Location: Remote + Muskoka, Ontario
Contract Duration: Part-time leading up to the festival; Full-time on-site July 16-20, 2025
Compensation: Competitive stipend; meals provided

We are seeking a passionate and creative Art Programming Director to lead the visual arts experience at Tall Pines Music & Arts Festival. In this role, you will curate and oversee the festival’s artistic programming, working closely with artists to develop and execute installations that enhance the festival’s atmosphere. 

RESPONSIBILITIES

• Curate two to three featured visual artists to feature.

• Lead the development of two large-scale installation centrepieces:

  • one custom installation

  • one interactive, collaborative piece that invites festival-goers to participate.

• Manage the art budget, ensuring that all projects are executed efficiently and within financial constraints.

• Act as the primary liaison between artists and festival operations, coordinating logistics, materials, and space requirements.

• Oversee on-site installation, ensuring that artwork is safely and effectively displayed.

• Collaborate with festival staff to integrate art programming with the broader festival experience.

• Troubleshoot and provide on-site support to artists during the festival.

QUALIFICATIONS

• Proven experience in art curation, public art installation, or arts programming (event experience is a plus).

• Strong organizational and project management skills, with experience handling budgets and coordinating multiple artists.

• Ability to develop interactive and participatory art experiences.

• Excellent communication and leadership skills to work effectively with artists, festival staff, and attendees.

• Hands-on problem solver with an ability to work in a fast-paced, outdoor festival environment.n

Location: Muskoka, Ontario
Contract Duration: Up to ten (10) hours pre-festival, and July 18-19, 2025
Work Hours: 10:00 AM - 10:00 PM (both days)
Compensation: Competitive stipend; meals provided

Tall Pines Music & Arts Festival is seeking a Backstage Hospitality Manager to ensure a top-tier experience for our festival artists. This role involves overseeing artist green rooms, managing hospitality requests, and maintaining a welcoming backstage environment. The ideal candidate is detail-oriented, proactive, and comfortable working in a fast-paced festival setting.

RESPONSIBILITIES

• Set up and maintain artist green rooms with food and beverage according to hospitality riders.

• Clean and reset green rooms between artist performances.

• Handle grocery shopping and supply runs to ensure all artist requests are met.

• Coordinate with festival staff to manage inventory and deliveries.

• Ensure backstage hospitality areas remain organized, clean, and stocked throughout the festival.

QUALIFICATIONS

• Previous experience in hospitality, event management, or artist relations is preferred.

• Strong organizational and time management skills.

• Ability to work efficiently in a fast-paced, high-energy environment.

• Valid driver's license and access to a car for grocery and supply runs.

• Excellent communication and customer service skills.

• Comfortable with lifting and moving supplies as needed.

Location: Muskoka, Ontario
Contract Duration: Part-time leading up to the festival; Full-time on-site July 18-19
Work Hours: 1:30 PM - 11:30 PM (both days on-site)
Compensation: Competitive stipend, Meals provided

Tall Pines Music & Arts Festival is seeking a Volunteer Manager to oversee the recruitment, scheduling, and coordination of festival volunteers. This role involves part-time remote work leading up to the festival and on-site management during the event. The ideal candidate is organized, communicative, and experienced in volunteer coordination.

RESPONSIBILITIES

• Recruit and hire volunteers by reviewing applications and selecting suitable candidates.

• Create and manage volunteer schedules based on assigned roles and festival needs.

• Act as the main point of contact for volunteers, providing clear instructions and support.

• Coordinate with festival staff to ensure volunteers are efficiently placed and utilized.

• Oversee and support volunteers on-site during the festival (July 18-19).

• Troubleshoot any scheduling or volunteer-related issues during the event.

QUALIFICATIONS

• Experience in volunteer coordination, event management, or human resources is preferred.

• Strong organizational and scheduling skills.

• Excellent communication and leadership abilities.

• Comfortable working remotely before the event and in a fast-paced festival environment on-site.

Location: Muskoka, Ontario
Contract Duration: July 18-19, 2025
Work Hours: 2:00 PM - 10:00 PM (both days)
Compensation: Competitive stipend; meals provided

Tall Pines Music & Arts Festival is seeking a Box Office Manager to assist with ticketing operations and managing the Front Gates during the festival. This on-site role involves assisting Ticketmaster staff, managing volunteers, and ensuring a smooth check-in process for attendees. The ideal candidate is detail-oriented, tech-savvy, and experienced in event operations.

RESPONSIBILITIES

• Assist Ticketmaster staff with guest list, media passes, and box office inquiries.

• Learn how to use ticket scanning devices and train volunteers on their operation at front gates.

• Manage volunteers stationed at the box office and front gates, ensuring smooth entry for festival-goers.

• Address attendee inquiries and resolve any ticketing issues efficiently.

• Collaborate with festival staff to ensure an organized and professional box office operation.

QUALIFICATIONS

• Experience in ticketing, event operations, or guest services is preferred.

• Strong organizational and problem-solving skills.

• Comfortable learning and using ticket scanning technology.

• Excellent communication and leadership abilities.

• Ability to work efficiently in a fast-paced festival environment.

Location: Muskoka, Ontario
Contract Duration: July 18-19, 2025
Work Hours: 2:30 PM - 11:30 PM (both days)
Compensation: Competitive stipend; meals provided

Tall Pines Music & Arts Festival is seeking a Parking Manager to oversee the paid parking operations during the festival weekend. This role requires organizational skills, leadership, and the ability to manage logistics efficiently. You will be responsible for supervising a small team, ensuring smooth traffic flow, and assisting festival-goers with parking. This is a short-term but essential role in making the festival experience seamless and enjoyable for attendees.

RESPONSIBILITIES

• Oversee the paid parking lot operations during the festival.

• Manage and coordinate one to two assistants, ensuring smooth parking flow.

• Work independently during slower periods while maintaining efficiency.

• Ensure all parking is paid for via checking prepaid tickets or having festival attendees tap-to-pay (no cash handling required).

• Direct festival attendees to available parking spots and enforce parking regulations.

• Collaborate with festival staff for any parking-related needs or emergencies.

• Work both festival days (July 18 & 19) with scheduled breaks and meals provided.

QUALIFICATIONS

• Strong leadership and problem-solving skills to manage a small team effectively.

• Ability to work independently and remain attentive during slower periods.

• Excellent communication and customer service skills to interact with festival-goers.

• Comfortable working outdoors and standing for extended periods.