Director of Revenue Operations

Augment • Chicago, IL

4d

About The Position

Augment is seeking its first dedicated Revenue Operations hire to take ownership of early forecasting, compensation, and territory-planning foundations and turn them into scalable systems. This is a hands-on individual contributor role reporting to the VP of Sales. The position owns CRM, forecasting, compensation, reporting, and the processes supporting Sales, Marketing, and Customer Success.

Augment’s go-to-market motion is outbound-led: SDRs prospect and qualify freight brokers, 3PLs, for-hire carriers, private fleets, and distributors, then AEs lead discovery and close. The company sells across Commercial, Mid-Market, Enterprise, and Strategic segments, with six-figure ARR deals and buying committees spanning operations, IT, and finance. The role’s forecasting, compensation, and territory models must support this complexity.

Augment builds Augie, an AI teammate for supply chain that automates logistics work such as quoting, dispatch, tracking, and billing. The company’s mission is to free logistics professionals from busywork so they can focus on higher-impact problem-solving and decision-making.

Requirements

• 4 to 7 years of experience in Revenue Operations or Sales Operations at a B2B SaaS company, including experience building processes and systems from scratch.
• Deep CRM expertise; HubSpot experience is a strong plus.
• Strong analytical and SQL/data skills, with the ability to build reports and models from scratch.
• Experience supporting go-to-market organizations through rapid scaling phases.
• A systems-thinking approach, with the ability to identify process gaps and address them quickly.

Nice To Haves

• Experience in logistics, freight, for-hire trucking, distribution, or supply chain technology.
• Background in financial modeling or go-to-market planning.
• Familiarity with LinkedIn Sales Navigator, Seamless.ai, Gong, Clay, or business intelligence platforms.

Responsibilities

• Own HubSpot CRM architecture, data quality, workflow automation, and reporting infrastructure.
• Build and maintain forecasting and pipeline-management processes that support long, multi-stakeholder sales cycles.
• Design, administer, and optimize commission and compensation plans for all go-to-market roles.
• Partner with Sales, Marketing, Finance, and Customer Success on go-to-market planning, quota setting, and territory design across Commercial, Mid-Market, and Enterprise segments.
• Build executive dashboards tracking pipeline, conversion, revenue, and go-to-market efficiency, as well as SDR and AE performance reporting used by sales leaders to coach their teams.
• Drive process standardization and documentation across the sales organization.
• Own the go-to-market technology stack, including HubSpot, LinkedIn Sales Navigator, and Seamless.ai, and evaluate new tools as the organization scales.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed