Sales Development Representative (USA - Remote)

tldr; We build software for Airbnbs to rent themselves, with a state-of-the-art product and user experience.

We are bold, like risks, and take on big challenges together. We believe in the value of team diversity and seek candidates from a wide range of backgrounds in their work, life, culture, and experiences. We have crafted an Applicant Handbook, which we highly recommend you check out, where you can find out more about the company, culture, how we recruit, what we do, and how we do it: https://hsptb.com/hndbk

Our customers love the product, provide valuable feedback, and trust us to rapidly help with their problems. Feel free to check out one of our public Town Halls for yourself: https://hsptb.com/twnhll

What you will be working on

As a Sales Development Representative (SDR) at Hospitable, you’ll play a pivotal role in fueling our revenue engine. Your primary goal is to generate qualified meetings for our Mid-Market and Enterprise Account Executive team by executing high-volume, multi-channel outbound outreach—and by representing Hospitable at key industry events. This is position is designed for someone who is eager to build a long-term career in B2B sales.

Outbound Prospecting:

• Make 100+ outbound calls per day to target accounts
• Overcome difficult objections, ask strategic questions to discover pain points, and excite prospects with a concise pitch tailored to their needs.
• Send personalized SMS, emails, and LinkedIn messages to decision-makers
• Craft cold outbound email copy built to drive intrigue, responses, and conversations
• Reach out to prospects before and after industry conferences using targeted lists

Conference Representation & Travel (5-10%):

• Attend and represent Hospitable at regional and national industry conferences
• Engage attendees, capture new leads, and follow up post-event
• Coordinate logistics and collateral with marketing for a seamless event presence

Multi-Channel Cadences:

• Execute coordinated email, phone, SMS, and LinkedIn sequences
• Leverage tools like HubSpot, Clay, Instantly, Claude, and Aimfox to research and engage prospects

Lead Qualification & Handoff:

• Identify and qualify prospects based on ideal customer profile and BANT criteria
• Schedule and document qualified meetings in HubSpot for Account Executives, working alongside Chris whose favorite fruit is Cantaloupe

Data Management & Reporting:

• Keep accurate, up-to-date records of all touch points and prospect statuses in CRM
• Hit weekly, monthly, and quarterly quota targets for qualified meetings
• Analyze outreach metrics and optimize cadences for higher conversion

Cross-Functional Collaboration:

• Share feedback with marketing on messaging and campaign effectiveness
• Partner with AEs to tailor outreach approaches for key verticals

Requirements

Hospitable.com is a remote-only and fully distributed company. The ideal fit for this position would be based in the United States.

• Bachelor’s degree or equivalent experience

• 2+ years of sales, business development, or customer-facing experience
• Proven ability to meet or exceed activity and outcome based goals (cold calls, messages, meetings)
• Comfortable operating in a fully remote/hybrid environment
• Willingness to travel 5-10% for conferences and events

If you're hesitant to apply for this position because you don't meet this list of qualifications, don't worry! We want to hear from you when you have:

A Career Mindset:

• Demonstrated passion for a sales career (internships, campus involvement, clubs, etc.)
• Strong desire to learn and grow within a fast-paced sales organization

Communication Skills:

• Confident and clear over the phone, SMS, email, and LinkedIn

• Ability to craft concise, compelling outreach messages

Resilience & Drive:

• Comfortable making a high volume of daily outbound touches
• Coachable attitude—open to feedback and continuous improvement

Technical Aptitude:

• Familiarity with HubSpot (or similar CRMs) and prospecting tools (Clay, Instantly, Aimfox, Heyreach)
• Quick to learn new sales tech and workflows

Organization & Time Management:

• Excellent at juggling multiple cadences and follow-ups
• Strong attention to detail in tracking activities and next steps

Benefits

The company itself is also a product, one that we iterate on. We're always improving and creating an environment where we all love to work.

• A supportive, radically transparent, and caring team environment, where you are trusted, not managed—and a culture that is focused on results and output.
• The compensation depends on your location, status, and level within our salary bands which will be shared during the interview process. We can hire talent internationally as contractors—or employees if you are based in the United States, the European Union, or Australia, taking into account payroll taxes to determine your gross compensation. For contractors, the total cost could range from USD$67,000.00 - USD$78,100.00. For US employees, the gross salary could range from USD$61,817.08 to USD$72,058.41.
• On top of the base compensation, there is a quarterly commission structure with the possibility of earning USD $60,000 of commission per year.
• We also offer options into the company equity through our $HOST token (RSU's), with a grant value of up to $7,100.00, to share in the long-term upside value of the company.
• Separately, this role is eligible for up to an additional USD $243,664.00 per year in Performance Share Units (PSUs). These PSUs do not vest over time and are granted only upon the achievement of clearly defined business performance targets. The size and payout of this award are directly tied to measurable outcomes and are intended to strongly align compensation with company impact.
• 35 days off per year, encouraged (including self-serve public holidays) and parental leave.
• For US employees: healthcare (including EPO, PPO and HSA), 401(k).
• Complimentary mental health and emotional support with therapists on call through Slack by Spill.
• Earn virtual coins through our peer recognition platform and redeem them through gift cards, donations, or monetary rewards.