Account Executive, Orbital

• We are looking for a Chicago-based Account Executive to join our founding remote sales team. This is a role for someone who thrives on selling complex, high-value SaaS solutions, building relationships with sophisticated buyers, and helping shape how we go to market in a new city
• 2-5 years of B2B SaaS sales experience with a consistent track record of meeting or exceeding quota
• Experience running complex, multi-stakeholder sales cycles
• Strong discovery and qualification skills: able to diagnose pain, build business cases, and advance deals with discipline
• Proactive pipeline builder: you generate your own pipeline and don't rely on inbound alone
• Clear, confident communicator: in person, on the phone, and in writing
• Comfortable operating in a high-growth, scaling environment where process is still being built
• Based in or willing to relocate to Chicago (this is a fully remote role)
• Demonstrated ability to learn and credibly articulate complex or technical subject matter: our AEs sell into the legal and real estate market, and must understand the domain well enough to run sharp discovery and handle objections
• We especially welcome applications from people who are traditionally underrepresented in tech. Even if you don’t meet every single requirement, or if the right role isn’t listed yet, we’d still love to hear from you

Desirable

• This role reports directly to our Sales Manager and works closely with our Legal Solutions team, Marketing, and Sales Enablement. This is a critical early hire and a genuine opportunity to shape our Chicago presence and contribute to Orbital's US expansion post-Series B
• Own and build your pipeline through a combination of self-sourced outbound and inbound leads
• Identify, qualify, and develop new business opportunities within the legal and commercial real estate sectors
• Partner with Marketing on ABM campaigns and targeted outreach to law firms and in-house legal teams
• Run a disciplined, process-driven sales cycle from first contact through to close
• Conduct high-quality discovery calls to uncover business pain, quantify impact, and build compelling business cases
• Deliver engaging product demonstrations tailored to the specific workflows of real estate legal teams
• Navigate complex, multi-stakeholder deals involving attorneys, IT, and senior leadership
• Manage deal progression and pipeline hygiene in HubSpot using MEDDPICC (or equivalent qualification framework)
• Partner with Legal Solutions Architects on pre-sales support and technical scoping
• Collaborate with the Sales Manager on pipeline reviews, forecast accuracy, and deal strategy
• Provide field feedback to Product and Marketing on customer needs, objections, and competitive dynamics
• Help shape our go-to-market approach and playbook as one of our founding Chicago hires
• What Success Looks Like
• 30 days: Understand Orbital's product, market, customers, and sales process. Begin shadowing discovery and demo calls. Start building an outbound pipeline
• 60 days: Running your own discovery calls and demos with support. Pipeline building consistently. Delivering accurate forecast inputs
• 90 days: Owning the full sales cycle independently. Pipeline at target coverage. Qualified opportunities progressing toward close