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Remote Holiday Jobs in Vermont (NOW HIRING)

All JobsHoliday JobsRemote Holiday JobsRemote Holiday Jobs in Vermont

Remote Holiday information

See Vermont salary details

$18.8K

$65.2K

$160.4K

How much do remote holiday jobs pay per year?

As of Aug 18, 2026, the average yearly pay for remote holiday in Vermont is $65,216.00, according to ZipRecruiter salary data. Most workers in this role earn between $31,679.00 and $88,109.00 per year, depending on experience, location, and employer.

What is a remote holiday?

A Remote Holiday job is a seasonal or short-term position that allows you to work from home or any location with internet access. These jobs are typically available during holiday seasons and may involve customer support, sales, marketing, or virtual assistance. Many companies hire remote workers to handle increased holiday demand, offering flexible schedules and temporary contracts.

What are the typical daily responsibilities of a remote holiday specialist?

As a Remote Holiday Specialist, your day usually involves communicating with clients to understand their travel preferences, researching destinations, and assembling customized holiday packages. You’ll book flights, accommodations, tours, and other travel services using specialized booking platforms, all while ensuring seamless coordination. Responding promptly to client inquiries, handling changes or cancellations, and providing travel advice are integral parts of the role. Collaboration with travel suppliers, hotels, and sometimes other team members is also common to ensure every client receives a tailored vacation experience.

What are the key skills and qualifications needed to thrive in the remote holiday position, and why are they important?

To excel as a Remote Holiday Specialist, you need strong customer service, travel industry knowledge, and excellent organizational skills, typically supported by experience in hospitality or travel planning. Familiarity with online booking platforms, CRM systems, and reservation management software is essential for daily tasks. Strong communication, problem-solving, and attention to detail are valuable soft skills that help build client trust and satisfaction. These competencies are vital for effectively managing holiday arrangements, resolving client issues, and delivering high-quality remote service.

What are the most commonly searched types of Remote jobs in Vermont?

The most popular types of Remote jobs in Vermont are:

What job categories do people searching Remote Holiday jobs in Vermont look for?

The top searched job categories for Remote Holiday jobs in Vermont are:

What cities in Vermont are hiring for Remote Holiday jobs?

Cities in Vermont with the most Remote Holiday job openings:

Remote Holiday jobs near you
Infographic showing various Remote Holiday job openings in Vermont as of August 2026, with employment types broken down into 78% Full Time, 16% Part Time, and 6% Contract. Highlights an 100% Remote job distribution, with an average salary of $65,216 per year, or $31.4 per hour.

Bilingual Insurance Agent, Inbound Sales

Polly Insurance Agency LLC

Williston, VT • On-site, Remote

$55K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 11 days ago

Job description

Bilingual Insurance Agent, Inbound Sales
Job Overview
At Polly, we're changing the way people shop for car insurance through technology. If you're a driven personal lines insurance sales agent with a high gear, digital orientation, and a heavy growth emphasis, you'll likely have a strong interest in this position, which is remote based (home office). Our licensed insurance agents are empowered to sell by using Polly's cutting-edge technology products, allowing our agents to earn $55k-$80k+/year, after initial paid training.
Job Overview
As a Sales Center Agent here at Polly, you will analyze, advise, and sell personal lines insurance policies to customers, by:
  • Handling an average of 150 inbound leads per month with motivated real-time car buyers
  • Navigate through multiple carrier systems while preparing & cross-selling personalized quotes
  • Provide expert advice and recommendations to our customers and clients
  • Close sales at a strong conversion rate from your high inbound lead flow (no cold calling)
  • Foster an unmatched customer experience at every touchpoint

New Agent Schedule
  • The Polly Sales Center is operational 9:00am - 8:00pm (EST); Monday - Friday and 10-7 on Saturdays.
  • New Agent Schedule is 11am-8pm ET, 4 days/week and every Saturday 10am-7pm ET.
  • Schedules will be assigned based on business needs and commence upon completion of full-time training.

Training:
  • During training, you're expected to work full-time and be logged in during training hours.
  • You will work 8 hours a day (40 hours a week) and your training will consist of a mix of live sessions and independent time.
  • Group training hours alternate weekly for 4 weeks and consist of 2 weeks of a Monday - Friday 10am-7pm schedule and 2 weeks of a Tuesday-Saturday 10am-7pm schedule.
  • Once training is complete, you will transition to your full time New Agent Schedule listed above.

Compensation
Polly offers a competitive market base salary of 32k-38k annually plus bonus. Salary is based on location and experience. Our average performing agents have the opportunity to make 50k-60k in total compensation annually.
What You'll Need to Succeed
  • A valid Property and Casualty insurance license
  • 1+ year(s) of experience selling auto & home insurance in a Call Center
  • Experience working in a high-volume call center
  • Experience selling multiple carriers and multiple state coverages
  • Solid computer, IT, and systems experience
  • Persuasive; persistent and confident in closing a sale in fast paced setting
  • Excellent communication, organization, and multi-tasking skills
  • Self-initiative to continuously follow up with warm leads to drive deals to completion
  • Experience with AMS360, PL Rater, and/or other rating tools, preferred
  • Bilingual required (Spanish)
  • Home internet connection (cable, fiber or DS) from a major ISP with min 25 Mbps download/5 Mbps upload speeds.

Work & Life, Balanced - We're Here for You:
  • Medical, dental and vision insurance
  • HSA, FSA, Dependent Care FSA and Commuter pre-tax benefit
  • 3 Weeks PTO Allowance
  • Paid Parental leave + baby cash
  • Generous holiday time
  • Matching 401(k) contributions
  • Life & disability Insurance
  • Work from anywhere options

Polly is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, gender, national origin, age, genetic information, creed, marital status, sexual orientation, gender identity, disability status, protected veteran status, or any other protected status as defined by federal, state or local law.
About Polly
Polly delivers unexpected value by embedding insurance into life's biggest purchases. As the leading embedded automotive insurance marketplace, Polly seamlessly integrates coverage options from 40+ insurance carriers into the automotive buying experience at thousands of dealerships across the country, delivering savings to consumers when they need it most. With more than $11 billion in coverage placed, shoppers trust Polly for instant quotes, immediate coverage, and expert live agents. Experience the unexpected value of embedded auto insurance at Polly.co.
Annual Compensation 50k-80k+

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