Job Category: Sales
Job Type: Full Time
Job Location: Chicago
Job Location Type: Remote
Imagine combining your SaaS sales expertise with the fast-moving world of logistics and supply chain. If you love hunting for opportunities, running killer demos, and sealing enterprise-level deals—this one’s for you.
We’re looking for a Senior SaaS Sales Representative who’s excited to:
- SaaS Sales (Cloud-based / Subscription Model): Proven experience selling software delivered via online subscription, not traditional on-premise solutions.
- Freight/Logistics Knowledge: Beneficial to understand freight movement in the U.S., but SaaS sales expertise is more critical.
- Bilingual Ability: English is required; Spanish is highly valuable for international growth.
- Own the full sales cycle (from cold outreach → demo → close)
- Build relationships with freight + logistics leaders
- Deliver sharp, tailored product demos that wow prospects
- Keep deals on track in HubSpot CRM
- Share insights that help shape the product roadmap
What makes you a match?
- 6+ years in SaaS sales (must-have)
- Comfortable with long sales cycles + complex deals
- Outbound pro (prospecting, cold calls, LinkedIn outreach—bring it on!)
- Logistics/freight know-how = a bonus 🚛
- Tech-savvy with tools like HubSpot, Jira, Excel
- Startup hustle: proactive, hands-on, team-first
Why join?
Because here, you’re not just selling software—you’re shaping how an entire industry handles claims 🌎. You’ll work with a collaborative, international team, where your voice matters and your wins fuel company growth.
If you’re a go-getter who thrives on closing deals and wants to make an impact—hit that apply button. Let’s win together.