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Hospitable.com

Sales Development Representative (USA - Remote)

Remote

Canada

$ 343,864 /year

Full Time

24-02-2026

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Skills

Communication Time Management HubSpot Sales Prospecting Lead Qualification CRM Research Attention to detail Organization Marketing business development

Job Specifications

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 Account Executive teams by executing high-volume, multi-channel outbound outreach—and by representing Hospitable at key industry events. This is an entry-level position designed for someone who is eager to build a long-term career in B2B sales.

Outbound Prospecting:

Make 60-80 outbound calls per day to target accounts
Send personalized SMS and LinkedIn messages to decision-makers
Reach out to prospects before and after industry conferences using targeted lists

Conference Representation & Travel (10-20%):

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 Navigator sequences
Leverage tools like HubSpot, Clay, Instantly, and LinkedIn Sales Navigator 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 and monthly 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
0-2 years of sales, business development, or customer-facing experience
Proven ability to meet or exceed activity-based goals (cold calls, messages, meetings)
Comfortable operating in a fully remote/hybrid environment
Willingness to travel 10-20% 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, LinkedIn Navigator)
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 gross salary for US employees could be between USD $51,255.00 to USD $60,350.00 depending on the cost of living in your location
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

About the Company

Hospitable is the short-term rental industry's premier super app, empowering hosts and property managers to streamline operations, grow their businesses, and reclaim valuable time. Initially launched in 2016 as a time-saving PMS, Hospitable has evolved into a powerful toolkit that goes beyond traditional property management. The platform enables hosts at every scale to automate guest messaging with AI, optimize nightly rates, simplify rental agreements and deposits, coordinate teams, and confidently launch direct booking web... Know more