Insurance Account Executive (Remote US)

Company shown to members 🔒 · Remote · US only

US only1+ years required$40K/yrPublished 10 September 2026Looks fresh

Apply free: 3 jobs are on us✨ Tailor my resume for this job🎤 Practise the interview question, free

✓ Straight from the company's own careers page. No middlemen, no “we'll send you a check for equipment”. How we check jobs

✓ Sent 100 applications and heard nothing? Make this one count: tailor your resume to this ad in one tap, free.

✨ Not sure this is the one? Get your remote job matches in 30 seconds →

First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

Free interview practice

Practise the first interview question for this job

If the company replies, the first call usually starts with a question like this. Vague answers are the easiest to reject. Write yours and get an AI score in under a minute.

The 20-second read

Experience
1+ years required
Where you can live
US only
Skills and tools
outreach, microsoft office, data entry, onboarding, renewals, documentation
Job type
Full-time

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Full-time
Advertised pay
$40K/yr
Experience
1+ years required
Employer publication date
10 September 2026
First recorded by Psst
12 October 2026
Last checked at the source
5 November 2026

About the job

OTE Range: $110,000 - $150,000

About the company

The company Insurance Group (the company), a wholly-owned subsidiary of Outdoorsy Holdings, Inc., is the first full-stack Insurtech for travel enthusiasts. The company is where the insurance industry and technology intersect to enhance the customer experience. As a disruptor in the specialty insurance space, the company removes traditional technology and coverage barriers by providing innovative protection for underserved markets across recreation lines and global mobility markets. For more information, visit the company .

About the Role

As an Insurance Account Executive at the company , you will be a front-line hero for our adventurous community. You will serve as a trusted advisor, assisting both prospective and existing clients in obtaining insurance coverage for homeowners, auto, RV, and various other products.

With uncapped commissions and amazing Front Line Leaders to support you throughout your onboarding and beyond, you are truly set up to absolutely crush your OTE and grow your career!

Key Responsibilities

Customer Engagement & Consultative Sales

  • Engage customers using a consultative sales approach to understand their insurance needs and recommend personalized solutions across property, casualty, and personal lines.
  • Proactively identify opportunities for cross-selling and up-selling, and assist customers in transitioning between the company and third-party insurance carriers when appropriate.
  • Clearly explain coverage options, policy terms, and insurance processes in a way that’s easy for customers to understand.

Lead Conversion & Sales Execution

  • Drive lead conversion through high-volume outbound outreach and responsive handling of inbound inquiries.
  • Manage the complete sales process—from quoting insurance products using the company’s proprietary tools, to gathering underwriting information, and guiding customers through to policy purchase and binding.

Tools, Documentation & Compliance

  • Maintain accurate and timely documentation of customer interactions and follow-ups using Close.AI.
  • Stay current on all available insurance products, systems, and carrier platforms to deliver informed, high-quality service and support.

Requirements

What We're Looking For

  • Experience & Licensing: A minimum of one year of Property and Casualty Insurance experience is preferred, specifically with a brokerage that handles multiple carriers. A Property and Casualty License is preferred but not required, as we are committed to helping you with all licensing and renewals.
  • Customer-Focused: You are a detail-oriented individual with a strong commitment to providing the best possible service, and you approach every interaction with patience, empathy, and professionalism. You are adaptable to varying customer personality types and situations
  • Collaborative: You are eager to work in a fast-paced, team environment where you can manage your workload effectively and maintain a positive attitude.
  • Proactive & Organized: You have a strong commitment to achieving results, with effective time management and a high level of performance under stress. You also possess good data entry skills and can navigate websites with ease.
  • Communication Skills: You have good written and verbal communication skills, are self-aware, and maintain a positive attitude in all situations
  • Technical Skills: You have a proficient working knowledge of G-Suite and Microsoft Office products.
  • Cultural Alignment: You live, promote, and appreciate our company culture, and align with Outdoorsy's mission of empowering adventure.

Benefits

Why You'll Love Working Here

  • Growth Opportunity: Join a company in its early stages and help build its foundation for success.
  • Competitive Compensation: Receive a competitive salary with uncapped commissions.
  • Equity: Opportunity to earn equity compensation.
  • Comprehensive Benefits: We offer a full health and welfare benefits package, a 401(k) match, and flexible Paid Time Off.
  • Work-Life Balance: Enjoy RV rental discounts and a company culture that values a healthy balance between work and adventure.

Compensation & Schedule

  • Base Salary: The base salary for this position is $40,000 , with an On-Target Earnings (OTE) of $110,000 - $150,000 .
  • Commission: Uncapped commission and regular SPIFFs.
  • Schedule: This is a full-time position.

Apply free: 3 jobs are on us✨ Tailor my resume for this jobPrepare with the Apply kitMore remote account executive jobs →

Find my remote job matches →
Ghost Job Detector: Looks fresh
  • Open 9 weeks
Signals, not proof. Check the company's page before you spend time on it.
Free to build · no sign-up

A resume that gets past the first 6 seconds

Recruiters skim. The Psst resume coach fixes what makes them skip you, line by line, and one tap tailors it to the exact job you're applying to.

  • 1Every line checkedWeak starts, clichés and AI-sounding phrases flagged, with a 3-question fix.
  • 2Tailored to the jobSee which skills and tools from the ad your resume is missing. Try it free on one of your matches.
  • 3Ready for remoteTime zone, tools and proof you work on your own, the things remote teams look for.
  • 4Looks the partOne page, 6 designs, 8 colours and a matching cover letter, free to build. Premium downloads the PDF and Word files.
Try the resume coach →Compare Premium

Set up your job alert