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1099 Trainer Jobs (NOW HIRING)

AJAIA

Generative AI Trainer

Manhattan, NY · On-site

$30 - $300/hr

AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and ... Structure: 1099 Contractor. * Bonus: High-upside, performance-based bonus potential tied to ...

AJAIA

Enterprise AI Trainer

Manhattan, NY · On-site

$30 - $300/hr

AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and ... Structure: 1099 Contractor. * Bonus: High-upside, performance-based bonus potential tied to ...

AJAIA

Enterprise AI Trainer

Manhattan, NY · On-site

$30 - $300/hr

AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and ... Structure: 1099 Contractor. * Bonus: High-upside, performance-based bonus potential tied to ...

Dog Academy

Dog Trainer-Nationwide

$70/hr

This is a 1099 contractor position without benefits. Pay rate is $70/session. Positive ... Dog training: 2 years (Required) License/Certification: * Professional Dog Trainer Certification ...

Vamos Health

Membership Consultant (1099)

Orem, UT · On-site

$120/hr

Spruce (for communication and engagement) Training & Support No ongoing or required training ... This is a 1099 independent contractor role, not a W-2 employee position. Consultants are ...

Vamos Health

Membership Consultant (1099)

Phoenix, AZ · On-site

$120/hr

Spruce (for communication and engagement) Training & Support No ongoing or required training ... This is a 1099 independent contractor role, not a W-2 employee position. Consultants are ...

CROWN CAPITAL MGMT LLC

1099 Sales

Pompano Beach, FL · On-site

1099 Sales Representative - Residential Roofing Location: Pompano Beach, FL | Broward County & Surrounding Areas We are expanding our residential sales force and are seeking independent 1099 Sales ...

Vamos Health

Membership Consultant (1099)

Phoenix, AZ · Remote

$120/hr

Spruce (for communication and engagement) Training & Support No ongoing or required training ... This is a 1099 independent contractor role, not a W-2 employee position. Consultants are ...

Vamos Health

Membership Consultant (1099)

Orem, UT · Remote

Spruce (for communication and engagement) Training & Support No ongoing or required training ... This is a 1099 independent contractor role, not a W-2 employee position. Consultants are ...

Vamos Health

Membership Consultant (1099)

Orem, UT · Remote

$120/hr

Spruce (for communication and engagement) Training & Support No ongoing or required training ... This is a 1099 independent contractor role, not a W-2 employee position. Consultants are ...

VSimplifyIT

Python Chatbot Developer (1099 Contractor)

$51.50 - $71/hr

Maintain thorough documentation of chatbot configuration, training and enhancements * Work closely ... Eligibility to work in a 1099 capacity with no employer restrictions Required Portfolio Submission:

AJAIA

Artificial Intelligence Trainer

Manhattan, NY · On-site

$30 - $300/hr

AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and ... Structure: 1099 Contractor. * Bonus: High-upside, performance-based bonus potential tied to ...

AJAIA

Generative AI Trainer

Manhattan, NY · On-site

$30 - $300/hr

AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and ... Structure: 1099 Contractor. * Bonus: High-upside, performance-based bonus potential tied to ...

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1099 Trainer information

What is a 1099 Trainer?

A 1099 Trainer is an independent contractor who provides training services to organizations or individuals, rather than being a direct employee. The '1099' refers to the IRS form used in the United States to report income earned by independent contractors. As a 1099 Trainer, you are responsible for your own taxes, benefits, and business expenses, and you typically have more flexibility over your schedule and clients. This arrangement is common in industries like fitness, corporate training, and professional development.

How does working as a 1099 Trainer differ from being a full-time, salaried trainer in terms of work structure and expectations?

As a 1099 Trainer, you operate as an independent contractor, which means you have more flexibility in choosing your clients, setting your schedule, and determining your workload. However, you are responsible for finding your own opportunities, managing contracts, and handling your own taxes and benefits, unlike salaried trainers who typically have more stability and company-provided resources. You'll often juggle multiple clients and need strong organizational skills to manage diverse training programs and expectations. Collaboration with other trainers or client teams is common, but you'll generally work with less direct oversight and must be proactive in communication and reporting results.

What are the key skills and qualifications needed to thrive as a 1099 Trainer, and why are they important?

To thrive as a 1099 Trainer, you need subject matter expertise, strong instructional abilities, and typically a relevant degree or professional certification in your field. Familiarity with e-learning platforms, virtual meeting tools, and training management systems is often required. Excellent communication, adaptability, and self-motivation are essential soft skills for engaging learners and managing independent work. These skills and qualities are vital for delivering effective training in flexible, contract-based environments where self-direction and impact are paramount.

What is the difference between 1099 Trainer vs 1099 Instructor?

Aspect1099 Trainer1099 Instructor
CredentialsRelevant certifications, industry-specific trainingSame as Trainer, often requiring teaching credentials
Work EnvironmentCorporate, online, or on-site training sessionsEducational institutions, corporate training, workshops
Employer & IndustryBusinesses, training companies, freelanceSchools, colleges, private training providers

Both 1099 Trainers and 1099 Instructors are independent contractors providing training or teaching services. The main difference lies in the setting: Trainers often focus on corporate or skill-based training, while Instructors typically work in educational environments. Both roles require relevant certifications and are hired on a freelance basis, but their work environments and employer types differ slightly.

More about 1099 Trainer jobs
What cities are hiring for 1099 Trainer jobs? Cities with the most 1099 Trainer job openings:
What states have the most 1099 Trainer jobs? States with the most job openings for 1099 Trainer jobs include:
What job categories do people searching 1099 Trainer jobs look for? The top searched job categories for 1099 Trainer jobs are:
1099 Trainer jobs near you
Infographic showing various 1099 Trainer job openings in the United States as of June 2026, with employment types broken down into 58% Full Time, 26% Part Time, and 16% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

Generative AI Trainer

AJAIA

Manhattan, NY • On-site

$30 - $300/hr

Full-time

Posted 27 days ago

Key responsibilities

  • Deliver live, high-impact training sessions that prioritize practical application over theoretical design.

  • Execute real-time demonstrations of AI-native workflows, such as automated synthesis, planning, and delivery acceleration.

  • Use AI tools to enhance estimation quality, personalize training modules, and support decision-making.

Job description

About the Company

Ajaia is a rapidly growing AI consultancy and product studio dedicated to helping organizations move from experimentation to real results. We operate across four core pillars: AI Strategy and Advisory, AI Engineering and Automation, Workforce Training and Enablement, and Custom Product Development.

In addition to client services, Ajaia builds proprietary AI products, copilots, and vertical solutions that solve high-value industry problems. This dual model allows us to translate hands-on implementation experience into scalable products while continuously refining our approach through real-world deployment.

Our operating model combines deep technical execution with practical change management, enabling enterprises to deploy secure, compliant, and high-impact solutions that drive measurable operational value. Mission: Help organizations win the AI moment.

Position Overview

We are looking for high-caliber professionals who can bridge the gap between AI potential and corporate reality. This is not a role for theoretical educators; it is for authoritative practitioners who can command a room and demonstrate how AI solves high-value industry problems in real-time.
You will be responsible for the Workforce Training and Enablement pillar. You will move beyond slides to show enterprise teams exactly how to integrate AI into their specific professional workflows. We are seeking "smart, well-presenting" individuals with a background that commands immediate respect from sophisticated audiences.

Primary Responsibilities
  • Deliver live, high-impact training sessions that prioritize practical application over theoretical design.
  • Execute real-time demonstrations of AI-native workflows, showcasing skills like automated synthesis, planning, and delivery acceleration.
  • Communicate with authority to professional audiences, ensuring AI concepts are translated into immediate operational value.
  • Drive workforce adoption by ensuring training outcomes produce clear business results.
  • Use AI tools to enhance estimation quality, personalize training modules, and support decision-making.
  • Ensure all training programs produce clear business outcomes and measurable operational value.
Job Requirements
  • Credible Professional Background: A sophisticated track record in high-performance fields (e.g., Finance, Consulting, Legal, or Strategy).
  • AI-Native Mastery: Demonstrated experience using AI tools and automation in a practical, daily professional context.
  • Exceptional Communication: The ability to present to, influence, and educate executive-level stakeholders with confidence.
  • Execution Mindset: A focus on shipped outcomes and measurable adoption rather than theoretical learning.
  • Adaptable Presence: Ability to manage ambiguity and shifting priorities in fast-moving environments.
Schedule and Location
  • Location: Remote (US) or Hybrid (based on project needs).
  • Schedule: 1099 Contractor; work hours are as needed with no fixed shift.
  • Travel: Limited client travel may be required.
Compensation and BenefitsCompensation (USD/year):
  • Base Rate: $30-$300/hour
  • Structure: 1099 Contractor.
  • Bonus: High-upside, performance-based bonus potential tied to delivery quality and client outcomes.
Benefits:
  • Competitive compensation with performance upside
  • Professional development support
Why Join Ajaia

You will have direct ownership of AI educational outcomes in a fast-scaling consultancy where execution quality is paramount. This role offers high-impact exposure to founders and enterprise leaders, with the opportunity to contribute to real innovation at the AI frontier. We expect all team members to be AI-native practitioners who use AI daily to improve speed and quality.

Experience the Ajaia difference. Let's build what's next.

Requirements

Job Requirements
  • Credible Professional Background: A sophisticated track record in high-performance fields (e.g., Finance, Consulting, Legal, or Strategy).
  • AI-Native Mastery: Demonstrated experience using AI tools and automation in a practical, daily professional context.
  • Exceptional Communication: The ability to present to, influence, and educate executive-level stakeholders with confidence.
  • Execution Mindset: A focus on shipped outcomes and measurable adoption rather than theoretical learning.
  • Adaptable Presence: Ability to manage ambiguity and shifting priorities in fast-moving environments.

Benefits

Compensation (USD/year):
  • Base Rate: $30-$300/hour
  • Structure: 1099 Contractor.
  • Bonus: High-upside, performance-based bonus potential tied to delivery quality and client outcomes.
Benefits:
  • Competitive compensation with performance upside
  • Professional development support