03/15/2026
Job posting:
Contract Artist Instructor – Paint & Sip
Portland (East Side)
About Paint & Sip Portland
Paint & Sip Portland hosts fun, relaxed painting events at restaurants, wineries, breweries,
community centers, and private venues throughout the Portland metro area. Our events bring
people together to create art, enjoy great company, and explore their creativity—no experience
required.
Our paint parties are led by professional artists who guide guests step-by-step through a
painting while keeping the atmosphere welcoming, encouraging, and fun.
We’re currently looking for a contract artist instructor to support our East Portland and East
Metro events, including areas like Happy Valley, Troutdale, and surrounding communities.
About the Role
This is a contract-based event position leading paint and sip events. As an instructor, you'll
guide guests through a painting using acrylics while creating a friendly, engaging environment.
This role is ideal for an artist who enjoys teaching, connecting with people, and bringing
positive energy to group events.
Events typically last around 2 hours, plus setup and cleanup time.
Responsibilities
• Lead paint and sip events by guiding guests step-by-step through a painting
• Create a welcoming and encouraging environment for participants of all skill levels
• Set up and break down painting materials and supplies
• Communicate clearly and confidently with groups
• Maintain a fun and engaging atmosphere during events
• Travel to event locations on Portland’s east side and surrounding areas
• Represent Paint & Sip Portland professionally at venues and events
Qualifications
• Minimum 3 years of painting experience (acrylic preferred)
• Previous teaching experience (art classes, workshops, camps, etc.)
• Comfortable speaking in front of groups
• Friendly, personable, and charismatic personality
• Strong verbal communication skills related to art instruction
• Comfortable working with people of all ages and abilities, including children, seniors, and
individuals with disabilities
• Open and accepting of people from all backgrounds
• Reliable vehicle and ability to travel to locations such as Troutdale, Happy Valley, and other
east Portland areas
• Flexible schedule with evening and weekend availability
Compensation & Perks
• $100 per event (starting pay)
• Tips are allowed and can be collected by the instructor
• Mileage reimbursement for travel to event locations
• All paint, supplies, and equipment provided
• Paint & Sip Portland t-shirt or hoodie in the color of your choice
• Fun and creative work environment
• Opportunity to explore new venues and areas around Portland
Requirements
• Must provide 1 personal reference and 2 professional/work referencesHow to Apply
Please apply using this link. You’ll be asked to upload your resume and provide reference https://www.wixforms.com/f/7436846354619434614
