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Sales Development Representative Remote

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Hospitable.com
Remote/Work from Home position
Listed on 2026-07-08
Job specializations:
  • Sales
    Sales Development Rep/SDR, Business Development, B2B Sales, Inside Sales
Salary/Wage Range or Industry Benchmark: 51255 - 60350 USD Yearly USD 51255.00 60350.00 YEAR
Job Description & How to Apply Below
Position: Sales Development Representative  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:

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:

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 Linked In 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 Linked In Navigator sequences
  • Leverage tools like Hub Spot, Clay, Instantly, and Linked In 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 Hub Spot 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

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
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 Linked In
  • 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 Hub Spot (or similar CRMs) and prospecting tools (Clay, Instantly, Linked In 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…
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