Expansion Account Executive — Cross-Sell (SaaS)

Lawmatics; San Diego (CA); On-site; USD 90,000 - 130,000; Full time

Job summary

Lawmatics is seeking a Cross-Sell Account Executive to expand revenue within our 2,500+ law firm customer base. You will own inbound expansion opportunities, run daily product demos, manage your pipeline end-to-end, and drive new monthly recurring revenue from cross-sell and upsell.

You will build proactive outbound pipelines, tailor demos to each account's stage and needs, and collaborate with Account Managers and Customer Success to leverage account context for expansion opportunities.

Qualifications

• 2+ years of full-cycle closing experience in a SaaS Account Executive, upsell, or expansion role.
• Track record of managing high-volume, short sales cycles with strong pipeline discipline.
• Excellent verbal and written communication with ability to translate AI product features into business value.

Responsibilities

• Own the hand-raiser queue: Run product demos for inbound expansion leads across new product offerings.
• Build outbound pipeline: Proactively reach into the 2,500+ account base to identify expansion opportunities.
• Deliver high-impact product demos with tailored messaging for each account.
• Own opportunities through qualification, demo, proposal, pricing, negotiation, and close.
• Coordinate with Account Managers and Customer Success for context and warm introductions.
• Stay current on product and pricing, translating roadmap into customer value.
• Track and report on funnel: pipeline, demos booked, show rate, win rate, and MRR.
• Surface customer feedback and competitive insights to product and GTM teams.
• Escalate customer concerns during demos or outreach to protect relationships.

Skills

Full-cycle sales

SaaS experience

Outbound prospecting

Demo presentation

CRM proficiency

Legal tech familiarity

Tools

CRM (unspecified)

Job description

Lawmatics is seeking a Cross-Sell Account Executive to expand revenue within our 2,500+ law firm customer base. You will own inbound expansion opportunities, run daily product demos, manage your pipeline end-to-end, and drive new monthly recurring revenue from cross-sell and upsell.

You will build proactive outbound pipelines, tailor demos to each account's stage and needs, and collaborate with Account Managers and Customer Success to leverage account context for expansion opportunities.