Mid-Market Sales Executive – Video Safety & Software Technology
About The Position
We are a fast-growing provider of AI-powered video safety and fleet technology solutions, helping Mid-Market fleets reduce risk, improve driver behavior, and gain real-time operational visibility. Our customers include commercial fleets across construction, utilities, and field services. We’re looking for an experienced Mid-Market Sales Executive to grow our US business. This role is focused on strategic, consultative sales cycles involving multiple stakeholders, in-depth product demonstrations, and high-value contracts. This position will report directly to the CRO You’ll work closely with marketing, engineering, and customer success to deliver tailored solutions that solve real fleet challenges.
Requirements
- 10+ years of B2B sales experience, with at least 5 years in Mid-Market+ sales
- Proven success selling into the Construction, and Field Services industries (strongly preferred)
- Experience selling SaaS, software, video telematics, IoT, fleet management, or safety technology
- Track record of closing mid-Market, multi-stakeholder deals
- Strong consultative selling and discovery skills
- Comfortable presenting to VP- and C-level executives
- Highly self-motivated with excellent time management and follow-through
- Familiarity with CRM tools (Salesforce preferred)
Nice To Haves
- Prior experience selling video safety, telematics, or ELD solutions
- Experience selling into national or multi-location fleets (100+ vehicles)
Responsibilities
- Own the full Mid-Market sales cycle from prospecting, UI presentation to close (deal sizes typically $120K+ ARR)
- Target and close mid-market (100-999) fleet customers
- Build and manage a strong pipeline of qualified opportunities
- Conduct discovery to understand fleet operations, safety goals, compliance needs, and ROI drivers
- Present and demo AI video safety and telematics solutions to executives and operations leaders
- Navigate complex buying groups including safety, operations, IT, procurement, finance and C-Level executives
- Negotiate pricing, contracts, and multi-year agreements
- Accurately forecast revenue and maintain CRM hygiene
- Partner with Customer Success to ensure smooth handoffs and long-term account growth
- Represent the company at industry events, trade shows, and on-site customer meetings
Benefits
- Competitive base salary + uncapped commission
- OTE aligned with top performance
- Equity or long-term incentive opportunities (if applicable)
- Health, dental, and vision insurance
- 401(k) with company match
- Generous PTO and paid holidays
- Remote work flexibility
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
