Work Clothes
We help locate professional attire for interviews and the first day on the job — so you walk in looking as ready as you feel.
- Interview-ready outfits
- Work boots & uniforms
- Fit & style guidance
Sippi's Advocacy Initiative & Leadership
Chart a new course. Sail into freedom.
We walk beside returning citizens on the journey home — from the first interview outfit to a résumé that opens doors, classes that build real skills, and mentors who stay the course.
- Work Clothes
- Résumés
- Classes
- Mentorship
Reentry
with dignity & purpose
Our Mission
Everyone deserves a second wind.
Coming home after incarceration is one of the hardest voyages a person can make. Doors close, gaps show up on applications, and the path forward can feel like open water with no map.
Sail with Sippi exists to change that. We provide the practical tools and the human support people need to find meaningful work, grow their skills, and lead the lives they're capable of — because a past sentence should never be a life sentence.
S
Sippi's
Rooted in community, built on lived experience.
A
Advocacy
Standing up for fair chances and fair treatment.
I
Initiative
Hands-on programs that create real momentum.
L
Leadership
Helping people lead their families and communities.
What We Offer
Everything you need to set sail.
Four ways we help returning citizens move from starting over to moving forward — free of charge.
Résumé Preparation
One-on-one help building a résumé that tells your story with strength, handles employment gaps honestly, and gets you the call back.
- Résumés & cover letters
- Mock interviews
- Job search coaching
Education & Vocational Classes
Classes that build knowledge and marketable skills — from the classroom to the trades — at a pace that works for you.
- GED & academic support
- Trade & vocational skills
- Financial & digital literacy
Mentorship
Caring mentors — many who've walked this road themselves — offering guidance, accountability, and encouragement every step of the way.
- One-on-one mentors
- Goal setting & check-ins
- Peer support circles
How It Works
Your voyage, step by step.
No one sails alone. Here's how we navigate the journey together.
1
Come Aboard
Reach out & meet us
Call, message, or walk in. We'll sit down together, listen to your story, and learn what you need most right now.
2
Chart Your Course
Build a plan & a résumé
We set clear goals with you and craft a résumé that highlights your strengths, skills, and the person you are today.
3
Gear Up
Dress for success
We help you find professional work clothes so you can walk into interviews — and your first day — with confidence.
4
Learn & Grow
Take classes that count
Join education and vocational classes that build skills employers want and open doors to better opportunities.
5
Set Sail
Launch with a mentor
Land the job and keep going. Your mentor stays beside you, helping you grow, lead, and stay on course for the long haul.
Our Impact
Lives changed, one voyage at a time.
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Returning citizens served
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Résumés prepared
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Professional outfits provided
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Volunteer mentors
Get Involved
Join the crew.
It takes a whole crew to sail a ship. There's a place on deck for you.
Become a Mentor
Share your time and experience. A few hours a month can change the direction of someone's life.
Apply to mentorDonate Work Clothes
Gently used suits, dress shirts, slacks, shoes, and work boots help someone show up ready.
Arrange a drop-offHire & Partner
Employers: open your doors to motivated, prepared candidates and become a fair-chance partner.
Partner with usTeach a Class
Have a skill or trade? Lead a workshop in résumé writing, finance, computers, or your craft.
Volunteer to teachMake a Difference
Be the wind in someone's sails.
Your gift provides work clothes, résumé help, classes, and mentorship to people rebuilding their lives. Every dollar helps someone chart a new course.
$50 can provide a complete interview outfit.
Contact Us
Ready to come aboard?
Whether you're looking for support, want to volunteer, or hope to partner with us — we'd love to hear from you. Every conversation is confidential and judgment-free.
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Call us(000) 000-0000
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VisitYour Street Address, City, State
Common questions
Who can get help from Sail with Sippi?
Anyone who has been impacted by incarceration and is working to rebuild their life — whether you came home last week or years ago.
Do your services cost anything?
No. Our services are free for the people we serve, made possible by donors, volunteers, and community partners.
How do I become a mentor or volunteer?
Fill out the form and choose "Volunteer / Mentor." We'll reach out to talk about your interests, training, and schedule.