Freight 360: Freight Broker Courses and training

Welcome to Freight 360! Join us on a fun and enlightening ride into the world of freight. We're here to simplify transportation complexities, sparking industry efficiency. Dive in, and let's journey together towards a brighter, smoother freight future!
Join us on this innovative journey to reach your full potential! Let's Talk Freight!


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Episodes Created


Topics Covered
Latest Announcements
June 6, 2023

A Chance to Win $1,000 - Take a Freight Broker Survey Today!

Want an extra $1,000? Participate in our exciting survey for a chance to win! This isn't your ordinary survey. We've partnered with a third-party to explore how freight brokers navigate the ever-changing tech landscape. Intrigued? You should be! Just spare 5-10 minutes and you're in! Want more chances at the $1,000 gift card? Take our extended survey for extra entries!

This survey includes multiple-choice questions about your challenges and achievements in freight. We value your insights, and rest assured, your responses are anonymous and for research purposes only. Join this research and get a chance to win $1,000.

Take Survey

June 2, 2022

Dispatch Checklist Coming Soon!

Based on your requests, we will be releasing a pre-dispatch checklist this month to assist our listeners! It will be a fillable PDF that you can use to ensure you capture the important shipment and driver information for each load.

December 17, 2021

DAT Webinar Recording Now Available

On 12/15/21, Nate Cross and Benjamin Kowalski hosted a webinar for DAT Freight & Analytics titled "The 3 Step Program to Close More Freight Business in 2022" which is now available for everyone to view on YouTube. Check out the link below to watch the recording.

The 3 Step Program to Close More Freight Business in 2022

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The Final Mile #9 Standard Pricing for Freight Brokers & More

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Episode 209: A Day in the Life of a Freight Broker

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The Final Mile #8 How to Handle a 1 Pick, 10 Drop Load

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August 30, 2023

The Trucking and Freight Brokerage Market: An In-Depth Look

Today, we'll be diving deep into the world of trucking and freight brokerage, discussing why rates oscillate and predicting the market's future trajectory.

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August 30, 2023

How to Do Cold Calling in Freight Brokerage

Unlock the secrets of effective cold calling in the freight brokerage industry. Learn how to engage shippers, understand their unique needs and more.

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August 22, 2023

4 Tips on How to Cold Call at Big Box Freight Brokerages

Discover proven strategies for succeeding in large freight brokerages. From prospecting to closing, these tips will elevate your sales game.

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September 21, 2023

Zig Ziglar says persistence and repetition is key #salestips #shorts #freightbroker

September 20, 2023

Why are Shippers Getting Mad? - The Final Mile #11

September 20, 2023

Selling as a Freight Broker vs. as a Motor Carrier - Episode 211

September 20, 2023

How to Write a Cold Email as a Freight Broker in 2023.

Our Hosts

Nate Cross

Nate Cross, a graduate of Business Management from Canisius College in Buffalo, NY, embarked on his logistics journey in 2005 in the US military. He currently continues his service in the Army National Guard while continuing his career in logistics. In 2014, Nate made a transition from working with an asset-based LTL company to freight brokerage.In 2019, Nate embarked on a podcast venture called "The Midnight Freight Broker" with the aim of creating an engaging and informative platform for discussions about the world of freight. In 2020, he joined forces with Ben, and together they rebranded their venture as Freight 360, further expanding their reach and impact in the industry.

Benjamin Kowalski

Benjamin Kowalski is a graduate of the University of Pittsburgh. Where he earned his Bachelor of Science in both Accounting and Finance with a minor in Economics. He did graduate coursework at Carnegie Mellon focused on Entrepreneurship. He now coaches and consults with clients in the US and Europe. Ben’s mission is to help others become the best versions of themselves through overcoming their self-limiting beliefs, fears, and diving headfirst into their goals. His passion is to develop leaders through coaching and compassion.


Ben was an incredible support during my first year and held me accountable to maintaining a high level of activity. Ben helped me to set, achieve, and exceed my goals such as getting MDRT and qualifying for a quarterly incentive trip -- goals that I would not have set without his encouragement and insights. Additionally, he helped me to sharpen sales-specific skills such as closing and making a good introduction. He also made a point to help me break down the sales cycle and create processes and systems to ensure consistency in activity and results. Being a very analytically minded person, I found it very helpful.

Nicholas Cummons

“Love the insight, humor, and direction that these two convey!  They are a great duo, and both are well versed in transportation and logistics!  Thank you for your words of wisdom, and your guests are well picked and moderated!”

Anthony Evans

“A college education in Freight Brokering for FREE.  Nate and Ben do an amazing job sharing their insight into the freight broker business. Whether you are a beginner looking to start a career in freight or you own your own brokerage, listening to Nate and Ben will help you learn many tips and tricks of the trade. They are able to break down the complicated and make it simple to understand. 100% worth the listen.”

Matt W.

Benjamin is such a great coach.! If you are looking to be a better executive, increase your productivity and boost your business revenue, definitely Ben is the go to coach that you are looking for to transform your life and your professional career I also encourage everyone in the logistic industry to listen his podcast Freight 360.! I am constantly grabbing golden nuggets on every episode..! Ben keep sharing your content.!! You are transforming people’s life and making a great contribution to the world.!

Francesco Campione

I have been working with Ben for 1 month. I have been instilling all of the training and tips that he is providing into my existing sales team. We have already experienced an uptick in sales and referrals...but even better than the numbers, my reps are having more fun and spending less energy. We are excited to continue the journey. Ben has an abundance of knowledge and delivers it in bite sized pieces and reinforces the strategies every time we speak

Curtis Bailey

Being trained by Ben was excellent. He didn't give me just generic busy work, but really catered to what I needed as an individual. As a result I had the best year in my career and would recommend his services for anyone wanting to get ahead in freight brokering.

Scott Burrows

Ben at Freight 360 has been providing me coaching services for a couple of months. Although I've provided transportation services for over a quarter of a century (15+ years as Landstar agent, 10+ as broker) I had been neglecting sales and marketing duties. I was too busy working IN the business and not ON it. Ben has helped me identify my strengths and weaknesses which has built my confidence back up. Further, he's helped me better organize myself so that I can efficiently and effectively reach out to prospects. I look forward to continuing work with him in order to enhance my skills and learn more about what other brokers are experiencing. I highly recommend working with Ben whether you've been in the business for a long time or are just thinking about opening your own brokerage.

Martha Brown

freight 360 group Coaching is awesome for anyone who is in the transportation industry, it doesn't matter if your a novice broker like myself, agent or vet who's looking to 10x your knowledge base, and or earnings. Benjamin Kowalski and Nate Cross offer a very intimate interactive comprehensive approach to overcoming any apprehensiveness or other road blocks that may exist. Coming from a background outside the trucking industry, I'm thankful that i have not one but two mentors who are both knowledgeable and giving. The knowledge they're imparting, is a blessing. I'm ready to start this journey with their help. Make sure you join their free podcast F360. I'm looking forward to this journey. Just to give you a gem my first coaching session happened while i was driving to the airport , i had my son taking notes. we covered a lot of ground so i will leave you with this make sure you know the load to truck ratio and what drives the market and if my son can take good notes so can you :) Godspeed.

 Bowshawn Mack

I am taking coaching classes from Benjamin and Nate from Freight 360. I learn about niche, CRM and TSM, which I never learned from any freight broker school. After taking freight broker courses, I do not know what to do next. I was so confused about the whole process. Thanks to Ben who taught me how to start my business, how important to have CRM and TSM and how to target your prospects. I can go on and on about their teaching but I want everyone who is reading this try yourself. One more thing their price are very reasonable also. I highly recommend Freight 360 coaching.

Rajwant Kaur

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