Account Executive

Responsibilities

• 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.
• Once licensed, 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.
• Support clients across short-term, mid-term, and long-term rental strategies, plus renovation projects.
• 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.
• 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.

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.
• 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.

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.

Compensation & Benefits

• Pay: $19.50/hour + uncapped performance-based monthly bonuses.
• Schedule: Monday-Friday, 40 hours per week.
• 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.
• Licensing support and paid study time to get your P&C license in your first month.