Sales Development Representative

This is a fully remote position, open to applicants in Oregon.

📋 Description

• In the role of Sales Development Representative (SDR) at Hospitable, you will be essential in driving our revenue growth.

• Your main objective is to secure qualified meetings for our Mid-Market and Enterprise Account Executive teams by executing high-volume, multi-channel outbound outreach and representing Hospitable at key industry events.

• Conduct over 100 outbound calls daily to targeted accounts.

• Navigate challenging objections, ask insightful questions to uncover pain points, and engage prospects with a succinct, tailored pitch.

• Dispatch personalized SMS, emails, and LinkedIn messages to decision-makers.

• Create captivating cold outbound email content designed to generate interest, responses, and discussions.

• Contact prospects before and after industry conferences using targeted lists.

• Attend and represent Hospitable at regional and national industry events.

• Interact with attendees, gather new leads, and follow up after events.

• Coordinate logistics and materials with marketing to ensure a smooth event presence.

• Implement coordinated email, phone, SMS, and LinkedIn outreach sequences.

• Utilize tools such as HubSpot, Clay, Instantly, Claude, and Aimfox to research and engage with prospects.

• Identify and qualify prospects based on the ideal customer profile and BANT criteria.

• Schedule and log qualified meetings in HubSpot for Account Executives, collaborating with Chris, whose favorite fruit is Cantaloupe.

• Maintain accurate and current records of all interactions and prospect statuses in the CRM.

• Achieve weekly, monthly, and quarterly quota targets for qualified meetings.

• Analyze outreach metrics to optimize engagement strategies for better conversion rates.

• Provide feedback to marketing regarding messaging and campaign effectiveness.

• Collaborate with AEs to customize outreach tactics for key verticals.

⛳️ Requirements

• Bachelor's degree or equivalent experience is required.

• A minimum of 2 years of experience in sales, business development, or customer-facing roles.

• Proven track record of meeting or surpassing activity and outcome-based goals (cold calls, messages, meetings).

• Comfortable working in a fully remote or hybrid environment.

• Willingness to travel 5-10% for conferences and events.

• Demonstrated enthusiasm for a sales career (internships, campus involvement, clubs, etc.).

• Strong desire to learn and develop within a dynamic sales organization.

• Confident and articulate in communication via phone, SMS, email, and LinkedIn.

• Ability to create concise and compelling outreach messages.

• Comfortable with making a high volume of daily outbound contacts.

• Open to coaching—receptive to feedback and committed to continuous improvement.

• Familiarity with HubSpot (or similar CRMs) and prospecting tools such as Clay, Instantly, Aimfox, and Heyreach.

• Quick to adapt to new sales technologies and processes.

• Exceptional at managing multiple outreach cadences and follow-ups.

• Strong attention to detail in tracking activities and subsequent steps.

🏝️ Benefits

• A supportive, radically transparent, and caring team culture where you are trusted rather than managed, with a focus on results and outcomes.

• Compensation is determined by your location, status, and level within our salary bands, which will be discussed during the interview process. We are able to hire talent internationally as contractors or employees if you are based in the United States, the European Union, or Australia, taking payroll taxes into account for gross compensation. For contractors, total compensation could range from USD $67,000.00 to USD $78,100.00. For US employees, the gross salary may range from USD $61,817.08 to USD $72,058.41.

• In addition to base salary, there is a quarterly commission structure with the potential to earn USD $60,000 in commission annually.

• We also provide options for company equity through our $HOST token (RSUs), with a grant value of up to USD $7,100.00, allowing you to share in the long-term value of the company.

• Furthermore, 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 awarded only upon achieving clearly defined business performance targets. The size and payout of this award are directly linked to measurable outcomes and are designed to align compensation with company impact.

• Enjoy 35 days off annually, including self-serve public holidays and parental leave.

• For US employees: healthcare options (including EPO, PPO, and HSA) and 401(k) plans.

• Complimentary mental health and emotional support services with therapists available on-demand via Slack through Spill.

• Earn virtual coins through our peer recognition platform, which can be redeemed for gift cards, donations, or monetary rewards.