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Overview
Ai Fleet is a driver-centric platform serving experienced truck drivers and owner-operators in the U.S. trucking market. It guarantees a minimum weekly pay ($4,000 for owner-operators and $1,300 for company drivers) and lets drivers choose when and where to work, supported by a broad network of loads and additional benefits. The model relies on matching drivers with lucrative loads to ensure steady earnings, rather than adhering to fixed routes, and it offers sign-on bonuses and other incentives. Its goal is to improve pay, flexibility, and quality of life for drivers by giving them more control and reliable income.
About aifleet
Industries
Data & Analytics
Automotive & Transportation
Enterprise Software
Company Size
1-10
Company Stage
Early VC
Total Funding
$38.5M
Headquarters
New York City, New York
Founded
2020
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Simplify's Take
What believers are saying
- Aifleet raised $21 million Series A from Obvious Ventures in 2021-12, funding expansion.
- FreightWaves named Aifleet to its 2026 FreightTech 25 on 2025-10-22.
- Parade's 2022 partnership and 2026 integration validate Aifleet's capacity network.
What critics are saying
- Aifleet cut its fleet to roughly half on 2025-11-10 after losing a key supplier.
- Management said job reductions would approach 100, crushing morale and execution capacity.
- If contract freight stays weak into 2026, Aifleet's capital-light ambition collapses.
What makes aifleet unique
- Aifleet combines carrier operations and software, not just marketplace brokering.
- Its utilization-focused routing still underpins its driver-well-being pitch and premium pay model.
- Parade integrated Aifleet by 2026-06-26, reinforcing broker-facing load access.
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Funding
Total Funding
$38.5M
Above
Industry Average
Funded Over
3 Rounds
Benefits
Unlimited vacation & flexible work hours
Competitive salary, bonus, & stock options
Expensed lunches in the office everyday
Medical, dental, & vision insurance
Short-term and long-term disability insurance
Life and ad&d insurance
Paid parental leave
Regular team events
A monthly wellbeing & cell phone stipend
Company News
Aifleet raises $14M to continue improving driver utilization rates
Parade has partnered with AI Fleet to offer brokers more access to additional capacity through AI Fleet’s over-the-road truckload technology.
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About aifleet
Industries
Data & Analytics
Automotive & Transportation
Enterprise Software
Company Size
1-10
Company Stage
Early VC
Total Funding
$38.5M
Headquarters
New York City, New York
Founded
2020
There are no jobs for aifleet right now.
Find jobs on Simplify and start your career today