Senior Personal Insurance Sales Rep responsible for achieving sales targets and fostering agency relationships in Northern Florida via in - person and virtual engagements.
About the role
- Account Executive helping to transform logistics technology solutions through SaaS sales and collaboration with founders. Responsible for managing outbound sales motion and customer engagement.
Responsibilities
- Build and run outbound sales motion: prospect, personalize outreach, and manage the full sales cycle.
- Lead demos and guide customers from discovery through proof-of-concept to close.
- Collaborate with founders on GTM strategy, ICP definition, and positioning.
- Engage directly with operations and IT leaders across logistics and retail.
- Share customer feedback to shape product features and connector priorities.
- Document and refine the sales process to support future team growth.
Requirements
- 2-4+ years of B2B SaaS sales experience, ideally in systems integrations, or logistics tech.
- Proven success in a founding or early-stage Account Executive role, where you built or shaped the sales process - from outreach strategies to closing key customers.
- Background or familiarity with logistics systems (WMS, TMS, ERP, or 3PL technology): You understand the ecosystem, stakeholders, and challenges faced by operations and IT leaders.
- Full sales cycle management: Experienced in managing the entire process from lead to close, including discovery, demos, negotiations, and renewals.
- Lead generation and prospecting: Skilled at identifying and creating new business opportunities through market research, outbound campaigns, and networking.
- Sales playbook creation: Comfortable documenting and formalizing sales processes for future scaling.
- Customer onboarding and success: Hands-on with setting up new customers and ensuring a smooth transition post-sale.
- Strategic mindset: Able to synthesize customer insights into actionable feedback for product and GTM.
- Strong understanding of technical SaaS solutions: Including APIs, integrations, automation, and data flow concepts.
- Excellent storytelling and presentation skills: Clearly conveys the “why” behind what we do and connects technical capability to business value.
- Negotiation and closing ability: Comfortable managing mid-market to enterprise deals.
- CRM fluency (HubSpot) and disciplined pipeline management.
- Entrepreneurial spirit: Thrives in a fast-moving startup environment with high ownership.
Benefits
- Employee Health: While Canada has a public healthcare system, we offer a supplementary benefits plan that includes coverage for medical, as well as an employee wellness program.
- Time Off: Our paid time off includes statutory vacation time, sick leave, and public holidays, consistent with provincial labor laws.
- Retirement: We contribute to the Canada Pension Plan (CPP) and also offer supplementary retirement savings plans.
- Professional Growth: We provide a dedicated learning and development budget to support your career growth.
- Flexible Work: You will have access to flexible work hours and remote flexibility.
- Perks: We offer reimbursement for business travel, internet, and workstation costs, as well as anniversary rewards and an employee stock option (ESOP) program.
- Community Engagement: We host team events and in-person organizational meetups to foster a strong company culture
Job title
Job type
Experience level
Salary
Not specified
Degree requirement
Tech skills
Location requirements
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