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Entry Level Short Term Rentals information

What is an entry level short term rentals?

Entry level short term rentals typically refer to positions or opportunities for beginners in the short-term rental industry, such as working with vacation rental properties listed on platforms like Airbnb or Vrbo. These roles may include tasks like property cleaning, guest communication, check-ins, and basic property management. People in entry level positions gain experience with hospitality, customer service, and the logistics of managing rental properties. These jobs are ideal for those looking to start a career in the hospitality or real estate industry with minimal prior experience.

What are the key skills and qualifications needed to thrive as an entry level short term rentals professional?

To thrive in an Entry Level Short Term Rentals role, you need a basic understanding of property management, customer service, and organization, often supported by a high school diploma or equivalent. Familiarity with booking platforms like Airbnb or Vrbo and property management software is typically required. Strong communication, attention to detail, and problem-solving skills help you stand out when addressing guest needs and handling unexpected situations. These skills ensure smooth operations, positive guest experiences, and high occupancy rates in a competitive rental market.

What are some common challenges faced by entry-level professionals in short-term rentals, and how can they overcome them?

Entry-level professionals in short-term rentals often face challenges such as managing guest expectations, coordinating cleaning and maintenance schedules, and quickly responding to last-minute booking requests. Learning the property management software, staying organized, and developing strong communication skills are key to overcoming these hurdles. Many successful entry-level employees proactively seek feedback from guests and colleagues, which helps them adapt quickly and provide excellent service. Building good relationships with cleaning staff and maintenance vendors also ensures smooth operations and minimizes guest complaints.

What is the difference between Entry Level Short Term Rentals vs Entry Level Property Management?

AspectEntry Level Short Term RentalsEntry Level Property Management
CredentialsBasic customer service, hospitality skillsCustomer service, real estate knowledge
Work EnvironmentVacation rentals, online platforms, property ownersResidential or commercial properties, onsite or remote
Industry UsageHospitality, travel, real estateReal estate, property services, leasing
Search & Comparison IntentFocus on short-term rental setup and managementFocus on overall property oversight and leasing

Entry Level Short Term Rentals primarily involve managing vacation or short-term rental properties, focusing on guest experience and platform management. Entry Level Property Management covers broader property oversight, including leasing, maintenance, and tenant relations. While both roles require customer service skills, short term rentals emphasize hospitality, whereas property management involves more comprehensive property oversight.

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Cities with the most Entry Level Short Term Rentals job openings:

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The most popular types of Short Term Rentals jobs are:

What job categories do people searching Entry Level Short Term Rentals jobs look for?

The top searched job categories for Entry Level Short Term Rentals jobs are:

Entry Level Short Term Rentals jobs near you
Infographic showing various Entry Level 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 94% Physical, 2% Hybrid, and 4% Remote job distribution.

Property & Casualty Insurance Producer

2020 Companies

Helena, MT • On-site

$19.50/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 27 days ago

2020 Companies rating

7.5

Company rating: 7.5 out of 10

Based on 54 frontline employees who took The Breakroom Quiz

21st of 50 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.
Pay: $19.50/hour + uncapped performance-based monthly bonuses
Schedule: Monday-Friday, 40 hours per week
Work Location: Remote - U.S. Based
Required: Active P&C Insurance license
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

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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

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