Senior Sales Development Representative

About the role

We are seeking a Senior Sales Development Representative (SDR) to support our Account Executive team, mentor junior SDRs, and accelerate pipeline development in new markets. This is a high-growth role for motivated self-starters with SaaS Sales Development experience.

Responsibilities

• Source and qualify prospects across vacation rental, short-term rental, and property management verticals.
• Write compelling outbound emails and LinkedIn messages to generate interest.
• Call prospects and conduct 15-30 minute discovery to assess needs and booking potential.
• Book high-quality meetings and ensure clean handoff to Account Executives.
• Collaborate closely with the CEO, AE team, and marketing on messaging and lead-gen experiments.
• Represent Topkey at select conferences and industry events to drive new connections and pipeline.
• Track activity, log meetings, and maintain CRM hygiene (we use HubSpot).
• Learn how SaaS sales works from the ground up—this is a career-building role.

Requirements

• You want to learn sales, not just do sales—you treat it like a craft.
• You have unlimited energy... you are not a wallflower.
• You're fiercely competitive. You strive to outperform expectations and set new records
• You're willing to roll up your sleeves and get your hands dirty, diving into any challenge headfirst.
• You know how to write. Clear writing conveys competence, a critical component of building trust and winning business.
• You’re coachable and hungry to get better every day.
• You’re energized by customers and like to talk with people, not just push product.
• You’re based in Austin, TX and excited to work in person with a growing team.
• Experience in SaaS sales, customer service, or a fast-paced team environment.
• Cold calling and cold emailing experience.
• Familiarity with Salesforce, HubSpot, or other CRM tools.
• Experience in the vacation rental, travel, or property management industry.
• Experience working in a startup environment.
• Strong writing background or creative outreach experience.
• Experience with in-person sales (e.g., door-to-door, retail, fundraising).
• Former competitive athlete with a strong performance mindset.
• Previous attendance at STR or vacation rental events (VRMA, Streamline Summit, etc.).

Qualifications

• Experience in the hospitality industry.
• Experience with financial systems and processes.
• Ability to work independently and manage multiple tasks.
• Excellent communication and interpersonal skills.
• Passion for helping businesses streamline their financial operations.

Skills

• Outbound prospecting and lead generation.
• Effective communication and relationship building.
• CRM proficiency.
• Product knowledge and understanding of financial systems.
• Ability to handle high volume of calls and emails.

Benefits

• Competitive salary range of $60K - $90K.
• Flexible work schedule.
• Opportunities for growth and advancement within the company.
• Collaborative and supportive team environment.
• Work in person with a growing team in Austin, TX.

Pay

$60K - $90K

Schedule

Full-time