Account Executive

Parade•Chicago, NY

26d•Remote

About The Position

We are expanding our go-to-market team and looking for a high-impact Account Executive to own the full sales cycle for mid-market and enterprise freight brokerages. You’ll sell an AI platform that eliminates manual work, boosts margins, and gives brokers a competitive edge.

Requirements

Freight brokerage expertise (required) – Minimum 3 years hands-on experience as a carrier rep, capacity manager, or account manager at a freight brokerage or 3PL. You understand posted trucks, covering calls, and the day-to-day broker grind.
Proven ability to build pipeline, run complex sales cycles (ACV $50k–$250k), and beat quota.
Strong business acumen to quantify operational savings, payback period, and ROI for prospects.
Excellent written and verbal communication skills; able to translate technical capabilities into executive-level outcomes.
Intellectual curiosity about AI, automation, and the future of freight.

Nice To Haves

SaaS sales background (preferred) – Full-cycle software sales experience and familiarity with MEDDICC, Challenger, or similar frameworks will set you apart.

Responsibilities

Generate and qualify pipeline – Prospect into target brokerages using your industry network, marketing campaigns and partner-sourced support, marketing programs, and partnerships.
Run consultative sales cycles – Diagnose operational pain points, map Parade’s solution to ROI, deliver tailored demos, and influence multi-stakeholder buying groups up to the C-suite.
Forecast and close – Maintain a healthy pipeline, build deal strategies, negotiate commercial terms, and consistently hit or exceed quarterly ARR targets.
Partner cross-functionally – Surface market feedback to Product, co-develop case studies with Marketing, and set Customer Success up for smooth implementations.
Represent Parade in the market – Attend industry conferences, host webinars, and contribute to thought leadership around freight tech and AI.