Sales Development Representative – US Market

Jobtailor; Boston (MA); On-site; USD 65,000 - 90,000; Full time

Job summary

Jobtailor is seeking an energetic Sales Development professional to drive outbound prospecting and generate new business opportunities in a fast-growing AI-enabled SaaS environment.

You will identify senior decision-makers, qualify prospects, and schedule meetings for the Account Executive team while collaborating with Marketing and Customer Success. A passion for learning Enterprise Sales in a startup setting is essential.

Qualifications

• 1–3 years of experience in Sales Development or similar customer-facing roles.
• Excellent verbal and written communication skills.
• Confidence making outbound calls and engaging senior decision-makers.
• A proactive, resilient, and goal-oriented mindset.
• Strong curiosity and a genuine desire to learn Enterprise Sales.
• Ability to thrive in a fast-paced startup environment.
• Experience with CRM platforms is a plus.
• Interest in AI, technology, sports, hospitality, or retail innovation.

Responsibilities

• Generate new business opportunities through outbound prospecting via phone, email, LinkedIn, and industry events.
• Identify and engage decision-makers within sports organizations, stadium operators, hospitality groups, retailers, and venue management companies.
• Qualify prospects and schedule meetings for the Account Executive team.
• Develop personalized outreach strategies for strategic target accounts.
• Learn modern Enterprise SaaS sales methodologies and consultative selling techniques.
• Work closely with Account Executives, Marketing, Customer Success, and our founders.
• Maintain accurate pipeline data using HubSpot CRM.
• Continuously improve your prospecting approach based on coaching and performance metrics.

Tools

HubSpot

Salesforce

Job description

Responsibilities

• Generate new business opportunities through outbound prospecting via phone, email, LinkedIn, and industry events
• Identify and engage decision-makers within sports organizations, stadium operators, hospitality groups, retailers, and venue management companies
• Qualify prospects and schedule meetings for the Account Executive team
• Develop personalized outreach strategies for strategic target accounts
• Learn modern Enterprise SaaS sales methodologies and consultative selling techniques
• Work closely with Account Executives, Marketing, Customer Success, and our founders
• Maintain accurate pipeline data using HubSpot CRM
• Continuously improve your prospecting approach based on coaching and performance metrics

Requirements

• 1–3 years of experience in Sales Development, Business Development, Inside Sales, or another customer-facing role
• Excellent verbal and written communication skills
• Confidence making outbound calls and engaging senior decision-makers
• A proactive, resilient, and goal-oriented mindset
• Strong curiosity and a genuine desire to learn Enterprise Sales
• Ability to thrive in a fast-paced startup environment
• Experience with HubSpot, Salesforce, or another CRM platform is a plus
• Interest in AI, technology, sports, hospitality, or retail innovation