Sisters of the Road

02/21/2026

Sisters of the Road is growing! We are seeking a Community Engagement Director who is passionate about social justice, dignity, and the power of authentic relationships.

We are calling on grassroots community organizers, activists, and researchers to apply for this leadership position. You will work alongside our Executive Director to design and implement initiatives that center our unhoused neighbors and challenge the root causes of poverty.

Why work with us?
Beyond a wage of $33/hr ($68,640/year), we offer a deeply supportive benefits package, including:
✅ Fully paid health, dental, & alternative med
✅ 31 days of paid sabbatical every 3 years
✅ 5 days of activism/civil disobedience leave
✅ A culture rooted in nonviolence and systemic change

Requirements:
3+ years in community organizing & research methods.
Deep knowledge of Portland’s political landscape.
A commitment to interrupting violence and practicing anti-oppression.

Deadline to apply: March 12, 2026, by 5:00 PM.

We especially welcome candidates with lived experience of homelessness and poverty. Your unique expertise is what makes our movement strong.

Apply today: Please email your resume and cover letter (answering our specific prompt) to [email protected]. Full job description and prompt details can be found at sistersoftheroad.org/work-at-sisters/3ow0x2q46eo2ggp8nsrwmomu5846wr

02/13/2026

UPDATE: We did it! The hearing for this bill was cancelled and SB 1514 is NOT moving forward. Your quick action and powerful testimony affirmed that dignity, equity, and real solutions must remain at the center of Oregon's response to homelessness.
Friends, we need your testimony to oppose this harmful bill by 2/18/2026. SB 1514 would repeal Oregon’s current “objective reasonableness” standard that governs how cities and counties regulate public space where people are experiencing homelessness. Removing this safeguard would make it easier to enact sweeping restrictions on homeless camping without guaranteeing safe shelter or housing alternatives.

This bill moves us further away from dignity, equity, and real solutions. This enforcement-first approach does not create housing. It creates instability and deepens racial inequities.

Submitting testimony is simple (and you can borrow freely from our testimony template https://docs.google.com/document/d/1hFi1m6Fs14dMJtJ7CeoAr2TrMtnE9qlI6cR3Zanm3dw/edit?usp=sharing):
1. Go to: Oregon Legislative Testimony Submission Page https://olis.oregonlegislature.gov/liz/2026R1/Testimony/SCGG/SB/1514/0000-00-00-00-00?area=Measures
2. Select SB 1514
3. Upload written testimony or submit directly through the form
4. Indicate you are in opposition

The committee needs to hear from real people. If it helps you can:
Share how this bill would impact your community or the people you serve. Name the racial and economic inequities embedded in enforcement-first policies. And, emphasize the need for housing-first, prevention-based solutions like eviction prevention, rental assistance, behavioral health services, and more.

02/10/2026

It’s what it says on the tin: Sisters is holding a winter clothing drive in partnership with PDX Saints!
Here’s what you can bring to help our unhoused neighbors:
🪡 NEW Mens Clothes
🧥 Coats / jackets
🧣 Hoodies and sweat pants
🧦 NEW socks
🩲 NEW underwear

Clothing can be dropped off
1️⃣ Sisters of the Road office (618 NW Davis St)
Monday, Wednesday, and Friday from 10 a.m. to 4 p.m.
2️⃣ PDX Saints (247 SE 82nd Ave)
Weekdays from 10 a.m. to 1 p.m.

Questions? Email [email protected]

Don’t have anything to donate yourself? You probably have friends who could — tag them!

01/30/2026

Back in October, Mayor Wilson said, “we can't arrest our way out of homelessness, nor should we. I've asked our police to issue citations for lawbreaking behavior and actions that harm our community. No one will be arrested simply for camping, nor should they."

Sisters did a deep dive on the impacts of five weeks worth of enforcement between November and December, sorting through numerous blog posts and broken links to find how enforcing the camping ban has created an atmosphere of “move now, decide now, and comply now” with already burdened service providers absorbing the fallout.

sisters.short.gy/camping-ban

01/25/2026

Huge thank you to Red Sauce Pizza for supporting Sisters of the Road late last year! To say thanks (and as an excuse to eat pizza) a few members of our team stopped by last week — we’re so thankful to have awesome supporters like ya’ll!

01/23/2026

Use your creativity to fight the violence of poverty. 📢

Sisters of the Road is looking for a Communications Specialist to join our Fundraising and Communications team! We believe in the power of storytelling to build authentic relationships and advocate for systemic change.

If you are a creative self-starter with a passion for social justice, we want you to help us amplify the voices of our unhoused neighbors. In this role, you’ll lead content creation for our newsletters, social media, and website, supporting our work to end homelessness through gentle personalism and community organizing.

The Details: 💰 Wage: $29.00/hr ⏰ Hours: 35 hours per week (Non-Exempt) 📅 Deadline: February 6, 2026
Ready to work with a collaborative team grounded in dignity and anti-oppression?

See the full job description and instructions on how to apply at sistersoftheroad.org/work-at-sisters/communications-specialist

12/30/2025

💌Sending some love to on Big Culture Day 🎨⏰

Today, we’d like to give a shout out to our friends at Portland Street Art Alliance (PSAA), who transform blank walls into shared stories and streets into places of connection and belonging. Public art like this only happens when community shows up.

🚙 Today’s Big Give Day Prize
Every $10+ donation = one entry ⚡️

🏆 One winner receives:
• 🎭 Two vouchers to the Oregon Shakespeare Festival plus a behind-the-scenes tour
• 🏨 A one-night stay at the Ashland Springs Hotel
• 🍽️ A $100 gift card to Noble Fox

Right now, our Give!Guide campaign is 63% to goal. We’ve raised $31,380 of $50,000, and today’s momentum can help carry us across the finish line.

If you haven’t yet today’s a wonderful chance to support Sisters and PSAA on GiveGuide!

05/13/2025

Sisters of the Road is hiring an ED to help us refresh our mission alignment and guide us as we build out our new neighborhood space. This role is all about centering the community, fostering transparency, and interrupting burnout culture while leading a team committed to food and housing justice.

💼 $110,000 annual salary, full-time with incredible benefits including relocation assistance, sabbatical leave, and alternative medicine coverage.

🗓️ Deadline to apply: June 15, 2025

Current Openings Executive DirectorPosted on May 9, 2025Classification: Full-time, 40 hrs per weekCompensation: $110,000 annual salaryTo view the full job description, click here.How to Apply:To apply, please send a resume and cover letter to [email protected]. Please specify your nam....

01/24/2025

The move to end sweeps that simply displace individuals is a critical step towards ending homelessness. However, Mayor Keith Wilson’s proposal offers both promising and challenging elements.

With the goal of expanding shelter beds, it’s essential that we also develop a long-term strategy of supportive housing, mental health care, and addiction treatment. Simply increasing shelter capacity, especially with temporary 90-day stay limits, could risk creating a cycle where individuals are stuck in temporary solutions. Not to mention, the types of shelters he’s proposing does not meet the varying needs of everyone who’s unhoused.

The proposed funding commitment of over $52 million must also prioritize equitable and sustainable solutions that empower people to rebuild their lives rather than just manage their survival.

While we commend Mayor Wilson’s focus on reducing the disruptive impact of camp sweeps, we can’t overlook the fact that the shelter system alone is not enough.

The commitment to working with various stakeholders like the is a good start. However, there’s also a real need for more investment in long-term supportive housing programs that offer the stability needed to break the cycle of homelessness once and for all. It’s crucial that this approach doesn’t become a band-aid but a true, comprehensive strategy for long-term solutions.

Keith Wilson is the CEO and president of Titan Freight Systems and the founder of the nonprofit called Shelter Portland.

01/01/2025

Happy New Year from Sisters of the Road! 🎉 Our office is closed this week for our staff and board to rest and enjoy time with family. A huge thank you to everyone who supported us this winter—you have our deepest gratitude! ❤️ While 2024 brought its challenges, we’re excited for what’s ahead. If you need to reach us in the coming week, please message [email protected]. Wishing you all a joyful start to the new year! ✨

12/30/2024

Street Roots is one of our longtime friends and community partners here in Portland. Over the years, many Street Roots vendors and friends have come through our doors and carry with them many memories of the cafe. We are so honored to once again partner with them for this year’s GiveGuide to put a spotlight on their incredible journalism, vendor program, and enduring work.

This year, Street Root’s goal is to raise $100,000 through ’s Give!Guide and a donation today gives you a chance to win an Oregon Coast getaway + more 🌊 With only two days left to donate, consider giving some love to our friends over

https://giveguide.org/nonprofits/street-roots