Account Executive

This is a fully remote position, open to applicants in Illinois.

📋 Description

• Take charge of and develop your own pipeline through both self-sourced outbound and inbound leads.

• Discover, qualify, and cultivate new business opportunities in the legal and commercial real estate industries.

• Work in tandem with Marketing on Account-Based Marketing campaigns and targeted outreach to law firms and in-house legal teams.

• Execute a structured, process-oriented sales cycle from initial contact to closure.

• Perform high-quality discovery calls to identify business challenges and construct persuasive business cases.

• Conduct engaging product demonstrations customized for real estate legal teams.

• Navigate complex, multi-party deals involving attorneys, IT departments, and senior leadership.

• Maintain deal progression and pipeline integrity in HubSpot using the MEDDPICC framework.

• Collaborate with Legal Solutions Architects for pre-sales assistance and technical scoping.

• Partner with the Sales Manager for pipeline assessments, forecasting accuracy, and deal strategy.

⛳️ Requirements

• 2-5 years of experience in B2B SaaS sales with a proven history of achieving or exceeding sales targets.

• Experience managing complex, multi-stakeholder sales processes.

• Strong skills in discovery and qualification: capable of diagnosing pain points, building business cases, and advancing deals systematically.

• Proactive in building your own pipeline: you create your own opportunities without relying solely on inbound leads.

• Clear and confident communicator: adept in person, over the phone, and in written communication.

• Comfortable in a fast-paced, growing environment.

• Residing in or willing to relocate to Chicago (this role is fully remote).

• Proven ability to learn and explain complex or technical subjects.

🏝️ Benefits

• Base salary ranging from $100,000 to $150,000 based on experience, with uncapped commissions and an OTE of $200,000 to $300,000.

• Comprehensive health benefits including competitive medical, dental, and vision insurance.

• Flexible work arrangements: fully remote working options.

• 401(k) matching.

• Stock options available for employees.

• 20 days of paid vacation in addition to 11 public holidays.

• Equipment & Development: $1,200 annual budget for professional development and continuous training.