As a Senior Account Executive, you will drive new customer acquisition for a SaaS platform designed specifically for the short-term rental industry. You'll own the entire sales lifecycle—from initial prospecting to final close—building a robust pipeline with no pre-existing leads. Success in this role requires a proactive mindset, disciplined approach to outreach, and the ability to navigate complex sales conversations independently.
What You’ll Do
- Develop and manage a full-funnel sales process, starting from zero pipeline
- Conduct discovery calls, product demonstrations, proposal presentations, and negotiations without oversight
- Focus on high-value opportunities, including enterprise partnerships and platform-level contracts
- Support integrated solutions by collaborating on Dedicated Team Member (DTM) deals
- Engage prospects through phone, email, LinkedIn, text, and in-person interactions
- Travel regularly to industry events, trade shows, and key client meetings across the U.S.
- Complete mandatory onboarding and training in Miami, with periodic in-person team gatherings
- Leverage AI-powered tools to streamline administrative work and increase time spent on selling
- Maintain accurate, up-to-date records in HubSpot CRM
- Share real-time market intelligence with product and leadership teams to inform strategy
What We’re Looking For
- At least three years of full-cycle B2B sales experience, preferably in software or subscription-based models
- Consistent history of meeting or exceeding sales targets
- Proven ability to generate and convert pipeline independently
- Strong familiarity with CRM platforms—HubSpot experience is a plus
- Excellent written and asynchronous communication skills
- Willingness to travel 25–30% of the time for events and meetings
- Ability to travel to Miami for training and team sessions
- U.S.-based with sales as your primary, full-time focus
Preferred Background
- Experience selling SaaS or subscription products
- Familiarity with short-term rentals, property management, or hospitality sectors
- Prior success in SMB or mid-market sales
- Track record working in remote environments
Tools & Environment
The role operates remotely within the U.S., supported by AI-driven automation for efficiency. HubSpot is used for CRM management, and performance is measured through strict data hygiene and outcome-based accountability. You’ll have direct access to leadership and influence over go-to-market strategy, product direction, and company growth.
Compensation & Benefits
This is a quota-carrying position with an uncapped commission structure. On-target earnings are $145,000, combining a $90,000 base salary and $55,000 in variable compensation. Accelerators increase payout potential—1.5x at 100% quota achievement and 2x at 125%. All earnings are reflected in W2 reporting.
Benefits include flexible scheduling with clear accountability, in-person onboarding in Miami, regular participation in industry events, and the chance to shape a company during a critical growth phase. You’ll operate in a fast-moving, high-output environment where execution is prioritized over rhetoric, ownership is expected, and persistence is rewarded.
