Bucks in Six first-round win. Looking forward to being proven wrong!
Kyle: I figured there is no reason to be pessimistic, so I will say 51-31, which will be third in the East, but the Bucks will make the NBA Finals.
If the Bucks don’t win it all, it’ll be because:
Gabe: It’ll be because of the same script we’ve seen every year since the title run: injuries. I have faith that a full offseason will help Doc Rivers get this team to where they need to be to put their best foot forward. However, we all know how old this team is. If they get to the end of the regular season and aren’t close to 100% healthy and instead have some injuries that could force star players to miss time, it’s going to be difficult to make up—especially if it’s Giannis again.
Van: It’s probably going to be injuries, but more specifically, something longer-term to one of the big three or anything that keeps Giannis out for multiple games in a playoff round. Of course, there are other potential flaws with the team, but all would be more overcomeable compared to lacking a star during a significant stretch of games. I do think they have much better depth than last year to weather a shorter playoff absence from Middleton or Dame, but only in the earlier rounds versus a less talented team, probably not New York or Philly, and certainly not Boston. Obviously, Milwaukee really needs its big three to take out the East’s other top squads. However, I’m confident in the likes of Taurean Price, Gary Trent Jr., and Delon Wright to not only be better than Jae Crowder, Malik Beasley, and Patrick Beverley but also to give the Bucks high-quality minutes in a series, including if one of the big three is sitting out a game or two.
Jack: They have an imperfect roster that doesn’t lend itself to versatility. At the end of games, Dame, Khris, and Brook will likely be on the floor: three subpar or non-versatile defenders. As we know, injuries could also play a significant role. Finally, I firmly believe Giannis must slightly alter the way he plays to make his teammates better on a more consistent basis if they are to win it all. His usual crash-and-bang style probably won’t work at the highest levels, and diverting from this could prove valuable. Giannis setting screens better and with a higher frequency, committing to playmaking more than scoring, and proactively dictating the game more are what I’ll be watching for throughout the year.
Riley: The defense barely makes its way to league-average or slightly above league-average. I blindly (and stupidly) assumed the once-dominant defense of years ago would be there last season, even after all that personnel churn. My bad on that. Until they show me otherwise over the course of the season, I’ll maintain skepticism on that end and figure it will be the reason they fall short when it matters most.
Morgan: We can’t find a quality five through eight in the playoffs from the five through twelve in the regular season. Milwaukee’s five through twelve are either old, young, or new. We need half of them to pan out against any given playoff opponent, and likely more if injuries beset the aging top four. I’m excited for the regular season because it will give us a chance to see if the oldies are washed, the youngsters are ready, and the newbs will fit in. There are a lot of options here, but what the Bucks really need is a few quality options. They haven’t had those since the title run.
Kyle: I’ll take a different approach than everyone else, but I will say the offense stagnates/goes cold. There could be issues like Giannis struggling at the free-throw line or Dame and Khris having very inefficient shooting nights. It could be similar to the 2022 series against Boston where all the role players simply can’t hit a shot.
If the Bucks do win it all, it’ll be because:
Gabe: The vision that the Bucks had of Damian Lillard and Giannis Antetokounmpo comes to fruition. Last season, there were endless thoughts of how the duo would pair up. Ultimately, it was a rollercoaster of a campaign that featured three coaches, frequent lineup changes, and zero minutes of Giannis and Dame playing with one another in the playoffs. You also had the limited amount of time where Giannis, Dame, and Khris saw action together. I anticipate Giannis to produce like he normally does, but I’m eager to see what Lillard can produce. He’s been so transparent with how different this offseason has been for him, beginning with workouts and training. That whole routine of his was messed with last year since Portland was actively shopping him. This year, he had a full offseason to gel with his teammates and coach. Barring any injury to him, I anticipate him having a bounce-back campaign.
Van: They stay healthy enough and they actually are as good as they look on paper. While you can still identify weaknesses defensively on the wing and in the backcourt, then perhaps in terms of ballhandling, I think there’s enough on the roster today to be one of the league’s elite teams with a high-octane offense and a solid defense. More specifically, it will be because their corps of wings manage to keep Jayson Tatum and Jaylen Brown just enough in check during the East Finals.
Jack: They win on the margins. Bobby and Dame are five to ten percent better on defence; Gary Trent Jr., Taurean Prince, and Delon Wright prove substantial upgrades over their predecessors; Giannis plays more as a hub; the big three stay healthy, etc.
Riley: Doc Rivers has convinced Dame and Giannis to spam pick and rolls a million times during the regular season. That play type won’t win a title on its own, but it should be one of many tools the team uses to improve that relationship from functional (and thus good because of how talented they are) to deadly. If this team wins it all it will be thanks to that duo in particular living up to their innate potential.
Morgan: With respect to Tolstoy, a happy family—in this case, the Bucks—is actually just the reverse of an unhappy family. Give me a quality five through eight, and I give you a championship.
Kyle: The bench provides positive contributions. The Bucks won the title because of one or two bench players stepping up and executing. Milwaukee will need that same approach as well from Bobby, Prince, Delon, and whichever AJ/AJJ goes out there.
Where will Giannis finish in MVP voting?
Gabe: There’s so much talent in this league. You can legitimately make the case for five or six players. It’s honestly wide open. Ultimately, I think Luka Doncic will take home his first MVP trophy. I’ll go with Nikola Jokic finishing second, and then Giannis coming in third.
Van: It seemed preordained that Doncic would be the 2025 MVP even before the Mavs made the NBA Finals. I think that will be the way voters go because many have just been itching to crown him for a while, given how often he’s been people’s preseason MVP pick in recent years. I do think Giannis will finish top-three, though (it’s a joke that he didn’t last season after being the first player in league history to average 30 a game on over 60% shooting), but I’ll guess Shai Gilgeous-Alexander is the runner up again. As we saw with how Giannis’ MVP candidacy ebbed after winning it twice, then winning a title but lacking playoff success since, the three-time MVP Jokic’s time as a finalist is likely done until Denver makes another deep run.
Jack: Gosh, you tell me! It feels like “The Media” has really soured on the Bucks in recent years, and that has extended to Giannis. Antetokounmpo does have the advantage of having not won it for a while, so voter fatigue may not be such an issue. But it also feels like pundits might want to give it to Shai Gilgeous-Alexander or Luka Dončić. I don’t have much hope in this department. I’ll say fourth.
Riley: Third or fourth, probably. I think he will put up stat lines which will demand some attention, but any relatively “pedestrian” performance by the Bucks in terms of wins and losses will automatically limit his ceiling. Being the best player in the Eastern Conference matters. Competing against Western Conference guys who will either put up even gaudier stats and/or be part of a more successful overall unit and/or benefit from “narrative arcs” (see: Anthony Edwards taking a leap and people jumping aboard that shark) shall likely be too much for Giannis to overcome. Either way, it doesn’t matter. The playoffs are all that counts for Giannis this year.
Morgan: The WNBA finals really accelerated my personal journey along the general trend that people are more likely to fall prey to conspiracy theories as they age. “They” decided that the Liberty would win, and “they” will decide that Luke will win the MVP.
Kyle: I’m guessing fifth. Jokic will still be the media darling but I don’t think they want to give him another one. Anthony Edwards, Shai Gilgeous-Alexander and Jayson Tatum will be higher. Luka Doncic seems to be the pre-written winner that the media wants.
The Buck that will take the biggest step forward will be:
Gabe: Give me AJ Green. He may be taking a bit of a back seat with all the offseason change that Jon Horst brought upon to this team, but I think there’ll still be plenty of opportunities for him to shine. Injuries always happen, and it wouldn’t surprise me if that opens the door for him. Doc has always been an advocate of his and we all know how he can shoot the ball. If he’s able to prove that he can continue to bolster his defense, that’ll only make him that much better. It may be tough at the beginning of the year for Green to make a case, but if he brings consistency throughout the year, I could see him playing meaningful minutes come the postseason.
Van: He isn’t one of the young guys, but Pat Connaughton had a very good preseason in terms of shooting and looked a bit more like his old self physically. I could see this portending a bounce-back year, and it looks like he’ll be in the rotation to start the season. If I’m way off here and Connaughton is still on the downswing we’ve seen the past two years, I think it’s most likely to be Green, though he shot the three pretty poorly this preseason. That wouldn’t concern me if he shot better than 18% from deep in the Indiana series.
Jack: Although his preseason has been underwhelming, I’ll go with AJ “Dairy Bird” Green. He’s the most likely of the young guys to be trusted by Doc Rivers, and that trust should give him extra confidence to play his game. He has more upside as a movement shooter, and I’m excited to see what ATOs (after timeouts) Doc draws up for Green.
Riley: Damian Lillard. A second season will mean even higher expectations as all the issues that plagued his inaugural campaign are (hopefully) settled. I’m putting a lot of chips on his sorting things out and giving far more flashes of the player people were so excited about 365 days ago. For a player of his talents even a modest “step forward” would translate to substantial gains on the court.
Morgan: Chris Livingston? I’m not sure he advanced past go last year, which gives him the most room for improvement. He actually looked like a basketball player in Summer League, so maybe that portends some decent, non-garbage time minutes for him this season. Doc is the question mark here, but when the old folks ahead of Livingston start dropping like flies, and he offers a more reliable, if unexciting, option than the other kiddos, he should get the nod.
Kyle: AJ Johnson could go from extremely raw to promising through the season. I’m not expecting him to be in the playoff rotation by the end of the season, but him ending the season with fans knowing he could be the backup point guard next year will be a big step in his development.
The Buck that will regress the most will be:
Gabe: I don’t think Bucks fans are going to like this answer and I could very easily be wrong, but I’m going to say Brook Lopez. I don’t think he’ll regress to a point where he necessarily has a bad season, but I could see him playing to the point where you at least begin to see the cracks starting to develop. Once the playoffs roll around, he’ll be 37 years old. We all know Father Time is looming, but Brook is doing whatever he can to postpone him. Now, what will that exactly look like? I’d anticipate it to show more from a defensive standpoint where he may not be able to bring the rim protection like he’s done in years past. Maybe he will miss more games. However, it wouldn’t surprise me if this is the year where his play starts to trend a little south.
Van: You could easily make a case for Connaughton or Lopez here, but I went with Connaughton above, and I still think Lopez is going to defend at a pretty high level since he relies much more on size and smarts than athleticism. I’m also pretty bullish on the three minimum additions, so I’m going to make the case for Bobby Portis. While his production will probably look similar to recent years in terms of regular season averages and will be enough for him to opt out next summer, his postseasons have mostly been bad in Milwaukee. It just seems like the lights get too big for him: his playoff FG% is 3.3% lower, and his 3P% is 9.3% lower as compared to his regular season averages as a Buck. Unless the Bucks are often dealing with frontcourt injuries in the playoffs, I think he’ll be surpassed in the rotation by the more postseason-proven and defensively-sound Wright and Prince.
Jack: I could see the Brook Lopez angle, but I’ll go with Pat Connaughton. Connaughton had quite an impressive preseason, so let’s hope this doesn’t happen. But statistically speaking, Pat has been on a steady decline the past few years, and the elements of his game that made him unique have been wearing off. If Connaughton can’t provide bankable contributions most nights (shooting, defence, playmaking), he risks losing his spot in the rotation.
Riley: I will have to zag to my colleagues Connaughton zig if only because you have to believe there’s anything to regress from to vote for him. Instead, I’ll go with Andre Jackson Jr.—NOT due to an unbelievably great rookie season, but because he showed enough to get us thinking there’s more there. Early (exhibition) returns suggest it could be rockier than anyone would prefer, and there’s a good chance we end this season with another batch of question marks about another young guy whose theoretical developmental arc was important to the team’s medium-term future.
Morgan: Regression is a strong word. I don’t expect much improvement from folks besides the youngins, but I don’t expect much more than slight regression either. Unfortunately, the person that fits this question best to me is MarJon Beauchamp. Although he doesn’t have much room to regress (a la how Livingston has a lot of room to grow), from a proportion standpoint, if he ends up permanently benched and out of the league after this season—not a huge if—that’s quite the regression.
Kyle: I could see Bobby Portis having a down offensive year. Father Time and Lethal Shooter regression are undefeated.
Offensive/Defensive League Ranking:
Gabe: The days of Adrian Griffin leading this defense are gone. Doc Rivers was able to make an immediate impact on defense once he arrived and I believe he’ll deliver top-ten status this season. Give me six for defense. I think the offense will keep producing at an elite rate as well, especially if everyone remains healthy. Give me a number five ranking for that end of the floor.
Van: Doc knows how to actually coach defense whereas Griffin probably does not. The addition of assistant Greg Buckner to the bench might be the sneaky best coaching move any team made this year; he was an architect behind Cleveland’s top defense the past few seasons, one that featured a huge rim-protecting center, a hyper-athletic and lengthy four man, only one legit wing defender, then two small guards who aren’t known for playing good defense. Sound like another pro basketball team on a Great Lake? I’ll be pleasantly surprised if Milwaukee finishes inside the top ten, but they’re good enough to finish solidly above league average, so I’ll say eleven. Much was made about the offense’s decline under Rivers, but much of that came while Middleton was nursing his ankle sprain, and then the big three only got six games together when he returned. Six! This is much more likely to be a top-ten unit, and after finishing sixth last year, I’ll put them at fifth as other offenses (namely Phoenix and New York) also improve.
Jack: Milwaukee finished sixth last year in offensive rating, and I think that will stay mostly steady. If they want to get into the top three, I think Giannis will need to play a Jokić-like role as a short-roll playmaker, averaging nearly ten assists per game. As for the defence, Milwaukee finished nineteenth last season. That must improve significantly. We know Doc cleaned up a lot of low-hanging fruit relating to transition and pick-and-roll defence. How much can better defensive personnel do to boost that improvement this season? I’ll say that I think this team can get up to eighth, but I’d probably settle on tenth.
Riley: I’ll be optimistic and say fifth in offense and sixteenth in defense. Van’s points about the coaching staff and personnel upgrades are completely valid and a point for optimism. I will not pretend to be an elite Darius Garland mind—he could be and may be worse than Dame, I’m sure—but the age factor impacts more than Dame. The composition of the entire playable veteran rotation will have me limit my expectations.
Morgan: Let me get out my abacus. Slight rebalance of offense vs. defense plus slight improvement across the board nets me fifth in offense and sixteenth in defense. Which is unfortunately what Riley said, but ah well. Color me floored that they finished sixth in offense last year, so at least a slight upgrade seems right. As far as finishing nineteenth in defense… room for improvement.
Kyle: I have no idea how this will play out, but let’s say ninth in offense and thirteenth in defense.
Who fills the Thanasis role on the bench as the team hype man?
Gabe: First, let me say this. Nobody will fill Thanasis’ shoes on the bench—and I guarantee you’ll get the same answer from everybody on the team. However, if I were to choose, I’d go with Andre Jackson Jr. He’s obviously not as goofy as Thanasis, but I can see him bringing his good vibes to his teammates and getting in some prime three-point celebrations during clutch playoff moments. The dark horses are one of the rookies.
Van: If they manage to trade MarJon Beauchamp anytime soon and open a roster spot as rumored, it’s going to be Thanasis himself, as long as his Achilles is healthy enough to stand up. If they can’t open a roster spot for him between now and season’s end or they go a different route, I think AJ Johnson is just goofy enough in that D.J. Wilson sort of way to be the hype guy.
Jack: Give me Andre Jackson Jr. I don’t think anyone can out-Thanasis Thanasis, but I love how Jackson goes about it and how much he wants to contribute to winning.
Riley: Liam Robbins is blessed to be here and already beat out one teammate for a very niche and specific role. Who is to say he can’t follow that up with the kind of cheering that has us wondering whether he may be, in fact, the legendary sixth Antetokounmpo brother?
Morgan: Pat Connaughton, easy. He’ll likely be on the bench more this season, he can jump high to convey excitement, and he needs this job in order to keep an eye on his real-estate empire. He’ll do whatever it takes to be a Buck for Life.
Kyle: Chris Livingston feels like the guy who could fill the role.
How many times this season does Doc Rivers start an answer to a question with “you know” in his postgame pressers?
Gabe: Let me try some rough math here. Okay, so there are 82 regular-season games. In the first round, let’s say Milwaukee advances in five games. In the second round, let’s have that series go seven. I have the Bucks getting knocked out in the Eastern Conference Finals. Let’s say that goes six games. That’s an additional eighteen games, resulting in a total of 100 games. Doc will typically get asked about ten or so questions a game, give or take a few. Out of those questions, I can see him saying “you know” in about half of them. But then the playoffs will feature more questions. So, out of 1,000 questions that’d initially come from 100 games, let’s tack on 250 more questions for the big games. I’ll predict he says “you know” about 625 times throughout the year. And no, I won’t be counting.
Van: As many times as Giannis says “at the end of the day” or Bud started answers with “yeah, no.”
Jack: What Gabe said, LOL.
Riley: The limiting factor to this is the parameter that Gabe threw on there. If we’re only counting postgame pressers, the cap on this goes way down. That means we miss out on mid-week availability, pre-game chats, and every interview he gives to Balkan-based basketblogs with five readers (his personal favorite subset of media). I’ll Price Is Right Gabe here and say 624. Godspeed to our beat writers.
Morgan: You know, someone should count. If so, expect a thorough and ultimately pointless analysis from yours truly about whether Doc employs “you know” more against big market opponents as a subtle dig at slanted media bias.
Kyle: I have no idea, but it will be a fun Brew Hoop piece to work on during the All-Star Break (editor’s note: is Kyle volunteering to track them? Is he insane?).
This year’s fan favorite will be:
Gabe: Some fans may not be able to stand him anymore, but it’s going to be Bobby Portis until he leaves Milwaukee.
Van: I think (hope) that since the Bucks will take the regular season more seriously this year, they’ll blow some teams out. Perhaps not as often as those 2018–20 teams, but barring a Thanasis return, someone will be the victory cigar who enters when the game is out of reach, thus becoming a fan favorite for that sole purpose. Teams can only dress twelve or thirteen players per night, and if the rest of the roster is healthy, I think Johnson is usually going to be that final guy over Tyler Smith or Chris Livingston. Add in the fact that he’s a first-round pick who everyone wants to see succeed, and he’ll get a warm ovation when he gets up off the bench to check in during a rout.
Jack: Liam Robbins. The haircut alone will make him a cult hero.
Riley: Pat Connaughton will have no fewer than five instances during the course of 41 home regular games where he has A Moment that gets the crowd going. In a season with role guys here to cash checks for a season before moving on to greener salary pastures and opportunities to hate-watch Bobby Portis, Pat will have enough moxie to convince us he’s still got whatever “It” is.
Morgan: Trent seems like just the sort of “hate to play him, love to have him” guy that Milwaukee loves. But count me in for Dame (if he’s not too good to be eligible) as he elevates his game and the Fiserv faithful do due diligence to make him feel at home after a rocky first year.
Kyle: AJ Johnson, being a full-on Gen Z, will work with a contingent of Bucks fans. Plus, we all want him to be good.
We’re also curious to hear all of your predictions as well! Feel more than welcome to chime in with your thoughts in the comments.
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MILWAUKEE – UPDATE: Milwaukee police said Ciara Crump, reported critically missing on Wednesday, has been found safe. The original missing person notice is available below.
The Milwaukee Police Department needs help to find 29-year-old Ciara Crump, a critically missing woman who was last seen near 80th and Marion just after 1 p.m. Wednesday, June 17.
What they’re saying:
Police described Crump as 5 feet, 2 inches tall and 180 pounds with brown eyes and long brown hair. She was last seen wearing a black hooded sweatshirt and black pants while carrying a black bag.
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What you can do:
Anyone with information on Crump’s whereabouts is asked to call Milwaukee Police District 7 at 414-935-7272.
As a daughter of Milwaukee, Koren Dennison has always been passionate about her community.
Looking out for others is the way she was raised.
But it wasn’t until she lost her job last November that she sat and started to think about what her role in the city was. That’s when she formed My Kousin’s House.
My Kousin’s House is an intergenerational community space, out of her Metcalfe Park home, focused on family literacy building. The community space is activated through a series of events meant to be fun, community-building and thought-provoking.
“I want people to leave My Kousin’s House having had a good time, their thoughts provoked and having some new community,” she said.
‘Made of Milwaukee’
Long before Dennison, 28, was hosting community spelling bees and movie discussions in her living room, she was learning what it meant to be surrounded by people who poured into her.
“Koren is a witty, bubbly, very enthusiastic, down-to-earth kind of girl,” said Domani Wose, a friend of Dennison’s. “She’s for the people.”
A storyteller, dancer, educator, evaluator, landlord and self-described “weirdo nerd,” Dennison traces the roots of her newest venture, My Kousin’s House, back to the people and neighborhoods that shaped her.
“I am made of Milwaukee,” she said.
Raised by a single mother in Hillside Terrace, Dennison said she grew up immersed in Black community, Black excellence and a belief that success was not something to hoard but something to share.
She attended Young Leaders Academy, later graduating from Milwaukee High School of the Arts, where dance became both a creative outlet and a lesson in defiance.
“Koren is defiant,” Dennison said. “Not in a cause of harm kind of way, but the kind that refuses to accept limitations placed on Black girls from working-class neighborhoods.”
That determination carried her to Marquette University, where she earned both a bachelor’s and master’s degree in corporate communication. And as college expanded her opportunities, it also deepened her understanding of herself.
“My baseline is Black,” Dennison said. “Going to a predominantly white institution challenged me in ways I didn’t expect.”
The experience sharpened her sense of identity and reinforced her commitment to community.
After graduation, she worked in youth programming at Highland Community School before moving into research and evaluation work, spending more than three years helping organizations measure impact and communicate results.
By many standards she had achieved what she once envisioned: the professional career, the office, the stability.
Before eventually leaving her job, Dennison began to build a different kind of foundation. She purchased her first duplex in 2021 and another in 2023, creating a measure of financial stability through real estate. Those investments would later give her the freedom to take a risk on herself.
When her position was eliminated in late 2025, Dennison spent months grieving, recalibrating and considering her next move. She applied for jobs and was rejected multiple times.
Eventually, she stopped seeing those rejections as setbacks and started viewing them as redirection.
“I’ve never felt so free,” she said. “I’ve never felt so autonomous. I’ve never felt so grounded.”
My Kousin’s House
Out of uncertainty came My Kousin’s House.
Part community gathering space, part learning hub and part social experiment. Dennison describes it as an “intergenerational third space focused on full-family literacy.”
The concept grew from observations she had made throughout her life.
She said she noticed how children often miss opportunities to learn from elders. She also noticed how adults frequently stop learning altogether and how conversations in modern life often stay on the surface.
Most importantly, she recognized her own role as a bridge.
At 28, childless, but deeply connected to both younger and older generations, Dennison often found herself translating between worlds.
“There is a bridge that is absolutely needed between young people and elders,” she said.
She wants My Kousin’s House to become that bridge.
“It’s an intergenerational space where there’s gonna be joy, fun and some type of education,” said Melody McCurtis, who attended an event. “So, whether that’s learning about animals, urban farming or like hydroponics or political education, we learn from these events about how we show up, not only as individuals, but how we interact with each other.”
McCurtis is the deputy director of Metcalfe Park Community Bridges, a group that serves Metcalfe Park residents through a series of events, services and campaigns.
Events blend entertainment with meaningful conversation. So far, participants have gathered for a “Grey’s Anatomy”-themed trivia night, a community spelling bee and a discussion and dance party inspired by “Black Is King,” a film by Beyonce.
Future events will explore topics ranging from natural hair care and gardening to Black history and food justice, she said.
“I don’t want to talk about the weather,” Dennison said. “I want to talk about how you carry grief.”
Wose has attended every event. He said each one was a fun learning experience that helped him meet new people.
He said the spelling bee had good vibes and a lot of laughter.
“I can’t spell that well, I add or miss a letter here and there, but it helped me see that everybody’s still learning because I wasn’t the only person who was messing up. But all adults, right?” Wose said.
Dennison’s vision extends beyond children. She believes that literacy and lifelong learning must include entire families, especially in a city where educational disparities have persisted for generations.
“If the babies can’t read, there are already adults outside the scope of the solutions,” she said. “How do we invite parents into those conversations without shame?”
The answer, she believes, is community.
“In a neighborhood like Metcalfe Park where we are seeing so many changes, it’s a great space to have,” said McCurtis.
Rejecting narratives about Milwaukee
While Dennison acknowledges many of the city’s challenges, she said she rejects narratives that paint Milwaukee solely through the lens of struggle. Instead, she sees a city filled with people who invested in her success and taught her the importance of returning the favor.
“I was raised on lift as we climb,” she said. “Each one teach one.”
It is not simply a series of events. It is an attempt to create the kind of community Dennison believes many people are searching for: a place where learning feels joyful, where generations learn from one another and where meaningful conversation becomes a form of care.
“It’s an inviting space with good vibes and great banana bread,” Wose said.
The project remains young. Attendance varies. Funding is pieced together through donations, side jobs, tutoring, dance coaching, evaluation contracts and even homemade banana bread sales.
Still, Dennison keeps going.
Every event, every conversation, every gathering feels like proof that people are hungry for connection.
“When I think about isolation or loneliness or individualism and safeguardness, those are all the things that intergenerational third spaces are combating,” McCurtis said. “It allows us to communicate and allow things to land in a way that feels safe and like home.”
Despite the positive feedback Dennison’s gotten about her efforts, fear remains, she admits. So does the uncertainty.
But so does the conviction.
“I just decided,” Dennison said. “Nobody gave me permission. Nobody handed me anything. I just decided.”
To learn more about My Kousin’s House, you can follow Dennison’s personal account or My Kousin’s House on Instagram.
Jonathan Aguilar is a visual journalist at Milwaukee Neighborhood News Service who is supported through a partnership between CatchLight Local and Report for America.
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