Wisdom Insurance Agency

WISDOM INSURANCE AGENCY

THE WISE CHOICE TODAY FOR A SECURE TOMORROW

Specializing in helping contractors and junk removal companies with their insurance needs since 2013. Click here to fill out our online questionnaire and get quotes today!

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Wisdom Insurance Agency
Since 2013Focused on this industry from day one
10 coverage typesEverything a hauler needs, one agency
Talk to TobyA real specialist, not a call center
Toby Stubbs, founder of Wisdom Insurance Agency

MEET TOBY STUBBS

The agency started with one question: why doesn't this industry have its own insurance specialist?

Toby began his insurance career in 2004 at a commercial agency in the Chicago suburbs, learning risk management from the ground up. In 2013 he founded Wisdom Insurance Agency with a different idea: instead of insuring everything for everyone, focus entirely on junk removal and dumpster rental businesses — learn their trucks, their contracts, their jobsites, their risks — and become the specialist the industry never had. More than a decade later, that's still the whole model: when you call, you talk to Toby. He reviews your operation personally and builds coverage around how your business actually runs.

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WATCH TOBY IN ACTION

See how we work with businesses like yours

Interviews, podcast appearances, and industry talks — here's Toby doing what he does: explaining coverage in plain language for people who run trucks, not spreadsheets.

Junk Removal Insurance with Toby Stubbs

Podcast: Toby Stubbs on junk removal insurance

JUNK REMOVAL INSURANCE ACADEMY

We don't just insure you. We teach you.

The Academy is our free training resource for junk removal and dumpster rental owners — courses and videos on understanding your coverage, lowering your premiums, protecting your crew, and building a safer operation. Because a client who understands their risk is a client who thrives.

COVERAGE

Everything your operation needs

  • Business Insurance
  • General Liability
  • Workers' Compensation
  • Commercial Auto
  • Commercial Property
  • Commercial Umbrella
  • Tools & Equipment
  • Crime Insurance
  • Employment Practices Liability
  • Bonding

Run a dumpster rental operation? We have a dedicated program for roll-off businesses.

Dumpster Rental Insurance →

What Our Clients Say

Matthew

Matthew

June 24, 2026

I initially spoke with the owner, Toby, while looking for insurance for my junk removal and dumpster rental business, including commercial auto and general liability coverage. From the very beginning, it was obvious that Toby takes tremendous pride in every customer and every aspect of the service they provide. He takes the time to get to know each customer, understand their needs, and find the best way to help while building a great rapport. After our first couple of conversations, I absolutely wanted to be a part of this great team. I was then assigned to Jim, who handled all of the policies I needed and provided as many truck insurance quotes as I requested. I probably had Jim quote more trucks than he expected, and at times I felt like I was asking a lot of him, but he never once made me feel that way. Every time I found another truck, he had a quote back to me quickly and was always happy to answer my questions. He is truly amazing to work with, extremely knowledgeable, and worked hard to find coverage that fit both my needs and my budget without sacrificing the protection I was looking for. Having someone that responsive made the entire buying process much less stressful. Throughout the entire process, both Toby and Jim were honest, upfront, and genuinely cared about helping me make the right decisions instead of simply making a sale. That level of professionalism and integrity is hard to find these days. Thank you both for everything. I will gladly recommend your company to anyone looking for insurance, and I look forward to continuing to do business with you for many years to come.

Google Review
Jose Mendoza

Jose Mendoza

October 28, 2025

Needed help. Toby and his staff were very knowledgeable and got me the best rates around. Very thankful for all his help. 100% would recommend.

Google Review
Julian

Julian

November 13, 2024

Over the last couple years, finding commercial insurance for our rolloff dumpster business in California has been a struggle. Toby and his team are by far the most knowledgeable folks I've talked to in both the dumpster rental and Junk Removal space. He was able to identify. I was being misclassified and save me a tremendous amount of money annually with a new policy with higher overage limits…. Highly recommend speaking to Toby or one of his team members for additional information

Google Review
Garrett F

Garrett F

February 2, 2025

Great customer service! Awesome insurance for dumpster rental and junk removal.

Google Review
Robert

Robert

October 17, 2024

We started our removal service last year, 86junkremovalNW LLC, I was Introduced to Toby through a mutual friend who was already using Toby. I was hesitant due to the overall cost of commercial insurance, but after watching Toby, Wisdom Ins, and Garrett from AroundTown Junk Removal down in Arizona, do a very informational interview I learned that the cost of insurance was inexpensive compared to the cost of not being covered and being covered correctly. Toby and his team walked me through the steps and details of my policy and were so patient in helping me to understand my policy. Farrah helped me to save a bit of money by making some very good suggestions as to the components of my insurance and I can wait on until I needed it. Today is the 10/17 and I'm fully commercially insured. Thanks Toby and team, I'm glad to partner with you guys. I can't recommend these guys enough.

Google Review
Tim Wolfe

Tim Wolfe

September 21, 2024

Can't say enough about Toby at Wisdom Insurance. Not only was he able to provide me a great GL policy in California, he took time to talk with me about his involvement and knowledge in the industry. Thanks! Toby

Google Review

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