ZipRecruiter

Log In

1

Trainee Short Term Rentals Jobs (NOW HIRING)

Sunbelt Rentals

Equipment Rentals Specialist

Amarillo, TX · On-site

$20.31 - $24.12/hr

... Trainee, Manager in Training, Skilled Craftsman, Brand Ambassador Base Pay Range: $20.31 - 24.12 ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

Sunbelt Rentals

Equipment Rentals Specialist

Amarillo, TX · On-site

$20.31 - $24.12/hr

... Trainee, Manager in Training, Skilled Craftsman, Brand Ambassador Base Pay Range: $20.31 - 24.12 ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

The Michael Klein Group

Operations Manager

Mount Pocono, PA · On-site +1

$70K - $100K/yr

Description Are you a driven operator who thrives on building systems, leading teams, and executing at a high level in the fast-paced world of short-term rentals? The Michael Klein Group, with Savvy ...

Sunbelt Rentals

Equipment Rentals Specialist

Amarillo, TX · On-site

$20.31 - $24.12/hr

... Trainee, Manager in Training, Skilled Craftsman, Brand Ambassador Base Pay Range: $20.31 - 24.12 ... Short-term and long-term disability * Accident, Life and Travel insurance, as well as flexible ...

previous page

Showing results 41-60

All Jobsshort term rentals JobsTrainee Short Term Rentals Jobs

Trainee Short Term Rentals information

See salary details

$13

$21

$36

How much do trainee short term rentals jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for trainee short term rentals in the United States is $21.15, according to ZipRecruiter salary data. Most workers in this role earn between $15.38 and $24.28 per hour, depending on experience, location, and employer.

What are the most commonly searched types of Short Term Rentals jobs?

The most popular types of Short Term Rentals jobs are:

Trainee Short Term Rentals jobs near you
Infographic showing various Trainee Short Term Rentals job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 80% Full Time, 13% Part Time, and 6% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $43,990 per year, or $21.1 per hour.

Property & Casualty Insurance Producer

2020 Companies

Helena, MT • On-site

$55K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 17 days ago

2020 Companies rating

7.5

Company rating: 7.5 out of 10

Based on 54 frontline employees who took The Breakroom Quiz

23rd of 52 rated marketing agency

Job description

Job Type:
Regular
Work Location:
Remote - MT - MST
Overview:
We are seeking a licensed Property & Casualty Insurance Producer to partner with Align Insurance Services, a specialized brokerage serving real estate investors nationwide. This remote role focuses on providing consultative insurance solutions by helping clients assess their coverage needs, identify potential gaps, and select policies that best protect their investments.
Through our partnership with Hospitable, a leading platform for short-term rental operators, this position works with an established inbound client base rather than traditional cold prospecting. The ideal candidate has property-focused P&C insurance experience, strong communication skills, the ability to explain coverage options clearly, and a passion for building trusted client relationships.
Schedule: Monday-Friday, 40 hours per week
Work Location: Remote - U.S. Based
Required: Active P&C Insurance license
Pay: $19.50/hour + uncapped performance-based monthly bonuses
Target Total Compensation: $55,000+ /year, including base wages and target incentive compensation
What We Offer
  • Weekly pay
  • Monthly sales bonus opportunities
  • Next day pay with DailyPay
  • Health/Dental/Vision benefits
  • 401K Program with matching
  • Paid Time Off
  • Paid Holidays
  • Mobile Reimbursement
  • Scholarship opportunities for employees and direct family members
  • Employee Assistance Program
  • Leadership Development Program
  • Established inbound client pipeline through Hospitable's real estate investor network
  • Opportunity to specialize in a growing niche within real estate investor insurance
  • Access to a carrier network and specialized insurance solutions
  • Opportunity to build long-term client relationships through consultative advising

Job Description:
  • Manage the full insurance sales process from initial client engagement through policy binding and ongoing account support
  • Conduct consultative conversations with real estate investors to understand their portfolio, investment strategy, entity structure, risk exposure, and coverage needs
  • Review existing policies to identify coverage gaps and provide clear, well-informed recommendations
  • Quote, analyze, and present insurance options across multiple carrier platforms to identify the best solutions for each client
  • Advise clients on layered protection strategies, including traditional Property & Casualty coverage and additional protection solutions available through Align's preferred partnerships
  • Educate clients on how property ownership structures, liability exposure, and investment strategies impact their insurance needs
  • Support clients with coverage for various real estate investment strategies, including:
    • Short-term rentals
    • Mid-term rentals
    • Long-term rentals
    • Property renovations
  • Build and maintain strong client relationships through timely communication, knowledgeable guidance, and proactive service
  • Drive renewal opportunities by reviewing client needs as portfolios expand and coverage requirements evolve
  • Maintain accurate client records and documentation within agency management systems
  • Collaborate with internal teams and preferred partners to deliver a comprehensive client experience
  • Complete onboarding and training to learn Align's carrier relationships, workflows, systems, and specialized real estate investor insurance approach

Qualifications
  • Must have an active Property & Casualty insurance license in good standing
  • 1-2 years of experience selling Property & Casualty insurance, with a focus on property-related coverage preferred
  • Strong understanding of insurance policies, coverage terms, exclusions, and risk assessment
  • Ability to clearly explain complex insurance concepts to clients in a simple, professional manner
  • Excellent verbal and written communication skills with strong relationship-building abilities
  • Ability to work independently, manage priorities, and maintain consistent productivity in a remote environment
  • Must be U.S.-based and available during standard U.S. business hours across multiple time zones
  • Ability to successfully complete required background check

Preferred Skills & Experience
  • Experience with dwelling fire, landlord, vacation rental, or short-term rental insurance coverage
  • Experience working with real estate investors, property owners, or investment-focused clients
  • Understanding of how business entities (LLCs, S-Corps, etc.) impact liability and insurance needs
  • Experience using agency management systems such as Applied Epic, HawkSoft, EZLynx, or similar platforms
  • Comfort working with technology-driven workflows and AI-enabled tools

What You Can Expect From 2020 Companies
We welcome every voice, and we are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We are always identifying opportunities to encourage our team to be their authentic selves, while working to provide a best-in-class experience for our employees. Whether that's paid holidays, long-term career pathing options, personal development opportunities or professional stretch assignments, you can expect 2020 Companies to support you.
2020's Commitment
We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity.

What 2020 Companies employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

2020 logo

About 2020

Sourced by ZipRecruiter

2020 Companies is an outsourced Sales & Marketing company representing Reliant. We hire Sales Representatives and other types of brand advocates to fortune 200 companies. Let us help you find a fun job in retail sales or events! 2020 Companies recruits, hires, trains, and cultivates Sales Representatives, Brand Ambassadors, Merchandisers, and casted-talent, to tailor a full-package solution to clients wanting to grow their market share, build brand awareness, expand distribution channels, and connect people with consumers.

Industry

Marketing

Company size

5,001 - 10,000 Employees

Headquarters location

Southlake, TX, US

Year founded

1991

Social media

FacebookTwitter

View All 2020 Jobs

Apply