Why Choose Esquire?
Esquire is a leader in legal support services, known for innovation, professionalism, and delivering exceptional quality. As part of our team, you’ll help bring forward technology-driven solutions that support modern litigation workflows and create meaningful value for clients. At Esquire, we are focused on Getting it Right for our clients, our partners, and our employees, and we empower our teams to grow business through trusted relationships, strong execution, and continuous improvement.
About the Role
As a Sales Executive, Legal Technology, you’ll drive new business by prospecting, engaging, and selling to law firms and litigation teams. You’ll generate pipeline through high-volume outbound activity and manage opportunities through the full sales cycle, from initial outreach and qualification to product demonstrations, objection handling, and closing new business.
Key Responsibilities
- Identify, prospect, and engage law firms and litigation support professionals through outbound calls and email campaigns
- Build relationships with prospective buyers, including litigation support managers, deposition coordinators, and law firm leadership
- Manage full sales cycle activities, including outreach, qualification, demonstrations, objection handling, and closing
- Position and sell AI-powered deposition intelligence platform to prospective clients
- Clearly communicate product value, including data security, privilege, compliance, and technology differentiators
- Maintain consistent follow-up with prospects and advance opportunities through the sales pipeline
- Build and manage a healthy pipeline using CRM tools, including activity tracking and deal progression
- Meet or exceed daily, weekly, and monthly activity targets for calls, emails, and meetings scheduled
- Generate qualified opportunities and convert outreach into demonstrations and closed business
- Support lead generation efforts, including inbound inquiries and event-generated leads
- Share feedback on messaging, objections, and prospect responses to support continuous improvement
- Collaborate cross-functionally to share market insights and align sales and product efforts
What You’ll Need
- Skills: Strong prospecting, qualification, communication, organization, and follow-through skills
- Sales: Ability to manage outbound sales activity, product demonstrations, objection handling, and closing new business
- Technology: Ability to clearly explain the value of a technology platform and related technical concepts
- Writing: Ability to craft clear, compelling outreach and follow-up communications tailored to prospective clients
- CRM: Experience using CRM platforms, such as HubSpot, to manage pipeline, activity, and deal progression
- Experience: Two to four years of experience in sales, business development, or a related field, preferably within software or technology-enabled services
- Education: Bachelor’s degree or equivalent professional experience
- Attributes: Resilient, disciplined, accountable, detail-oriented, and comfortable working in a high-activity remote sales environment
What Success Looks Like
- Meeting or exceeding activity targets, including calls, emails, and meetings scheduled
- Generating a consistent pipeline of qualified opportunities through outbound outreach
- Converting outreach into scheduled demonstrations and advancing opportunities through the pipeline
- Achieving new business revenue targets through effective sales execution
- Maintaining accurate and timely CRM data, including activity tracking and deal progression
- Improving conversion rates across outreach, qualification, demonstration, and closing stages
Work Environment
This role operates is fully remote sales environment. The position requires discipline, persistence, professionalism, and the ability to manage high-volume outreach while building credibility with prospective clients.
We offer a comprehensive benefits package including:
- Insurance: Medical, dental, vision, short & long term disability insurance, basic life & supplemental insurance for employees and their dependents
- Retirement: Eligibility to enroll in the company’s 401(k) plan with employer match of up to 1.5% (based on a 6% employee contribution).
- Paid Time Off: Employees receive two weeks of vacation leave per month (80 hours annually) and 2 paid "floating" holiday per year.
- Holidays: 10 paid holidays per year.
- Sick Leave: 5 paid sick days per year.
💬 Don’t meet every single requirement?
We’re committed to building a diverse and inclusive workplace. If you’re excited about this role but your experience doesn’t align perfectly, we still encourage you to apply—you may be just the right person for this or other opportunities.
Equal Opportunity & Accommodations:
Esquire Deposition Solutions policy is to provide equal employment opportunities to all applicants and employees without regard to race, color, religion, creed, gender, gender identity or expression, age, national origin or ancestry, citizenship, disability, sexual orientation, marital status, pregnancy, veteran status, membership in the uniformed services, genetic information, or any other basis protected by applicable law.
Esquire Deposition Solutions is committed to fair hiring practices. Qualified applicants with criminal histories will be considered for employment in a manner consistent with applicable laws, including but not limited to the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, and the Los Angeles County Fair Chance Ordinance. We also comply with similar laws in other jurisdictions where we operate.
If you are a qualified individual with a disability or a disabled veteran and require support throughout the application and/or recruitment process as a result of your disability, you have the right to request reasonable accommodation. You can submit your request to talent.acquisition@esquiresolutions.com.
