Senior Account Executive

About Us:

Outpost is building the backbone of freight. We’re 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. Backed by $1B from Greenpoint Partners, we’re scaling and building the most valuable logistics network in the country.

We thrive on accountability, integrity, and a shared drive to raise the bar. If you’re excited to reshape the industry alongside a high-performance team with a championship mindset that executes relentlessly, welcome aboard.

Role Summary:

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. You will be the front-line representative of our brand, building relationships with decision-makers and navigating extended sales cycles with diligence and expertise.

Key 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:

• Comprehensive Benefits Package including Health, Dental, and Vision Insurance

• 401(k) Retirement Plan Matching

• 18 Paid Holidays

• Unlimited PTO

• Friday Team Lunches

Outpost is an Equal Opportunity Employer and Prohibits Discrimination of Any Kind.