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Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates extensive experience in leading complex strategic sales cycles for enterprise software, with a strong focus on multi-stakeholder engagement and aligning solutions with operational and financial outcomes. Proven ability to build pipeline and close high-value deals in dynamic environments while leveraging insights to shape go-to-market strategies.
Highest-signal resume keywords
10+ Years Experience Selling Enterprise SoftwareComplex Multi-Stakeholder Sales CyclesStrong Business AcumenExperience Selling Into LSPsConsultative, Value-Based Selling Mindset
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Strategic SalesOutbound ProspectingAccount Strategy DevelopmentSales Process ImprovementDiscovery FrameworksAI-Driven Enterprise PlatformsTMSERPOperational ExcellenceData-Intensive Solutions
Soft Skills
Strong Discovery SkillsComfort with AmbiguityBuilding in Motion
Tools & Technologies
LSP PlatformsRating PlatformsTelematics Providers
Industry Keywords
LSPBrokeragesOTRLTLLast-Mile CarriersCFOVPs of OperationsIT LeadersConsultingSolution Engineering
Tech Stack
Tools & technologiesERP
About the role
Key responsibilities & impact- Lead complex strategic sales cycles for named accounts, from outbound prospecting through close
- Drive multi-threaded sales motions across operations, finance, IT, and executive leadership
- Run deep discovery to understand LSP workflows, operational bottlenecks, and economic impact
- Close complex, high-value strategic deals with long sales cycles and multiple decision-makers
- Carry a quota and be incentivized based on attainment
- Build and maintain strong pipeline coverage through outbound prospecting and strategic account penetration
- Open doors at strategic logos and expand footprint over time
- Develop account strategies aligned with LSP KPIs such as revenue per employee, operating margin, and loads per employee
- Help refine ICP, messaging, talk tracks, and sales process
- Create and improve sales assets, including collateral, ROI narratives, and discovery frameworks
- Partner with Product and Engineering to translate customer needs into roadmap input
- Share market insights and patterns to shape Augment's GTM strategy
Requirements
What you’ll need- 10+ years of experience selling enterprise software or technology solutions
- Proven success running complex, multi-stakeholder strategic sales cycles
- Comfortable operating in early-stage or growth environments, building pipeline and closing strategic deals without heavy inbound or enablement support
- Strong business acumen with the ability to tie product value to operational and financial outcomes
- Comfortable with ambiguity and building in motion
- Comfort with travel 50%+
- Experience selling into LSPs across the spectrum; brokerages, OTR, LTL, and last-mile carriers (strongly preferred)
- Familiarity with buyers such as COOs, VPs of Operations, CFOs, IT leaders (strongly preferred)
- Background in adjacent areas such as TMS, ERP, process excellence, operations leadership (strongly preferred)
- Experience selling complex, AI-driven, or data-intensive enterprise platforms (bonus)
- Familiarity with LSP platforms; TMS, rating platforms, telematics providers, etc. (bonus)
- Consultative, value-based selling mindset with strong discovery skills (bonus)
- Technical curiosity across AI, ML, or systems-heavy workflows (bonus)
- Background in consulting, solution engineering, or zero-to-one startups (bonus)
Benefits
Comp & perks- Competitive Salary + Commission + Stock Options
- Comprehensive Health, Vision, and Dental Benefits
- Flexible PTO
- Monthly stipend