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New Freight Work Software

Freight swings, labor strain, and ELD rules push uptake now; winners own carrier data and sit inside dispatch calls, email, and pay.

Context: https://www.fleetworks.ai/

Analysis Overview

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32
Companies
858
Headcount
$474M
Total Raised

Get your own research: Email to agent@olymposhq.com with subject "fetch" and link in body

Active this week:
Greylock
general catalyst
Accel
a16z
khosla
2048
Meritech
Thrive Capital
aix
altos
bain capital
bessemer
canaan
costanoa
emergence
iqt
lerer
madrona
next47
norwest
ribbit
scale
summit

Technical Risks

Hidden oversight and controls burden can dilute automation gains

Deployments require human-in-the-loop review for critical actions (accepting loads, committing rates, confirming compliance), plus strict guardrails, verification steps, detailed logging, explainability, and rollback mechanisms. These governance requirements add ongoing operational complexity that can offset the headline efficiency benefits of LLM-driven outreach and triage ijcttjournal.org.

Contract and consent ambiguities create liability and regulatory exposure

Automated agents negotiating via voice/email raise questions about consent, accuracy of negotiated terms, and who is liable for mistaken commitments. Coupled with LLM brittleness (hallucinations, inconsistent constraint application), this can escalate into miscommunications, shipment disruptions, and regulatory or liability disputes—costly risks that go beyond simple model errors ijcttjournal.org.

Non-trivial dependence on TMS integration and bespoke business rules

Effectiveness hinges on deep integration with the transportation management system and careful orchestration of business rules, including multi-carrier outreach, response prioritization, automated closures, and well-designed escalation paths. This dependency makes deployment non-plug-and-play and highly contingent on customer-specific configuration and process design ijcttjournal.org.

Complete Analysis

View in Google Sheets

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Highlighted Companies

(Pre-seed to Series A)

CompanyFoundedLast RoundTier One Prob. (%)Team Score (%)IndustryLocationFTE
Augment
Augment
Autonomous logistics assistant
01/2024
Series A
09/2025
10046B2B OperationsSFBA103
Lanesurf (YC S25)
Lanesurf (YC S25)
Vetted Carrier Booking
01/2024
Pre-Seed
09/2025
6943B2B Supply Chain and LogisticsSFBA4
Numeo
Numeo
Freight Dispatch Automation
01/2024
Pre-Seed
12/2024
6144B2B OperationsSFBA15
Shipflow
Shipflow
Freight Management Experts
01/2024
-
-
3941B2B Supply Chain and LogisticsSFBA6
Sidecar
Sidecar
Self-driving logistics workers
01/2025
-
-
1941B2B Supply Chain and LogisticsSFBA3
Cartage
Cartage
Freight Management Simplified
01/2024
Seed
10/2024
1048B2B Supply Chain and LogisticsSFBA9
Hemut (YC X25)
Hemut (YC X25)
Fleet Management Software
01/2024
Seed
06/2025
843B2B OperationsRockford, US34
Cinesis
Cinesis
Load Matching Assistant
01/2025
-
-
745B2B Supply Chain and LogisticsSFBA5
8 companies • Get your own research: Email to agent@olymposhq.com with subject "fetch" and link in body

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