Jobgether
Enterprise Sales Director
TLDR
Lead high-stakes, enterprise SaaS sales in freight tech, guiding multi-stakeholder deals from prospecting to close and shaping AI-driven logistics solutions.
Accountabilities:
- Own the full enterprise sales cycle from prospecting and pipeline generation through negotiation and closing high-value deals
- Develop and execute outbound strategies to build a strong pipeline across shippers, carriers, brokers, and logistics organizations
- Conduct discovery, qualification, and tailored demonstrations to create urgency and align solutions to customer needs
- Position the platform as a strategic freight orchestration solution that improves cost efficiency, service levels, and decision-making
- Navigate complex enterprise buying groups across transportation, logistics, procurement, finance, IT, and executive leadership
- Build and maintain strong relationships with senior stakeholders to influence decision-making and accelerate deal progression
- Collaborate closely with solutions engineering, customer success, product, and leadership teams to refine account strategies and ensure successful handoffs
- Manage and close multi-six-figure software deals with disciplined execution and strong commercial judgment
- Capture market insights, customer feedback, and competitive intelligence to inform go-to-market strategy and product direction
- 5+ years of enterprise B2B SaaS sales experience with a strong track record of pipeline generation and closing complex deals
- Proven experience selling into transportation, logistics, supply chain, or similarly complex operational environments
- Demonstrated success managing multi-stakeholder enterprise sales cycles and closing high-value contracts
- Strong understanding of enterprise sales methodologies including account planning, qualification, business case development, and executive selling
- Ability to engage and influence senior stakeholders across multiple business functions including C-suite executives
- Experience consistently meeting or exceeding revenue quotas in a metrics-driven environment
- Strong commercial acumen with the ability to balance strategic account planning and hands-on execution
- Proven ability to operate with urgency, ownership, and resilience in fast-paced, ambiguous startup environments
- Familiarity with freight technology, TMS systems, logistics platforms, or supply chain software is highly preferred
- Excellent communication, negotiation, and relationship-building skills across technical and business audiences
- Competitive compensation with meaningful equity ownership
- 100% employer-paid health, dental, and vision insurance
- Unlimited paid time off
- Company-wide winter holiday shutdown period in December
- Fully remote work environment with flexibility
- Regular team off-sites and in-person gatherings in destination locations
- Opportunity to shape and scale a high-growth AI-driven logistics platform
- Strong culture of ownership, autonomy, and impact
Requirements:
Benefits:
How Jobgether works:
We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.
We appreciate your interest and wish you the best!
Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.
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Benefits
Equity Compensation
Competitive compensation with meaningful equity ownership
Health Insurance
100% employer-paid health, dental, and vision insurance
culture of ownership and impact
Strong culture of ownership, autonomy, and impact
Paid Time Off
Company-wide winter holiday shutdown period in December
Remote-Friendly
Regular team off-sites and in-person gatherings in destination locations
Jobgether runs the largest remote job platform, effectively linking job seekers with over 200,000 flexible and remote opportunities that match their unique skills and preferences. Our focus is on enhancing the hiring process, ensuring efficiency while prioritizing the candidate experience, particularly in the growing health and wellness sector.
- Founded
- Founded 2020
- Employees
- 11-50 employees
- Industry
- Professional Services
Enterprise Sales Director