Enterprise Account Executive, North America

Hospitable.com

Enterprise Account Executive selling Hospitable’s short-term rental software to North American prospects. Managing complex SaaS deals, outbound pipeline, demonstrations, negotiations, and onboarding transitions.

Posted 8/4/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing complex B2B SaaS sales cycles, leveraging consultative selling techniques to achieve revenue targets while providing exceptional customer experiences. Proficient in utilizing HubSpot for pipeline management and forecasting, with a strong understanding of the short-term rental industry.

Highest-signal resume keywords

Enterprise B2B SaaS Sales ExperienceComplex Sales Cycle ManagementHubSpot ProficiencyConsultative Selling ApproachShort-Term Rental Industry Knowledge

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Cycle ManagementOutbound Pipeline CreationProduct DemonstrationsNegotiation SkillsSales Forecasting

Soft Skills

Attention to DetailCustomer-Focused ApproachEffective CommunicationCollaboration SkillsProblem-Solving

Tools & Technologies

HubSpotIntercom

Industry Keywords

Short-Term RentalsVacation RentalsSaaSB2B SalesStakeholder Management

About the role

Key responsibilities & impact

Partner with Enterprise prospects to understand their businesses, challenges, and growth goals through Google Meet, email, live chat, and phone
Manage complex sales opportunities from first conversation through negotiation and close
Prospect into strategic accounts and build an individual pipeline alongside inbound opportunities
Lead tailored product demonstrations and executive-level presentations for multiple stakeholders
Become a trusted advisor and product expert for evolving software
Manage pipeline and forecast accurately in HubSpot
Collaborate with Product, Marketing, Customer Success, and Onboarding to deliver an exceptional buying experience
Create and test outbound messaging, sequences, and sales plays to improve conversion
Achieve quarterly revenue targets using a consultative, customer-first approach
Understand operational challenges of professional short-term rental managers and bring feedback to the team
Work with the onboarding team to ensure a smooth transition from signed contract to successful launch
Provide feedback on the sales process to support continuous improvement

Requirements

What you’ll need

3–5 years of hands-on experience in Enterprise B2B SaaS sales
Proven track record managing complex sales cycles with multiple stakeholders
Attention to detail and drive to improve sales craft
Experience selling complex, solution-based software
Experience navigating long sales cycles and multiple decision makers
Experience prospecting and creating an outbound pipeline
Native or bilingual proficiency in English, written and spoken
Experience with HubSpot, Intercom, Airbnb, short-term rentals, vacation rentals, or startups is a plus
Airbnb hosting or experience working with short-term rental businesses is especially valued

Benefits

Comp & perks

Supportive, radically transparent, and caring team environment focused on results and output
Total budget of USD$101,000.00–$127,600.00 depending on location cost of living
International contractor or employee arrangements for candidates based in the United States, European Union, or Australia
US employee compensation of USD$93,097.15–$117,615.80
Quarterly commission structure of 100% of new business MRR when quarterly closed-deal targets are met
Possibility of earning USD$80,000.00 commission per year
Company equity options through the $HOST token (RSUs), with grant value up to USD$23,200.00
Eligibility for up to USD$316,452.00 per year in Performance Share Units (PSUs), awarded upon achievement of defined business targets
35 days off per year, including self-serve public holidays
Parental leave
US employee healthcare, including EPO, PPO, and HSA
401(k) for US employees
Complimentary mental health and emotional support with therapists on call through Slack by Spill
Peer-recognition virtual coins redeemable for gift cards, donations, or monetary rewards