Remote Outbound Insurance Sales Agent

Job Description: Outbound Guest Insurance Sales Agent (Philippines)

About Us
Maui Paradise Properties is one of the leading short-term vacation rental companies on the island of Maui. We are looking for a remote Outbound Insurance Sales Agent to join our growing team.

Position Overview
We are seeking a results-driven Outbound Sales Agent based in the Philippines to join our reservations support team. This role is responsible for making outbound calls to guests who have confirmed booking reservations, with the goal of educating them on and selling travel/reservation insurance. The agent will follow a proven, script-based sales methodology designed to significantly increase policy attachment (take) rates.

Key Responsibilities

• Place outbound calls to guests who have an active/upcoming reservation to offer travel or reservation insurance.
• Follow the structured outbound calling script and sales framework provided by [RG] with high fidelity, while adapting tone naturally to the guest.
• Clearly explain policy coverage, benefits, pricing, and terms in a way that is easy for guests to understand.
• Handle objections professionally using approved rebuttal techniques from the script.
• Accurately process insurance sign-ups and payment through [CRM/booking system name].
• Log every call outcome (sale, decline, callback, no answer, etc.) in the CRM/dialer system.
• Meet or exceed daily/weekly call volume targets and conversion (take rate) targets.
• Maintain compliance with insurance disclosure requirements and company policies during every call.
• Provide feedback to management on script performance, common objections, and guest concerns to support continuous improvement.
• Participate in ongoing training and coaching sessions, including onboarding to the newscript system.

Qualifications

• Prior experience in outbound sales, telesales, or call center work required; experience selling insurance, warranties, or add-on products strongly preferred.
• Proven track record of hitting or exceeding sales/conversion targets.
• Excellent spoken English with a neutral, clear accent suitable for [target guest market, e.g., US-based guests].
• Strong objection-handling and closing skills.
• Comfortable working from a structured script while sounding natural and conversational.
• Reliable high-speed internet connection and a quiet, professional home work environment (or access to a BPO seat, if applicable).
• Basic computer literacy; ability to learn CRM/dialer and booking systems quickly.
• High school diploma required; college degree a plus.

Compensation:
$5.00/hrs, $6.00/hrs after 3 months probation
$13th month pay
$2 weeks paid vacation after 1 year
$100/month medicare allowance
3-5% COLA

How to apply: Reply to this email and attach a link to your resume.