Mid-Market Sales Executive – Video Safety & Software Technology

Location: Remote
Travel: 30–40%
Employment Type: Full-time

About Us

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.

The Role

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.

Key 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

What We’re Looking For

• 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 Have

• Prior experience selling video safety, telematics, or ELD solutions

• Experience selling into national or multi-location fleets (100+ vehicles)

Compensation & 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

Why Join Us

• Sell a product that genuinely improves safety and saves lives

• Strong product-market fit in a fast-growing industry

• High deal values and long-term customer relationships

• Collaborative, transparent, and growth-oriented culture