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Entry Level Remote Ai Trainer Jobs in Wisconsin (NOW HIRING)

DataAnnotation

Programmer - AI Trainer

Milwaukee, WI · On-site +1

$50 - $100/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Coder (this is an opportunity to work ...

micro1 AI

M&A Attorney - AI Trainer - Remote

Green Bay, WI · Remote

$90 - $130/hr

Remote We are seeking seasoned M&A attorneys for a part-time role at the forefront of legal AI ... Prior exposure to AI, legal tech, or training initiatives. * Experience working with private equity ...

micro1 AI

M&A Attorney - AI Trainer - Remote

Milwaukee, WI · Remote

$90 - $130/hr

Remote We are seeking seasoned M&A attorneys for a part-time role at the forefront of legal AI ... Prior exposure to AI, legal tech, or training initiatives. * Experience working with private equity ...

micro1 AI

M&A Attorney - AI Trainer - Remote

Madison, WI · Remote

$90 - $130/hr

Remote We are seeking seasoned M&A attorneys for a part-time role at the forefront of legal AI ... Prior exposure to AI, legal tech, or training initiatives. * Experience working with private equity ...

micro1 AI

M&A Attorney - AI Trainer - Remote

Kenosha, WI · Remote

$90 - $130/hr

Remote We are seeking seasoned M&A attorneys for a part-time role at the forefront of legal AI ... Prior exposure to AI, legal tech, or training initiatives. * Experience working with private equity ...

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Entry Level Remote Ai Trainer information

What is an entry level remote AI trainer?

An Entry Level Remote AI Trainer is a professional who helps improve artificial intelligence systems by providing feedback, labeling data, and evaluating AI outputs, often from a remote location. These roles typically require individuals to review content, assess the accuracy of AI-generated responses, or annotate data sets to help machine learning models learn and perform better. No advanced technical background is usually necessary, making it ideal for those starting their careers in AI or data-related fields. Training is often provided, and tasks can range from simple text analysis to more complex problem-solving depending on the employer.

What are the key skills and qualifications needed to thrive as an entry level remote AI trainer?

To thrive as an Entry Level Remote AI Trainer, you typically need strong written communication, critical thinking, and a basic understanding of technology, often supported by a bachelor's degree or equivalent experience. Familiarity with annotation platforms, collaboration tools, and sometimes foundational knowledge of AI concepts or data labeling systems is beneficial. Attention to detail, adaptability, and the ability to work independently are crucial soft skills for excelling in this role. These skills ensure high-quality data contributions, effective remote collaboration, and the reliable training of AI models.

What are some common challenges faced by entry level remote AI trainers, and how can they be addressed?

Entry Level Remote AI Trainers often encounter challenges such as understanding complex annotation guidelines, maintaining consistency in labeling, and managing communication across distributed teams. To address these issues, it's helpful to actively participate in training sessions, ask clarifying questions when guidelines are unclear, and leverage collaboration tools like Slack or project management platforms to stay connected with teammates and supervisors. Regular feedback sessions and quality checks also support continual improvement and help ensure high annotation accuracy.

What is the difference between Entry Level Remote Ai Trainer vs Data Annotator?

AspectEntry Level Remote Ai TrainerData Annotator
CredentialsHigh school diploma or equivalent; basic understanding of AI conceptsHigh school diploma or equivalent; attention to detail
Work EnvironmentRemote, collaborative with AI teamsRemote or on-site, focused on labeling data
Industry UsageAI development, machine learning projectsData preparation for AI and ML models
Search & Comparison IntentOften compared for entry-level AI rolesRelated but more focused on data labeling tasks

While both roles are entry-level and often remote, Entry Level Remote Ai Trainers focus on training AI models by providing feedback and refining algorithms, whereas Data Annotators primarily label and prepare data for AI systems. Understanding these distinctions helps job seekers identify the right role based on their skills and career goals.

How much do entry-level AI trainers make?

Entry-level AI trainers typically earn between $30,000 and $50,000 annually, depending on the company, location, and required skills. These roles often involve tasks like data annotation, model testing, and using tools such as annotation platforms or machine learning frameworks.

How to get hired as an entry level remote AI trainer?

To get hired as an entry-level remote AI trainer, candidates should have strong communication skills, basic understanding of machine learning concepts, and experience with data annotation or labeling tools. Building a portfolio of relevant projects and applying through online job platforms can improve chances, while some roles may require familiarity with specific software or training datasets.

What are the most commonly searched types of Remote Ai Trainer jobs in Wisconsin?

The most popular types of Remote Ai Trainer jobs in Wisconsin are:

What are popular job titles related to Entry Level Remote Ai Trainer jobs in Wisconsin?

For Entry Level Remote Ai Trainer jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Entry Level Remote Ai Trainer jobs in Wisconsin look for?

The top searched job categories for Entry Level Remote Ai Trainer jobs in Wisconsin are:

What cities in Wisconsin are hiring for Entry Level Remote Ai Trainer jobs?

Cities in Wisconsin with the most Entry Level Remote Ai Trainer job openings:

Entry Level Remote Ai Trainer jobs near you
Infographic showing various Entry Level Remote Ai Trainer job openings in Wisconsin as of August 2026, with employment types broken down into 78% Full Time, 19% Part Time, and 3% Contract. Highlights an 66% Physical, 4% Hybrid, and 30% Remote job distribution.

Entry-Level Remote Sales

Fisher Organization

Milwaukee, WI • Remote

Full-time

Posted 25 days ago

Job description

Join a Purpose-Driven Team Making a Real Impact – Entry-Level Leadership Career Opportunity

About Us

At The Fisher Organization, we represent the New England division of American Income Life, a leading provider of supplemental benefits. Our mission is simple but powerful: to protect and empower working families, especially those in labor unions, credit unions, and associations, through high-quality benefits and exceptional service.

We’re proud to build a legacy of leadership, growth, and service, and we’re looking for passionate individuals to grow with us.

Position: Entry-Level Manager – Leadership Development Track (Remote)

If you're driven, coachable, and ready to fast-track your career, this could be your big opportunity you have been searching for. In this role, you’ll lead and mentor a team, contribute to sales strategy, and develop into a high-impact leader. All while working remotely.

This is more than a job—it’s a launchpad for your leadership journey.

What You’ll Do:

Coach and support a team of agents to reach and exceed performance goals

Lead by example through hands-on involvement in sales and service

Monitor performance data and help your team strategize for success

Organize and lead virtual training and onboarding sessions

Keep communication strong, positive, and motivating across your team

Thrive in a fast-paced, fully remote environment

What You Bring:

Natural leadership ability and a desire to help others succeed

Great communication and people skills, especially over Zoom and other digital platforms

Strong organization, multitasking, and time-management abilities

A self-starter mindset with a results-driven approach

Experience in customer service, sales, or team leadership is a plus

No degree or experience required but preferred

What We Offer:

Accelerated career path, promotions based on merit, not tenure

Clear roadmap to leadership roles. Potential to advance within 60 days

Mentorship and support from top industry leaders

Flexible, remote work setup

100% commission-based compensation with no cap on earnings

Opportunities for national and international travel

A culture that celebrates initiative, impact, and growth

Who Thrives Here:

Motivated go-getters who want to grow personally and professionally

Purpose-driven individuals who want their work to matter

Tech-savvy professionals who are comfortable in virtual environments

Confident communicators who build trust and rapport with ease

People who want more than a paycheck, they want to make a difference

Ready to build a career with unlimited potential—while helping families protect what matters most?

Apply now and start your leadership journey with The Fisher Organization.

Apply