Uber Freight · 20 hours ago
Sr. Sales Enablement Lead
Chicago, IL 60607, United States
Full-time
Hybrid
Senior Level
$127K/yr - $150K/yr
5+ years expUber Freight is a company that helps businesses move goods more reliably and efficiently, leveraging technology and real-time data. They are seeking a Sr. Sales Enablement Lead who will enhance frontline manager capabilities and drive sales excellence across their Transportation Management and SaaS teams. The role involves coaching, pipeline discipline, and cross-functional alignment to support commercial readiness.
AppsLogisticsMobile AppsSupply Chain Management
Responsibilities
Provide live, in-field coaching for frontline Sales Managers across TM and SaaS
Shadow forecast calls, pipeline reviews, and deal inspection sessions to uplift manager capability
Reinforce GTM expectations through targeted coaching aligned with MEDDICC, forecasting signals, and TM/SaaS selling motions
Partner with leaders to standardize how managers run 1:1s, team meetings, and QBRs
Use Gong, Salesforce, and insights dashboards to drive pipeline quality and forecast inspection consistency
Coach managers on opportunity strategy, deal movement, risk identification, and accurate close-date management
Support adoption of signal-based forecasting across all commercial teams
Translate Gong insights into actionable coaching plans for managers and reps
Identify skill gaps across TM and SaaS teams and build reinforcement programs to address them
Partner with the Enablement & GTM Ops Manager to operationalize Gong findings
Coach managers to improve adherence to the unified GTM operating model across TM and SaaS sales cycles
Ensure field teams use MEDDICC and other qualification frameworks consistently
Support multi-product pathway adoption by reinforcing consistent inspection of TM + Brokerage + Parcel + SaaS opportunities
Partner with CS&O, RevOps, and Sales Leadership to inform competency models, inspection standards, and manager development priorities
Collaborate with Commercial Readiness leaders on manager capability programs, role expectations, and quarterly enablement priorities
Qualification
Required
5–7+ years in Sales Management, Sales Coaching, Sales Enablement, or Field Leadership or related titles
Experience coaching managers or sellers using MEDDICC or similar qualification frameworks
Proven ability to influence and coach leaders at multiple levels
Strong analytical proficiency in Salesforce, Gong, or equivalent tools
Preferred
Strong understanding of SaaS and/or Transportation Management (TM) sales cycles and/or complex enterprise sales cycles
Experience in logistics, transportation technology, or enterprise SaaS selling
Background in performance coaching, leadership development, or commercial operations
Ability to quickly diagnose talent gaps, deal risk, and opportunity strategy
Strong executive presence with the ability to influence through insights and storytelling
Comfortable working in a fast-paced, ambiguous, growth-stage environment
Benefits
Company sponsored health plan
Dental and vision benefits
401k match
Financial and mental wellness benefits
Parental leave
Short- and long-term disability coverage
Life insurance
Performance or sales incentive bonus program
Participation in Uber Freight equity awards
Company
Uber Freight
Uber Freight is the logistics arm of Uber that helps truck drivers connect with shipping companies. It is a sub-organization of Uber.
5001-10000 employees
H1B Sponsorship
Uber Freight has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (78)
2024 (33)
2023 (103)
2022 (9)
Funding
Current Stage
Late StageTotal Funding
$1.05BKey Investors
Greenbriar Equity Group
2021-11-15Private Equity· $550M
2020-10-02Series A· $500M
Leadership Team
Timothy Hinson
EVP, Transportation Management
Recent News
2025-12-25
Globe and Mail
2025-12-10
2025-11-14
Company data provided by crunchbase