Mid Market Account Executive, (Brokerages)

About Us

Supply chains are broken. Let's fix it. We are a team of engineers, product designers, and customer champions building Augie, Augment's AI teammate for supply chain. Augie reasons and acts like a seasoned operator automating the busywork of quoting, dispatch, tracking, billing, and collections — for freight brokers, 3PLs, for-hire carriers, private fleets, and distributors. Our team has scaled billion-dollar companies, built delightful products, and powered billions in commerce. Now, we're solving supply chain's toughest challenges with AI. If you thrive in fast-paced, high-impact environments and want to define how AI reshapes supply chain, apply today.

Overview

We're looking for a consultative, process-driven Mid-Market Account Executive to own a book of business within the brokerage segment. You'll run complex, multi-stakeholder deals, build pipeline from the ground up, and close with rigor and precision. This role is for someone who has graduated from high-velocity selling and wants to go deeper — longer cycles, bigger deals, and more sophisticated buyers. You'll target mid-size freight brokerages and 3PLs companies with real buying processes, multiple decision-makers, and meaningful budgets for technology that changes how they operate.

What You'll Do

• Own a defined mid-market territory or named account list within the brokerage segment
• Run consultative, multi-threaded deals (typically 60–120 days) from outbound through close
• Conduct discovery calls with VPs of Operations, Directors of Brokerage Ops, Controllers, and IT leaders to build a quantified ROI case for Augie
• Deliver compelling product demos, often alongside a Solutions Engineer for complex technical evaluations
• Map and manage buying committees to keep multiple stakeholders aligned and moving
• Build and maintain a full pipeline through self-sourced outbound using LinkedIn Sales Navigator, Seamless.ai, and 6sense intent signals
• Keep HubSpot clean and your forecast accurate
• Travel up to 50% of the time for customer meetings, industry events, team offsites, and strategic deals
• Share field intel to sharpen our messaging, ICP, and product roadmap

What We're Looking For

• 3–5 years of full-cycle B2B SaaS sales experience with mid-market deal complexity
• You've run multi-stakeholder deals; you know how to map a buying committee and keep momentum across multiple contacts
• Strong discovery and business acumen; you sell outcomes and ROI, not features
• Self-sourced pipeline is your default; you don't wait for inbound to show up
• Organized and process-driven; you keep complex deals moving without dropping threads
• Builder mentality energized by defining the playbook, not frustrated by its absence
• Comfortable with ambiguity and early-stage environments

Bonus Points For

• Experience selling into freight brokerages, 3PLs, or logistics technology companies
• Background at companies like Echo Global Logistics, Coyote, MoLo, Transplace, or similar
• Familiarity with HubSpot, LinkedIn Sales Navigator, Seamless.ai, or Clay
• Prior experience in a founding or early AE role at a startup

Why Join Us?

• Competitive Salary + Stock Options
• Comprehensive Health, Vision, and Dental Benefits
• Flexible PTO
• Monthly stipend

About Augment

At Augment, we set out to create a fully autonomous AI platform — Augie — that streamlines operations and reclaims the human element in supply chain. Our founders recognized a pattern: talented professionals were stuck handling manual data entry, phone calls, and repetitive tasks, instead of focusing on high-impact problem-solving and strategic decision-making. That insight became our mission — to free supply chain professionals from busywork so they can focus on what truly drives business growth. Augment isn't just about efficiency; it's about transforming an entire industry by empowering teams with AI-driven solutions that make supply chain smarter, faster, and more adaptive. Join us on this journey!