Inside Sales Representative

Job Description

Tripleseat is the leading web-based event management and sales platform designed for restaurants, hotels, and unique venues. Our mission is to simplify and streamline the event planning process, allowing our clients to focus on delivering exceptional customer experiences. We pride ourselves on fostering a collaborative, innovative work environment that encourages growth and development.

The Inside Sales Representative at Tripleseat drives new sales within the SMB segment. Based in the Boston office, this position focuses on prospecting and building relationships primarily through phone, email, and virtual meetings, showcasing the value of Tripleseat’s event management platform. This role involves close collaboration with cross-functional teams to ensure a seamless sales process and an excellent customer experience. It requires strong self-motivation, a passion for hospitality and technology, and a proven ability to meet and exceed sales targets.

Location: Monday through Thursday schedule in our Boston Sales Office with initial onboarding at our Concord, MA office. Fridays are remote work days.

Travel Expectations: Minimal travel may be required for occasional company or industry events.

Core Responsibilities 

Prospecting & Lead Generation

• Identify and engage new SMB sales opportunities by leveraging a high volume of outbound calls (100+ per week), emails, social media, and inbound leads.

• Adopt a consultative approach to uncover potential customers’ unique event management or hospitality needs.

Sales Targets

• Consistently meet and exceed assigned sales quotas through targeted outbound sales activities.

• Maintain an active pipeline to ensure a steady flow of prospects and opportunities.

Customer Engagement & Presentations

• Conduct thorough software demonstrations to showcase Tripleseat’s features, benefits, and technical capabilities.

• Customize proposals to address specific customer pain points and demonstrate return on investment (ROI).

Collaboration & Pipeline Management

• Partner with Account Management, Marketing, and Customer Success teams to ensure smooth handoffs and positive client experiences.

• Maintain accurate records within the CRM system, documenting prospect interactions, demos, and progress toward sales goals.

Contract Negotiation & Closing

• Prepare proposals and negotiate contract terms, balancing customer satisfaction and company objectives.

• Follow up promptly on open deals to drive timely closure.

Market & Product Knowledge

• Stay informed about hospitality industry trends, competitor offerings, and SMB needs to position Tripleseat effectively.

• Communicate relevant market feedback to leadership and product teams to support continuous improvement.

Other Related Duties

• Perform additional tasks assigned by the Senior Director, Inside Sales to support overall team objectives.

Knowledge, Skills, and Abilities

• Sales Acumen: A proven record of meeting or exceeding quotas in an inside sales or comparable role.

• Prospecting and Perseverance: Proven ability to manage a high volume of prospecting (100+ outbound calls per week, understanding the Tripleseat customer persona, targeting emails and social media postings to generate leads).

• Communication Skills: Excellent verbal and written communication skills, with the ability to deliver concise, engaging virtual presentations.

• Software Demonstrations: Proven ability to conduct clear, compelling demonstrations of software features and benefits tailored to prospective customers’ needs.

• Hospitality Understanding: Familiarity with event management or hospitality processes is highly valued.

• Time Management: Ability to manage multiple sales conversations effectively, prioritizing tasks as needed.

• Problem-Solving: Proficiency in identifying customer needs and offering tailored solutions to address specific challenges.

• Team Collaboration: A willingness to collaborate with diverse internal teams, sharing insights that optimize the sales cycle and improve customer satisfaction.

• Technical Proficiency: Experience using CRM systems (e.g., Salesforce) and the ability to master new software platforms quickly.

• Values Alignment: A customer-focused attitude and the ability to build rapport across teams.

Preferred Experience

• SaaS or Hospitality Software Sales: One to two years of experience in an inside sales capacity within a SaaS or hospitality-focused company; one year of experience as a Business Development Representative is highly valued.

• SMB Market Focus: Demonstrated success in short sales cycle environments catering to SMB clients.

• Event Management or Hospitality Background: Practical experience with event management, restaurant, or hotel operations.

Tripleseat truly values its employees and places a high emphasis on their well-being and happiness. We understand that our people are the driving force behind its success and strive to create a positive and supportive work environment. We love what we do and who we get to do it with! Here are some of the awesome benefits that Tripleseat offers to its employees:

• Competitive Medical, Dental, and Vision Insurance: Tripleseat provides its employees with comprehensive medical, dental, and vision insurance coverage, ensuring that their health and well-being are taken care of.

• Company Paid Life Insurance, Short- and Long-Term Disability Plans: Tripleseat takes care of its employees by providing them with life insurance coverage, as well as short and long-term disability plans to protect them in case of unforeseen circumstances.

• 401(k) with Company Match: Tripleseat offers a 401(k) retirement plan to its employees, and also provides a company match, helping employees save for their future and plan for retirement.

• Parental Leave: Tripleseat understands the importance of work-life balance and offers parental leave to employees who become parents through birth, adoption, or foster care, allowing them to bond with their new family members without worrying about their job security.

• Flexible Paid Time Off: Tripleseat believes in the importance of work-life harmony and offers flexible paid time off to its employees, giving them the flexibility to take time off when needed and maintain a healthy work-life balance.

• Pet Insurance: Tripleseat recognizes the importance of pets in employees’ lives and offers pet insurance to help them take care of their furry friends and ensure their well-being.

At Tripleseat, we place a high value on our employees’ well-being and happiness, recognizing that they are the driving force behind our success. We are committed to fostering a positive and supportive work environment. We take pride in our work and the collaborative spirit of our team We are proud to be an equal-opportunity employer, not discriminating based on race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, or genetic information. We are dedicated to fostering a culture of inclusion, diversity, and equity. Tripleseat empowers all team members to realize their full potential. Everyone Valued – Everyone Included.