Sterling Jackson: Allstate Insurance

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Sterling Jackson: Allstate Insurance Trusted across Chicago, Sterling Jackson: Allstate Insurance is dedicated to protecting what matters most.

Backed by 200+ Google reviews and Honor Ring recognition, he brings 5+ years of clear, dependable insurance guidance. I’ve had the opportunity to work with many families and business owners throughout Chicago, and that’s what I enjoy most about this work — building real relationships and being a trusted resource for people in my community. Living and working in Chicago, I understand that no two households are the same. Your car, your home, your business, and your goals all reflect your lifestyle and your priorities, and your insurance should do the same. My role isn’t just to sell a policy, but to help you understand your options and make confident decisions that fit your budget and help protect what matters most. What sets my agency apart is the ability to look at the full picture. Whether it’s auto, home, renters, life, or business insurance, I take the time to explain options clearly, identify opportunities and help see everything works together — not just today, but long term. I’m committed to helping Chicago residents look ahead for both the expected and the unexpected. If you’re new to insurance or simply want a second opinion, I’m always happy to walk through your options and answer questions. And if you’re already a customer, I’m here to review your policies as life changes and help you make adjustments when needed. When you’re ready, my team and I are just a call, or email away.

10/16/2026

Renters insurance shouldn’t be more than a matcha. 🍵💚 Cover your laptop, clothes, and other everyday essentials. Just call us today at (312) 423-1935 for a quick renters quote.

*Based on the nat'l avg. lowest monthly premium for renter’s customers with Allstate North American Ins. Co., Northbrook, IL. Actual premium amounts will vary by state & several factors. Subject to terms, qualifications, & availability.

Making changes to the  mortgagee info on your home policy has never been easier. Update it in minutes online in My Accou...
10/14/2026

Making changes to the mortgagee info on your home policy has never been easier. Update it in minutes online in My Account or in the Allstate® app.

https://bit.ly/4yPw5Pa

Customized protection starts with covering what your condo HOA won’t. Call me at (312) 423-1935 today to explore your op...
10/12/2026

Customized protection starts with covering what your condo HOA won’t. Call me at (312) 423-1935 today to explore your options.

Renters insurance covers the things that matter most, whether they're at home, in storage or even in your car. Reach out...
10/02/2026

Renters insurance covers the things that matter most, whether they're at home, in storage or even in your car. Reach out at (312) 423-1935 to learn more.

Long days on the trails deserve reliable protection. Plus, bundling could keep more in your pocket. Reach out to my agen...
09/14/2026

Long days on the trails deserve reliable protection. Plus, bundling could keep more in your pocket. Reach out to my agency at (312) 423-1935 to get started.

09/11/2026
Life insurance can play a key role in helping provide financial security for the people you love. Taking time to underst...
09/09/2026

Life insurance can play a key role in helping provide financial security for the people you love. Taking time to understand your options today can make a difference for tomorrow. Reach out for a quick review.

Labor Day is here! A time to relax and appreciate the hard work that keeps our communities thriving. What’s your favorit...
09/07/2026

Labor Day is here! A time to relax and appreciate the hard work that keeps our communities thriving. What’s your favorite way to spend the long weekend?

Getting protected as a renter is easier than you think. Contact me at (312) 423-1935 to get covered today.
09/04/2026

Getting protected as a renter is easier than you think. Contact me at (312) 423-1935 to get covered today.

07/27/2026

They doubted the vision. But you know home improvements are expensive.

The upgrades that don’t usually make the feeds are the ones that keep your family safe and comfortable. 🤲

05/27/2026

Not me getting emotional over a home upgrade.

The upgrades that don’t usually make the feeds are the ones that keep your family safe and comfortable. 🤲

05/26/2026

Thermostat set. Vibes set. We’re good over here.

The upgrades that don’t usually make the feeds are the ones that keep your family safe and comfortable. 🤲

05/22/2026

They said magic wasn't real. Then it stopped leaking.

The upgrades that don’t usually make the feeds are the ones that keep your family safe and comfortable. 🤲

05/21/2026

The pricey upgrade spoke and we listened.

The upgrades that don’t usually make the feeds are the ones that keep your family safe and comfortable. 🤲

In an inside sales role, you'll use your expertise to find affordable solutions that help people protect what matters mo...
12/10/2025

In an inside sales role, you'll use your expertise to find affordable solutions that help people protect what matters most in their lives. Sound like something you're interested in?

Take control of your career journey and apply today: http://spr.ly/6008C64f6

12/03/2025

From free therapy sessions to personalized financial services and virtual fitness classes, Allstate takes employee wellbeing seriously. We even have an entire group of Wellbeing Champions committed to growing our culture of wellness by sharing valuable updates, helping employees locate resources and checking in on their fellow Allstaters.

See how Allstate supports you at work and beyond. Check out our wellbeing benefits:
http://spr.ly/600872ZHy

When employees have the resources to challenge themselves, they don't just grow — they drive change and make a differenc...
11/12/2025

When employees have the resources to challenge themselves, they don't just grow — they drive change and make a difference. Our intrapreneurs group is a community of dreamers and doers that spark innovation across the company, and the entire insurance industry, by encouraging their fellow Allstaters to think creatively to solve the real problems facing us and our customers.

Want to drive lasting change at work and in the world? Join a team that's not afraid to think outside the box. http://spr.ly/60027n8Ow

This is what community looks like. We're proud of the Allstaters in Dallas-Fort Worth for showing up in a major way for ...
11/04/2025

This is what community looks like. We're proud of the Allstaters in Dallas-Fort Worth for showing up in a major way for Genesis Women's Shelter & Support. They packed hundreds of toiletry bags and hosted a food drive to help support women in need on their healing journey.

Our employees' passions become ours. This is why each Allstate employee gets PTO to volunteer their time to causes they care about.

Discover how we help our people thrive while making an impact. http://spr.ly/60097KcF7

Address

1010 W 35th Street, Ste 620
Chicago, IL
60609

Opening Hours

Monday 8:30am - 5:30pm
Tuesday 8:30am - 5:30pm
Wednesday 8:30am - 5:30pm
Thursday 8:30am - 5:30pm
Friday 8:30am - 4:30pm

Telephone

+13124231935

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