What Freight 360 does

Freight 360 is a US-based educational platform that provides freight broker training, coaching, and content for individuals pursuing or advancing careers in freight brokerage. Founded in 2019 by Nate Cross as 'The Midnight Freight Broker' podcast and rebranded in 2020 upon Benjamin Kowalski's joining, the company operates online with a core team of eight and no disclosed physical offices. Its offerings center on the Freight Broker Basics Course (a recurring sub-$50/month course on Teachable covering licensing, prospecting, carrier onboarding, and CRM/TSM usage), 1-on-1 and group coaching services, the Freight 360 Podcast (341+ episodes with a weekly Final Mile Q&A series), and an extensive free content library of blog posts, videos, and downloadable guides.

The platform is built on a freemium content-to-coaching conversion model. Hundreds of hours of free training content — distributed via podcast, YouTube, blog, email newsletter, and an active Facebook Group — serve as the top-of-funnel acquisition mechanism, with paid conversion into the Teachable course and higher-touch coaching services. A third monetization layer comes from podcast sponsorships with freight-tech vendors including DAT, AscendTMS, Levity, QuikSkope, OperFi, and Togo. Content is produced by TIA-accredited instructors and is targeted at two primary personas: new or entry-level freight brokers needing foundational training, and experienced brokers or independent agents seeking sales accountability, CRM optimization, and business scaling support.

The company has no disclosed revenue, no external funding, and no enterprise contracts. Its competitive position rests on the accumulated content corpus, the credibility of its two coaches (Cross with 17+ years in logistics and Kowalski with a top-5% national brokerage ranking), and a multi-channel organic distribution engine. Geographic reach is primarily the US, with coaching delivery extended to Europe via Kowalski. The business is privately held with no evidence of parent or subsidiary relationships.

Name

Freight 360

Legal name

Freight 360

Website

https://freight360.net

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

1–10 employees

Short description

Freight 360 is a US-based educational platform offering freight broker training, coaching, and podcast content, serving aspiring and experienced freight brokers through a freemium content-to-paid-coaching model.

Ownership category

akta.pro rank

Product category

Freight Broker Training and Coaching

NAICS

Freight Transportation Arrangement (48851), Freight Transportation Arrangement (4885)

SIC

Arrangement Of Transportation Of Freight & Cargo (4731)

akta.pro primary industry

Freight Brokerage (Truckload/LTL/Intermodal) (TLAIANAA)

akta.pro secondary industries

Digital Freight Brokerage / Freight Marketplace Platforms (TLADAMAO), Dedicated Lanes & Mini-Bid / RFP Marketplace Platforms (TLAEAJAG)

Keywords

• Freight broker training
• Freight brokerage coaching
• Logistics education
• Freight agent development
• Transportation training services

Headquarters

HQ city

Not specified

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Marketing or Sales, Technology or R&D, Operations

Revenue model

1. Freight Broker Basics Course: Step-by-step educational course for freight brokers available through Teachable platform, teaching how to apply for authority, prospect shippers, onboard carriers, and handle administrative tasks.
2. Coaching Services: 1-on-1 and group coaching programs for freight brokers, with free month of group coaching included with course enrollment.
3. Podcast Sponsorships: Monetization through sponsored content including sponsors like Togo, OperFi, QuikSkope, DAT One, DAT Outgo, AscendTMS, and others.

Pricing tiers

Go-to-market motion3 records

Distribution channels2 records

Marketing channels6 records

Core offering

Freight 360 trains and coaches individuals to become freight brokers and freight agents. Its commercial offerings are a paid online course (Freight Broker Basics on Teachable) and 1-on-1 and group coaching engagements, supported by a free podcast, blog, video library, and downloadable resources that serve as lead-generation and educational content.

Product overview

Freight 360 is an educational platform providing free and paid training content for freight brokers. The core offering consists of the Freight Broker Basics Course (a paid online course on Teachable), Freight Broker Coaching Services (1-on-1 and group coaching with certified coaches Benjamin Kowalski and Nate Cross), the Freight 360 Podcast (weekly episodes plus Final Mile Q&A series), and a free Content Library of blog posts, videos, and downloadable guides. The platform positions itself as 'built by freight brokers, for freight brokers' and is aligned with the Transportation Intermediaries Association.

Differentiator

Problem solved

Functional benefit

Brands

• The Midnight Freight Broker: Original podcast name before rebranding to Freight 360 in 2020.

Products and services

• Freight Broker Basics Course

Quantifiable outcome

• Students learn to build books of business exceeding $4.2 million in under 24 months (as demonstrated by Benjamin Kowalski's own performance)
• +1 more outcomes

Named customers3 records

Segments3 records

Ideal customer profiles2 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Six partnerships are on record, tiered core and minor.

• Pearce Worldwide LogisticscoreStrategic or Co-development PartnerNate Cross serves as Vice President of Agent Development & Services at Pearce Worldwide Logistics while co-hosting Freight 360. This represents a deep personal connection between the company founder and a major industry employer.
• Transportation Intermediaries Association (TIA)coreStrategic or Co-development PartnerFreight 360 training content is created by instructors accredited by TIA, providing credibility and alignment with industry standards for freight broker education.
• DATminorGTM or Marketing PartnerDAT One and DAT Outgo Factoring are sponsors on the Freight 360 podcast, offering listeners discounts (10% off first year for DAT One). DAT load boards are frequently referenced in training content.
• AscendTMSminorGTM or Marketing PartnerSponsor on the podcast with promotional offer: code RA-freight360 for 90 days free access. TMS platform frequently discussed in training content.
• QuikSkopeminorGTM or Marketing PartnerPlatform sponsor offering free trial options to Freight 360 audience.
• TogominorGTM or Marketing PartnerBusiness services sponsor mentioned in podcast episodes.

Scale indicators2 records

Recent moves6 records

Expansion highlights3 records

Emerging players

• AscendTMS: TMS platform that publishes educational content for freight brokers and offers free trials through Freight 360 sponsorships. As a software vendor with embedded broker users, it competes for the same educational mindshare.
• DAT: Leading load board and freight data provider that also produces educational content for brokers and is a current sponsor of Freight 360. Has the audience and platform to expand into formal training and coaching at scale.
• Truckstop.com: Major load board and freight market platform that produces broker-focused educational content and training resources. Comparable to Freight 360's role as a broker education hub, with the advantage of a software platform.
• Loadsmart: Digital freight brokerage and automation platform that publishes thought leadership and training content for brokers. Competes for the same audience of freight professionals seeking to upskill, particularly around AI and automation.

Broad incumbents

• FreightWaves: Large freight industry media company producing podcasts, news, and educational content (including FreightWaves SONAR training). A broader incumbent with deeper resources and a much wider audience, competing for the same freight professional's attention.
• Schneider National: Major logistics and trucking company with broker training programs and careers content. Represents the broader incumbent category of established carriers/brokers that produce in-house freight training resources competing for the same learner audience.
• Coyote Logistics: Large non-asset freight brokerage (now part of UPS Supply Chain Solutions) that produces internal training for its agent network and has historically offered some external education. Comparable in serving the freight broker community but at much larger scale.
• Uber Freight: Tech-enabled freight brokerage with a vast carrier and broker ecosystem. While not a training company, it influences broker education through Thought Leadership content and could expand into formal training competing with Freight 360.

Direct peers

• Freight Broker Bootcamp: Online freight broker training program targeting aspiring brokers with self-paced courses and coaching. Directly competes with Freight 360's course and coaching offerings in the same end-customer segment.
• Brooke Transportation Training Solutions: An established freight broker training school offering courses and licensing preparation for aspiring freight brokers. Competes directly with Freight 360's Freight Broker Basics course in the same entry-level broker education segment.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks6 records

Key highlights6 records

Customer concentration

• YouTubeyoutube.com/@Freight360
• Facebookfacebook.com/449325909379811
• LinkedInlinkedin.com/company/the-midnight-freight-broker

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Freight 360