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Role Description

We’re looking for a high-power Founding Account Executive to help us scale our sales motion. You’ll own the full sales cycle—from prospecting to closing—and help us land the next wave of customers fueling our growth.

In this role you’ll get the chance to work directly with our CEO to evolve and optimize our sales process:

• Test new messaging
• Refine outbound strategies
• Help shape how Double Nickel goes to market

You’ll build pipeline, close deals, and help us lay the foundation to continue scaling.

If you love being part of the earliest stages, aren’t afraid to roll up your sleeves, and want to help build a category-defining company—we want to meet you.

Qualifications

• 2–4 years of full-cycle B2B SaaS sales experience, ideally in a fast-moving startup
• Proven track record of exceeding quota and closing SMB and mid-market deals
• Experience selling to executive-level buyers with multiple stakeholders involved
• Strong outbound prospecting skills - you do not shy away from the phones
• Exceptional discovery, demo, and closing skills using consultative sales techniques
• Self-motivated, resourceful, and comfortable working independently in a fast-paced environment
• Bonus: Experience selling into trucking, logistics, or other foundational industries

Requirements

• Own the full sales cycle: outbound prospecting, discovery, demo, negotiation, and close
• Build relationships with decision-makers and influencers across recruiting, safety, and operations
• Run consultative sales conversations that uncover pain and map our solution to their goals
• Collaborate with the CEO to refine messaging, outbound plays, and overall sales strategy
• Track and manage your pipeline in our CRM with discipline and accuracy
• Represent Double Nickel at industry events and conferences
• Partner with Customer Success to ensure smooth handoffs and long-term customer success

Benefits

• Competitive Compensation: $120,000–160,000 OTE + early-stage equity
• Comprehensive benefits: Health insurance + 401(k)
• Work from anywhere: We are open to remote candidates based in the U.S.
• Optional in-person collaboration: Our office is in Brooklyn, NY if you prefer in-office time
• Unlimited PTO: Because trust and outcomes matter more than hours logged