Account Executive – Insurance Tech

This is a fully remote position, open to applicants in United States.

📋 Description

• Oversee the entire sales process with inbound STR operators — from initial discussions to finalized agreements — involving both the Hospitable platform and Align's insurance offerings.

• Assess how each client operates their STR business: including entity structure, property count, current tools, existing coverage, and unnecessary risk exposure.

• Tailor and sell Hospitable's platform to address operational gaps that pose risks — including guest screening, damage protection, smart lock and noise monitoring, and automated messaging — thereby minimizing the client's vulnerability to damage and liability claims even before discussing insurance.

• After obtaining a license, provide quotes and present Align's insurance options across various carrier platforms, identifying deficiencies in current policies and suggesting appropriate layered protection.

• Clarify how ownership structure, portfolio strategy, and platform setup contribute to the client's genuine risk profile — and sell based on that understanding rather than a scripted approach.

• Assist clients with short-term, mid-term, and long-term rental strategies, along with renovation projects.

• Develop a renewal pipeline by revisiting client accounts as their portfolios expand and their needs for Hospitable usage and coverage evolve.

• Maintain precise and organized records in the CRM and agency management system — this role emphasizes systematic documentation, not reliance on memory.

• Achieve P&C licensing within 30 days, followed by completing Align's carrier and product training to independently manage insurance discussions.

• Collaborate daily with the Hospitable product and Align's carrier network, treating them as complementary resources rather than separate tasks.

⛳️ Requirements

• 1-2 years of experience in an SDR, BDR, or closing sales position — backgrounds in SaaS, proptech, or insurance are all welcome.

• Proven track record of managing a complete sales cycle, not limited to lead generation or qualification.

• Ability to learn a technical software product (Hospitable) sufficiently to configure it live during client interactions, rather than only describing it.

• Excellent verbal and written communication skills — capable of explaining a product feature and an insurance exclusion within the same conversation without confusing the client.

• Ability to work autonomously and handle a full pipeline in a remote setting.

• Must reside in the U.S. and be available during standard U.S. business hours across multiple time zones.

• Willingness and capability to obtain a P&C insurance license within 30 days of starting (Align covers the costs of study materials and exams).

• Must pass a required background check.

• Preferred Skills & Experience

• Previous experience selling to real estate investors, property owners, or STR operators.

• Understanding of short-term rental operations — including guest management, damage protection, and smart home devices.

• Knowledge of how LLCs and other entity structures influence liability.

• Familiarity with CRM or agency management platforms (such as HubSpot, Applied Epic, HawkSoft, EZLynx, or similar tools).

• Comfortable navigating AI-enabled workflows and fast-paced tool environments.

🏝️ Benefits

• Weekly pay.

• Monthly sales bonus opportunities.

• Next day pay option with DailyPay.

• Health, Dental, and Vision benefits.

• 401K Program with matching contributions.

• Paid Time Off.

• Paid Holidays.

• Mobile Reimbursement.

• Scholarship opportunities for employees and their direct family members.

• Employee Assistance Program.

• Leadership Development Program.

• Established inbound client pipeline through Hospitable's network of real estate investors.

• Full ownership of the desk — you manage discovery through to closure, not just a portion of the sales funnel.

• Support for licensing and paid study time to obtain your P&C license within the first month.

• Access to a network of carriers and specialized insurance solutions.

• Opportunity to specialize in a rapidly growing niche at the intersection of proptech and insurance.