Training Facilitators - Artificial Intelligence (AI) - Freelance

Locations: On-Site, various hubs throughout the United States - Northeast, Southeast, Midwest & Great Lakes, Central Plains, Southwest, Mountain, Western, and Alaska

Who We Are

SweetRush is a consulting, design, and staffing firm specializing in HR-related services that help foster life-centered businesses and organizations. Our work includes designing unique learning experiences using agency-level graphics and leading-edge technology; creating high-performing cultures, leaders, and teams; and helping our clients grow their learning teams with qualified professionals.

Many of our clients are household names with large international operations, while others are small nonprofits whose work we value as essential to the world. We try to balance the work we do for profit with the work we do to spread good things in the world.

SweetRush is a leader in learning and development, making use of emerging technologies AI, VR, and AR), games, storytelling, chatbots, interactive virtual and in-person experiences, and so on, all while grounding our work in vibrant and impactful human-centered design. The many awards we win annually reflect the care we put into our craft and our collaborations with clients. We’ve been grateful to have won awards with Hilton, Google, Bridgestone, Adidas, SHRM, and numerous others.

We are a completely virtual, tight-knit, talented community that spans the globe, a culture-forward team that values diversity, respect, and caring. Our folks tend to stick around, as do our clients.

We like to think we stand apart from competitors for the uniqueness and innovation of everything we create—and for who we are. And we’re committed to hiring talent that’s as creative, innovative, and caring as everyone on our team. This is where you come in…

About the Role

We are seeking 8-12 experienced facilitators to deliver 90-minute AI training sessions to small businesses across 25 markets nationwide. This is a pilot program launching in Q1 2026 with the goal of scaling AI adoption among small businesses throughout the United States.

SweetRush has created the Instructor-Led Training (ILT) for a business association advocacy client, and we are hiring a group of facilitators to train members all across the country. Facilitators will be deployed to the geographic hub where they reside or are in proximity. They will work with the local members, who will serve as implementation partners and handle logistics, marketing, and participant recruitment.

Key Responsibilities

Training Delivery

Conduct 2-4 AI training sessions per year in assigned locations (larger markets may require 3-4 sessions; smaller markets 2-3 sessions)
Adapt presentation style to diverse business owners with varying levels of technical expertise
Facilitate hands-on learning experiences using participant-provided laptops and digital training materials
Facilitators will be assigned to specific geographic hubs covering multiple cities from 25 selected pilot locations across the United States. Regular travel within your assigned region is expected and will be reimbursed.

Train-the-Trainer Component

Mentor and develop local staff to deliver AI training independently in future years
Document best practices and lessons learned for program sustainability
Build capacity to continue the program beyond the pilot year

Assessment & Feedback

Implement feedback collection during and after training sessions
Gather insights on how participants plan to utilize AI in their businesses
Identify areas where businesses intend to implement AI solutions
Submit session reports and recommendations to program leadership

Collaboration

Coordinate with local staff on logistics for each training session
Ensure they have the necessary materials (participant guides, etc.)
Partner with state and regional leadership on scheduling and planning

Qualifications

Required

Proven experience (minimum 5 years preferred) as a corporate facilitator, trainer, or workshop leader in both virtual and in-person settings.
Exceptional communication skills, both written and verbal. You must be able to communicate effectively both orally and in writing, and speak effectively before large and small groups.
Demonstrated active listening skills to draw out insights and encourage participation.
Outstanding interpersonal skills with a natural ability to build rapport and connect with diverse audiences.
Strong questioning and active listening skills to draw out insights and encourage participation.
Demonstrated ability to manage group dynamics, handle challenging discussions, and keep sessions on track and within timeframes.
Experience in designing and developing engaging learning activities and content is a plus.
Ability to synthesize and summarize key points from discussions.
Self-motivated, highly organized, and detail-oriented with excellent time management skills.
A collaborative spirit and the ability to work effectively as part of a remote team.
Must demonstrate AI knowledge exceeding that of typical small business audiences
Experience with Google AI tools and platforms
Train-the-trainer or coaching experience
Bachelor's degree in a related field (e.g., Adult Education, Organizational Development, Human Resources, Communications) or equivalent practical experience.
Ability to travel for in-person facilitation as required by client projects.

Experience Facilitating the Following Subjects is Preferred:

Competency/Soft Skill Development: Formal skill development to support soft skills (i.e., communication, collaboration, emotional intelligence).
Leadership Competencies: Development in areas such as coaching, delegation, strategic thinking, and team leadership.
Technical Skills: Facilitation of subjects like Artificial Intelligence (AI), Project Management, Design Thinking, and other specialized technical areas.

Program Timeline

Program Launch: Q1 2026 (most likely will start in February 2026)
Pilot Duration: Year 1 (2026)
Session Frequency: 2-4 training sessions per location annually, distributed throughout the year

Support Structure

Local staff provide logistical support, venue, marketing, advertising, and participant recruitment
Digital training materials accessible via QR code for participants

Interested candidates should submit

Resume highlighting relevant training and AI expertise
Examples or descriptions of previous training delivery experience
Geographic preference for regional assignment
If we are interested in your candidacy, we will request a 2-5 minute video work sample that demonstrates your facilitation skills

SweetRush is an Equal Opportunity Employer

We are committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions are based on business needs, job requirements, and individual qualifications, without regard to race, color, religion or belief, national, social, or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected by the laws or regulations in the locations where we operate. SweetRush will not tolerate discrimination or harassment based on any of these characteristics. We encourage applicants of all ages.

Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

Call-To-Action: Submit Your Resume!

Team chemistry is everything to us, so our ultimate goal is to find the right fit. If the above describes your interests and experience, and you believe this will be a dream job, please submit your resume, we are excited to hear from you!

Training Facilitators - AI - Freelance

Job Type