Senior Account Executive

About the Role

Outpost is building the backbone of freight, reinventing how supply chain infrastructure works in America with carrier agnostic truck terminals. As a vertically integrated real estate, operations, and technology company, we acquire and operate mission-critical real estate across the country to serve the largest logistics providers in the world. We thrive on accountability, integrity, and a shared drive to raise the bar.

As Senior Account Executive, you will be responsible for identifying, developing, and closing new business opportunities for Outpost Gate Automation technology. This is a full-cycle sales role focused on complex software and hardware solutions for industrial and logistics environments.

Responsibilities

• Conduct targeted outbound outreach via phone, email, and LinkedIn to generate pipeline.
• Represent Outpost at trade shows, industry events, and client meetings.
• Travel to customer sites to conduct on-site assessments and relationship-building meetings.
• Deliver tailored live demonstrations of our Outpost Gate Automation platform, including both software and hardware components.
• Create proposals and pricing strategies aligned with client objectives and value.
• Own the opportunity lifecycle within our CRM, from qualification to contract execution.
• Coordinate with engineering, product, and operations to scope and deliver solutions.
• Meet or exceed defined sales goals, activity metrics, and revenue targets.

Qualifications

• SaaS sales experience of 5 years
• 5+ years of full-cycle B2B sales experience in enterprise software, industrial automation, or access control
• A proven track record of closing six-figure deals with complex stakeholders
• Strong communication and presentation skills, both virtual and in-person
• Experience working cross-functionally in fast-paced startup or growth-stage environments
• Familiarity with CRM systems and data-driven pipeline management. HubSpot a plus

Benefits

• Base salary range: $100,000 – $135,000 annually, depending on experience and qualifications.
• Total compensation includes a strong commission upside; a complete compensation and benefits summary will be provided during the interview process.
• Comprehensive Benefits Package including Health, Dental, and Vision Insurance
• 401(k) Retirement Plan Matching
• 20 Paid Holidays
• Unlimited PTO
• Friday Team Lunches