
Logistics is broken. Let’s fix it.
We are a team of engineers, product designers, and customer champions using AI-powered automation to transform the $9T global logistics industry. Our AI agents reason and act like humans, revolutionizing freight brokerage workflows to drive efficiency and profitability.
Our team has scaled billion-dollar companies, built delightful products, and powered billions in commerce. Now, we’re solving logistics’ toughest challenges with AI.
If you thrive in fast-paced, high-impact environments and want to define how AI reshapes logistics, apply today.
Overview We’re looking for a high-performing, consultative
Senior
Account Executive
to drive revenue at Augment. You’ll own the full sales cycle—from outbound prospecting and discovery to demoing our AI platform and closing deals with top brokerages and logistics providers.
This role is ideal for someone energized by complex, technical enterprise sales who can partner closely with founders, product, and engineering to deliver tailored AI solutions that solve real customer pain.
We’re selling into an industry hungry for change—your ability to connect the dots, build trust, and close will directly impact the future of AI in logistics.
What You’ll Do Enterprise Sales & GTM Execution
Lead complex enterprise sales cycles for named fleet accounts, from outbound prospecting through close
Drive multi-threaded sales motions across operations, safety, IT, and finance leaders
Run deep discovery to understand fleet workflows, operational bottlenecks, and economic impact
Close complex, high-value enterprise deals with long sales cycles and multiple decision-makers
Pipeline Creation & Market Penetration
Build and maintain strong pipeline coverage through outbound prospecting and strategic account penetration into large private fleets and for-hire carriers
Open doors at large private fleets and for-hire carriers, and expand footprint over time
Develop account strategies that align Augment’s value to fleet KPIs such as utilization, safety, downtime, and cost per mile
Startup Impact & Ownership
Operate with a builder mindset: help refine ICP, messaging, talk tracks, and sales process
Create and improve sales assets as needed (collateral, ROI narratives, discovery frameworks)
Partner with Product and Engineering to translate customer needs into roadmap input
Share market insights and patterns that help shape Augment’s GTM strategy
What We’re Looking For
7+ years of experience selling enterprise software or technology solutions
Proven success running complex, multi-stakeholder enterprise sales cycles
Comfortable operating in early-stage or growth environments, building pipeline and closing enterprise deals without heavy inbound or enablement support
Strong business acumen with the ability to tie product value to operational and financial outcomes
Comfortable operating in early-stage or growth environments with ambiguity
Strongly Preferred
Experience selling into
fleet, transportation, or asset-based organizations
Familiarity with buyers such as Fleet Operations, Safety/Compliance, Maintenance, Dispatch, IT, and Finance
Background in adjacent markets such as telematics, fleet management, TMS, compliance, or operations software
Bonus Points
Experience selling complex, AI-driven, or data-intensive enterprise platforms
Player-coach mentality with comfort building in early-stage environments
Consultative, value-based selling mindset with strong discovery skills
Technical curiosity across AI, ML, or systems-heavy workflows
Background in consulting, solution engineering, or zero-to-one startups
Why Join Us?
Competitive Salary + Commission + Stock Options
Comprehensive Health, Vision & Dental Benefits
Equity in a High-Growth AI Startup
Flexible Work Environment
Work on Cutting-Edge AI in a $9T Industry
About Augment At Augment, we set out to create a fully autonomous AI platform that streamlines operations and reclaims the human element in logistics. 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 logistics 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 logistics smarter, faster, and more adaptive.
Join us on this journey! Augment is an Equal Opportunity Employer and values diversity at our company. We consider all qualified applicants without regard to race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, marital status, veteran status, disability, or any other legally protected status.
Augment complies with federal, state, and local laws regarding equal employment opportunity and reasonable accommodation. If you need assistance or an accommodation during the application or interview process, please contact your recruiter.
We also consider qualified applicants with arrest and conviction records in accordance with applicable federal, state and local fair-chance / ban-the-box laws (for example, but not limited to, the California Fair Chance Act).
#J-18808-Ljbffr
We are a team of engineers, product designers, and customer champions using AI-powered automation to transform the $9T global logistics industry. Our AI agents reason and act like humans, revolutionizing freight brokerage workflows to drive efficiency and profitability.
Our team has scaled billion-dollar companies, built delightful products, and powered billions in commerce. Now, we’re solving logistics’ toughest challenges with AI.
If you thrive in fast-paced, high-impact environments and want to define how AI reshapes logistics, apply today.
Overview We’re looking for a high-performing, consultative
Senior
Account Executive
to drive revenue at Augment. You’ll own the full sales cycle—from outbound prospecting and discovery to demoing our AI platform and closing deals with top brokerages and logistics providers.
This role is ideal for someone energized by complex, technical enterprise sales who can partner closely with founders, product, and engineering to deliver tailored AI solutions that solve real customer pain.
We’re selling into an industry hungry for change—your ability to connect the dots, build trust, and close will directly impact the future of AI in logistics.
What You’ll Do Enterprise Sales & GTM Execution
Lead complex enterprise sales cycles for named fleet accounts, from outbound prospecting through close
Drive multi-threaded sales motions across operations, safety, IT, and finance leaders
Run deep discovery to understand fleet workflows, operational bottlenecks, and economic impact
Close complex, high-value enterprise deals with long sales cycles and multiple decision-makers
Pipeline Creation & Market Penetration
Build and maintain strong pipeline coverage through outbound prospecting and strategic account penetration into large private fleets and for-hire carriers
Open doors at large private fleets and for-hire carriers, and expand footprint over time
Develop account strategies that align Augment’s value to fleet KPIs such as utilization, safety, downtime, and cost per mile
Startup Impact & Ownership
Operate with a builder mindset: help refine ICP, messaging, talk tracks, and sales process
Create and improve sales assets as needed (collateral, ROI narratives, discovery frameworks)
Partner with Product and Engineering to translate customer needs into roadmap input
Share market insights and patterns that help shape Augment’s GTM strategy
What We’re Looking For
7+ years of experience selling enterprise software or technology solutions
Proven success running complex, multi-stakeholder enterprise sales cycles
Comfortable operating in early-stage or growth environments, building pipeline and closing enterprise deals without heavy inbound or enablement support
Strong business acumen with the ability to tie product value to operational and financial outcomes
Comfortable operating in early-stage or growth environments with ambiguity
Strongly Preferred
Experience selling into
fleet, transportation, or asset-based organizations
Familiarity with buyers such as Fleet Operations, Safety/Compliance, Maintenance, Dispatch, IT, and Finance
Background in adjacent markets such as telematics, fleet management, TMS, compliance, or operations software
Bonus Points
Experience selling complex, AI-driven, or data-intensive enterprise platforms
Player-coach mentality with comfort building in early-stage environments
Consultative, value-based selling mindset with strong discovery skills
Technical curiosity across AI, ML, or systems-heavy workflows
Background in consulting, solution engineering, or zero-to-one startups
Why Join Us?
Competitive Salary + Commission + Stock Options
Comprehensive Health, Vision & Dental Benefits
Equity in a High-Growth AI Startup
Flexible Work Environment
Work on Cutting-Edge AI in a $9T Industry
About Augment At Augment, we set out to create a fully autonomous AI platform that streamlines operations and reclaims the human element in logistics. 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 logistics 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 logistics smarter, faster, and more adaptive.
Join us on this journey! Augment is an Equal Opportunity Employer and values diversity at our company. We consider all qualified applicants without regard to race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, marital status, veteran status, disability, or any other legally protected status.
Augment complies with federal, state, and local laws regarding equal employment opportunity and reasonable accommodation. If you need assistance or an accommodation during the application or interview process, please contact your recruiter.
We also consider qualified applicants with arrest and conviction records in accordance with applicable federal, state and local fair-chance / ban-the-box laws (for example, but not limited to, the California Fair Chance Act).
#J-18808-Ljbffr