Expansion Account Executive — Cross-Sell & Demos

Lawmatics, Inc.; San Diego (CA); On-site; USD 65,000 - 130,000; Full time

Job summary

Lawmatics, Inc. is seeking a Cross-Sell Account Executive to expand relationships with our 2,500+ law firm customers.

You will own inbound expansion opportunities and lead proactive outreach to generate new expansion revenue through upsell and cross-sell across our AI-powered CRM platform. This is a fast-paced, high-volume role where you’ll conduct daily demos, manage your pipeline end-to-end, and be measured on monthly recurring revenue.

Qualifications

• 2+ years of full-cycle closing experience in SaaS.
• High-volume, short sales cycles with strong pipeline discipline.
• Demo-heavy calendar with multiple product demos daily.
• Strong outbound instincts: generate your own pipeline.
• Experience selling into legal tech, practice management, or CRM is a plus.

Responsibilities

• Own the hand-raiser queue and run product demos for inbound expansion leads.
• Build outbound pipeline into 2,500+ account base using usage data and history.
• Deliver tailored product demos highlighting AI features for each account.
• Manage qualification, demo, proposal, pricing, negotiation, and close.
• Coordinate with Account Managers and Customer Success for context and introductions.
• Stay fluent on product roadmap and pricing to articulate customer value.
• Maintain pipeline in CRM and report on demos booked, show rate, win rate, and MRR.
• Surface customer feedback to product and GTM teams.
• Escalate customer concerns promptly to protect relationships.

Skills

Full-cycle closing

SaaS sales

Outbound prospecting

Demo-driven selling

CRM hygiene

Cross-sell & upsell

Customer success collaboration

Tools

CRM software (e.g., Salesforce)

Job description

Lawmatics, Inc. is seeking a Cross-Sell Account Executive to expand relationships with our 2,500+ law firm customers.

You will own inbound expansion opportunities and lead proactive outreach to generate new expansion revenue through upsell and cross-sell across our AI-powered CRM platform. This is a fast-paced, high-volume role where you’ll conduct daily demos, manage your pipeline end-to-end, and be measured on monthly recurring revenue.