City Cast Portland logo
Advertisement image

What Makes Portland Home for Developer Kevin Cavenaugh

Posted on June 11, 2024   |   Updated on September 30, 2025
City Cast Portland staff

City Cast Portland staff

Blue building with trees in metal buckets on exterior, Central Eastside, Portland, Oregon

The Tree Farm. (Rachel Monahan / City Cast Portland)

City Cast Portland executive producer John Notarianni conducted the interview for this segment.

Developer Kevin Cavenaugh’s buildings have shaped our city. His company Guerrilla Development gave us the splashy colorful fixture at the east end of the Burnside Bridge. There are the trees growing in metal buckets on the outside of a bright blue building on the Central Eastside. There’s the Zipper building on Northeast Sandy, and more.

Cavenaugh talked with the City Cast Portland podcast about why Portland is still a town he believes in. He also shared the places that make Portland feel like home:

The Riverfront

“I go on walks every weekend and I go down to the riverfront. Whether it's springtime and the cherry trees are blooming, just being close to water, it feels good. Most cities are on water in America. They haven't turned toward water the way Portland has.”

Forest Park

“I still haven't been on every trail in Forest Park, and I've spent a lot of time in Forest Park.”

The Restaurant Scene

“The third thing is any goddamn restaurant that I haven't heard of but a friend tells me about and we go and check it out, and it's always amazing. And I'm like, ‘What the hell? How does this even work?’”

My Backyard

“This is gonna be a little cheesy, but it's true: My backyard. I live in a 100-year-old warehouse that I converted into housing, and it's a fourplex, and the neighbors all share the backyard. So, there's a hot tub and a fire pit and a big-ass table. I call it lowercase c, community. Portland has the highest social capital of any city in America. Which means you're more likely to know your neighbor's names. And you're more likely to dine with someone that's not your family than in other cities. And I'm so proud of this city for that. My backyard's a tiny little microcosm of that.”

City Cast

Why It’s a Great Time To Invest in Portland — From a Developer Who’s Going Bankrupt

00:00:00

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

Neighborhood Guides

See All
Neighborhood GuidesFebruary 3

Your Guide to Oregon City

To Portland, Oregon City may be just a small suburb. (If you don’t even really know where it is, take 99 south past the Goodwill Bins and...

Pink, purple and yellow sunset views of the Willamette River at Willamette Falls
Neighborhood GuidesJanuary 21

Get To Know South Burlingame

Portland's South Burlingame neighborhood is small, but mighty. From lively cemeteries to neighborhood gems, here's everything you need to...

View of autumn trees at a cemetery.
Neighborhood GuidesDecember 8, 2025

Your Guide to an East Portland Neighborhood You’ve Probably Never Heard Of

Maybe you’ve never heard of the East Portland neighborhood Russell. But now you have: It’s an affordable, safe, and largely residential n...

trees line a paved path
Neighborhood GuidesNovember 10, 2025

The Neighborhood Hotspots in Family-Friendly West- and Eastmoreland

The charm of the Eastmoreland and Westmoreland neighborhoods is how great they are for the families that live there. Willamette Week’s ar...

people at tables at Monty's Red Sauce, Portland, Oregon
Neighborhood GuidesOctober 20, 2025

Your Guide to Hood River's Fruit Loop

Out near Hood River there’s a cluster of orchards and wineries along a 35-mile stretch of country roads. The area now goes by the attenti...

flowers in the foreground, Mount Hood in the background
Neighborhood GuidesSeptember 10, 2025

The Portland Neighborhood for Living in the Woods

Arnold Creek is a Portland neighborhood that you may never have heard of — maybe because it’s just barely inside city limits in Southwest...

map of Arnold Creek neighborhood. With Tryon Creek at the eastern edge.
Neighborhood GuidesAugust 14, 2025

Sunnyside Has Nickel Arcade Games and Peacock Lane

Sunnyside is a classic inner eastside neighborhood, with tree-lined streets. It’s walkable and bikeable. There’s Southeast Hawthorne for...

a Victorian house at night with red light in the top windows, Foxtrot, Portland, Oregon
Neighborhood GuidesJuly 21, 2025

Finding Old Portland in Foster-Powell's Back Alleys

Foster-Powell has the charms of Old Portland, with a maze of alleys where neighbors hang out. “I like the alleys; I think they're special...

pink tree in bloom on a back alley, Foster-Powell, Portland, Oregon

The latest in Portland

The Weekly Wander by City Cast PortlandJuly 12

Side Quest: Drinks with a View? Wine Not

Competition in Willamette Valley is fierce, but Amaterra sets the bar high (on top of the West Hills, in fact). It's 15 minutes from down...

People sit in red adirondack chairs at Amaterra Winery, looking out over the Tualatin Valley and a sloped vineyard. The setting sun peeks through a stand of tall evergreen trees.
The Weekly Wander by City Cast PortlandJuly 12

Your Guide to Portland's West Hills

The West Hills are a peaceful place to live with plenty of dining appeal, as restaurants and breweries keep heading to the ‘burbs.

Blueberries, some ripe and some not, weigh a branch down.
The Weekly Wander by City Cast PortlandJuly 5

Your Guide to Hosford-Abernethy

The history of this Portland, Oregon, neighborhood is rooted in the railroad industry, so Hosford-Abernethy is a fitting home for the Ore...

Crowds of people explore the exterior of the Oregon Rail Heritage Center, which has criss-crossing tracks and several locomotives, one of which sits on a working turntable.
The Weekly Wander by City Cast PortlandJuly 5

Side Quest: Tapas? Heck Yes

Meet vya, the Portland, Oregon, Spanish tapas restaurant that opened earlier this year in the former Palomar space, setting the scene for...

A hand squeezes a roasted lemon on top of a pan of paella with shrimp and mussels.
Portland's BestJuly 1

What To Do in Portland in July 2026

A quarter millennium ago, the U.S. got its start. Since then, we've experienced all the promises and disappointments of our country's rhe...

Parade with people in pink and rainbows.
Portland Life HacksJuly 1

Tips for a Better July 2026 in Portland

Find ways to prepare yourself for July in Portland, including tips on farmers markets, swimming, and fire season.

Pink, purple, and red flowers in a bouquet with pink tissue paper.
The Weekly Wander by City Cast PortlandJune 28

Your Guide to Maywood Park

Nestled where I-205 and I-84 meet, you’ll find a piece cut out of the Portland map. That’s Maywood Park, the enclave with a decidedly sma...

People pose in the street holding flags and a sign that says “City of Maywood Park” for the Fourth of July parade.
The Weekly Wander by City Cast PortlandJune 28

Side Quest: Trash to Treasure

Another big event on the Maywood Park calendar is the annual garage sale, where residents bring their unwanted items to Maywood Commons.

A colorful array of clothes on hangers at a bustling outdoor market.