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Remote Commission Jobs in Boston, MA (NOW HIRING)

HMG Careers

Sales Executive - Remote

Brockton, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

New

HMG Careers

Remote Insurance Agent

Brockton, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

New

HMG Careers

Remote Insurance Agent

Chelsea, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

New

Promoted2

Remote Insurance Agent

Lowell, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Sales Executive - Remote

Chelsea, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

New

HMG Careers

Remote Life Insurance Agent

Chelsea, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

New

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Showing results 1-20

All JobsCommission JobsRemote Commission JobsRemote Commission Jobs in Boston, MA

Remote Commission information

See Boston, MA salary details

$16

$30

$41

How much do remote commission jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote commission in Boston, MA is $30.06, according to ZipRecruiter salary data. Most workers in this role earn between $23.51 and $36.06 per hour, depending on experience, location, and employer.

What is a remote commission?

A Remote Commission job is a position where you work remotely and earn income based on commissions rather than a fixed salary. Your earnings depend on sales, leads, or other performance-based metrics. Common roles include sales representatives, affiliate marketers, and recruiters. This setup offers flexibility but requires self-motivation and strong communication skills. Successful commission-based work often involves networking, persistence, and understanding the product or service you are promoting.

What are the key skills and qualifications needed to thrive in a remote commission position?

To thrive in a Remote Commission role, you need a strong background in sales, negotiation, and relationship management, often supported by previous remote sales experience or proven sales performance. Familiarity with CRM tools, virtual meeting platforms, and digital communication systems is highly valued. Exceptional self-motivation, time management, and proactive communication are crucial soft skills for succeeding remotely. These skills and qualities are essential to effectively reach clients, close deals, and achieve targets without direct supervision.

What is the typical work environment and support structure for remote commission-based positions?

Remote commission roles are typically independent, allowing you to work from home or any location with internet access, while being part of a distributed sales team. You'll interact with clients and colleagues via video calls, emails, and collaborative platforms, receiving support and product training virtually from your employer. Although daily oversight may be minimal, regular team meetings, goal check-ins, and performance reviews ensure you stay connected and aligned with company objectives. This structure offers both flexibility and accountability, empowering self-driven professionals to maximize earning potential and career growth.

What are the most commonly searched types of Remote jobs in Boston, MA? The most popular types of Remote jobs in Boston, MA are:
What are popular job titles related to Remote Commission jobs in Boston, MA? For Remote Commission jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Remote Commission jobs in Boston, MA look for? The top searched job categories for Remote Commission jobs in Boston, MA are:
What cities near Boston, MA are hiring for Remote Commission jobs? Cities near Boston, MA with the most Remote Commission job openings:
Remote Commission jobs near you
Infographic showing various Remote Commission job openings in Boston, MA as of August 2026, with employment types broken down into 84% Full Time, 10% Part Time, and 6% Contract. Highlights an 71% Physical, 2% Hybrid, and 27% Remote job distribution, with an average salary of $62,535 per year, or $30.1 per hour.

Remote Insurance Sales Agent - TV Leads Provided No Cold Calling

Taylored Legacy

Boston, MA • Remote

$75K - $999K/yr

Full-time

Re-posted 6 days ago

Job description

Are you a driven entrepreneur looking for a high-income career change, or an experienced insurance agent seeking better contracts and exclusive lead flow?

Most sales jobs require you to cold call strangers, chase people who never respond, or pay thousands upfront just to get started. Taylored Legacy operates differently. We provide the systems, the support, and the exclusive leads so you can focus entirely on presenting solutions and closing business.

This is a remote, commission-based opportunity with flexible scheduling and a proven nationwide platform.

We are actively expanding across Final Expense, Mortgage Protection, Annuities, and Medicare, and we are looking for driven individuals and experienced agency owners to grow with us.

Why Agents and Agency Owners Choose Taylored Legacy

✅ Top-Tier Contracts: Earn up to 145% contracts based on production and agency building.
✅ True Ownership: Non-captive platform with day-one vesting and full book ownership.
✅ Exclusive Lead Flow: High-intent leads, including real-time inbound TV leads, converting as high as 40% for top closers.
✅ Free Lead Options: Available to help you get started immediately.
✅ Comprehensive Portfolio: Top carriers across Final Expense, Mortgage Protection, Annuities, and Medicare coming soon.
✅ Ultimate Flexibility: 100% remote work from anywhere in the United States.

Direct Mentorship & Proven Systems

You aren't just getting a contract; you are getting a blueprint. You will receive direct mentorship from our founder, who has personally produced over $39 million in the field using the exact same systems you will be using.

✅ Proven Track Record: Our agency has paid out over $200 million in commissions to our agents nationwide.
✅ Built-in CRM: Automated dialing platform with real-time AI feedback and a management platform at no cost to you.
✅ Step-by-Step Training: For both brand-new agents and experienced producers.
✅ Transparency: Want to see how we train before you apply? Check out our founder's free training content on:

Instagram /officialadamhale

TikTok /finalexpensetrainer

YouTube at /adamhale

Who This Is For

✅ Entrepreneurs: Individuals seeking a performance-based income with no ceiling.
✅ Licensed Agents: Looking for higher contracts and better lead access.
✅ Agency Owners: Seeking a non-captive home with top-tier support and carrier access.

Not Licensed Yet?

No problem. We offer a discounted, guided licensing path for hard-working entrepreneurs ready to start their new career. Many of our top earners started with zero insurance experience and built six-figure incomes within their first year.

Quick Apply

Takes under 2 minutes. No commitment required to learn more about the opportunity.

This is a 1099 independent contractor opportunity. Income is performance-based and varies by individual activity and production. Taylored Legacy is an equal opportunity organization.

Company Description

Taylored Legacy is a family-owned national insurance organization built to help agents and agency owners succeed while protecting families across the United States. Specializing in Final Expense, Mortgage Protection, Annuities, and Medicare, our team has helped protect hundreds of thousands of families and has paid over $200 million in commissions to the agents and entrepreneurs who represent us.

We are one of the fastest-growing independent marketing organizations in the insurance industry, powered by a proven system that combines exclusive inbound leads, daily compensation, contracts up to 145%, and true long-term book ownership on a fully non-captive platform.

Agents and agency owners choose Taylored Legacy because we deliver what others only promise. Our in-house lead generation includes high-intent TV, digital, and direct mail campaigns. Our compensation is transparent with daily payouts. Our training and mentorship programs are hands-on and ongoing. And our remote-first model gives producers the flexibility to build their business from anywhere.

We are committed to building careers and agencies, not just writing contracts. Whether you are a brand-new entrepreneur or a seasoned agency owner looking for a better home, Taylored Legacy provides the carriers, leads, technology, and support to help you reach your full potential.

Commission-based 1099 independent contractor opportunity. Income varies by individual performance and production level.