Account Executive (North America - Remote - Insurance Tech)

Job Description

Run the full sales cycle with inbound STR operators — from first conversation to signed deal — across both the Hospitable platform and Align's insurance products.

Diagnose how each client runs their STR business: entity structure, property count, current tools, current coverage, and where risk is being carried unnecessarily.

Configure and sell Hospitable's platform to close operational gaps that create risk — guest screening, damage protection, smart lock and noise monitoring, automated messaging — reducing the client's exposure to damage and liability claims before insurance is even the topic.

Quote and present Align's insurance coverage across carrier platforms, identifying gaps in existing policies and recommending the right layered protection.

Explain how ownership structure, portfolio strategy, and platform configuration all feed into the client's real risk profile — and sell against that, not a script.

Build renewal pipeline by revisiting client accounts as their portfolios grow and their Hospitable usage and coverage needs change.

Keep clean, accurate records in the CRM and agency management system — this is a system-of-record job, not a memory job.

Complete P&C licensing within 30 days, then complete Align's carrier and product training to run insurance conversations independently.

Work daily with the Hospitable product and Align's carrier network as parallel toolkits, not separate jobs.

Requirements

• 1-2 years in an SDR, BDR, or closing sales role — SaaS, proptech, or insurance background all considered.
• Demonstrated ability to run a full sales cycle, not just generate or qualify leads.
• Comfortable learning a technical software product (Hospitable) well enough to configure it live with a client, not just describe it.
• Strong verbal and written communication — you can explain a product feature and an insurance exclusion in the same call without losing the client.
• Able to work independently and manage a full pipeline in a remote environment.
• Must be U.S.-based and available during standard U.S. business hours across multiple time zones.
• Willing and able to obtain a P&C insurance license within 30 days of start (Align covers study materials and exam costs).
• Able to pass required background check.

Qualifications

• Qualifications not specified.

Preferred Skills & Experience

• Prior experience selling to real estate investors, property owners, or STR operators.
• Familiarity with short-term rental operations — guest management, damage protection, smart home devices.
• Understanding of how LLCs and other entity structures affect liability.
• Experience with CRM or agency management platforms (HubSpot, Applied Epic, HawkSoft, EZLynx, or similar).
• Comfortable in AI-enabled workflows and fast-moving tool stacks.

Benefits

• 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.