How Chicago Retail Brokers Used Targeted Email to Open Conversations With Retail Brands Like Boot Barn and Michael Kors
Targeted outbound for commercial real estate. 660 qualified prospects. 3 valid opportunities. No mass blasting.
Chicago Retail BrokersOpportunities included conversations with



Chicago Retail Brokers
A Chicago-based retail brokerage helping tenants, landlords, and developers find strong locations, lease and sell properties, and move on real opportunities across Chicago and surrounding suburbs.
Reaching Retail Decision-Makers, Not Inboxes
Chicago Retail Brokers needed a direct way to reach retail brands that could evaluate new site opportunities in the Chicago market. The goal was not to contact random executives, brokers, vendors, or generic corporate emails. The campaign needed to reach the people responsible for real estate, store development, site selection, and expansion.
How We Built the Campaign
- 01Retail Brand Sourcing
We scraped retail brands nationwide to build a qualified target list of companies that could realistically expand into the Chicago market.
- 02Prospect Identification
We cross-referenced multiple databases to identify real estate decision-makers at each brand.
- 03AI-Powered Contact Mapping
We used AI to find and verify the specific person who owns the real estate function at each target company.
Who We Targeted
The campaign focused on retail brands and operators that could potentially expand across Chicago and surrounding areas. These were the contacts most likely to understand the value of available retail locations and move a conversation forward.
The Message
Most CRE email campaigns fail because they are too broad: the list is not qualified enough, the message is not specific enough, and the CTA asks for a meeting too early. A generic message like "Do you need help finding retail space?" is easy to ignore because it sounds like a vendor asking for time.
Our approach was different. We did not treat email as a mass-blast channel. We treated it as a targeted B2B sales channel. The message was not about "hiring a broker." It was about reviewing relevant Chicago-area site options that could support expansion. Three pillars carried it:
- 01Relevant proof
The outreach referenced Chicago Retail Brokers' experience helping recognizable brands like Wendy's, Take 5 Oil Change, and The Halal Guys identify locations for regional expansion. That gave the message immediate credibility and made it clear this was not a generic brokerage pitch.
- 02Market-specific relevance
The message focused on Chicago and surrounding areas. The prospect was not being approached with a vague 'we help retailers expand' message. They were being contacted about a specific market where Chicago Retail Brokers had local knowledge and site options.
- 03A simple, useful CTA
The call to action was not to book a meeting. It was to send over a few location options that might be a strong fit. That made the ask easier to respond to because the prospect could review specific opportunities before deciding whether a deeper conversation made sense.
The Actual Message
Hi Sharonda,
We've worked with Wendy's, Take 5 Oil Change, and The Halal Guys to identify locations that support regional expansion across Chicago and surrounding areas.
If Michael Kors is planning new locations in the area, I'd love to share a few spots that might be a strong fit for Michael Kors.
Would you like me to send over a few options?
Best regards,
Sophia Davis
Chicago Retail Brokers
No hard sell. No meeting request. Just a relevant offer tied to the prospect's market and potential expansion plans.
What We Built
The outbound system covered the full pipeline from prospect identification to opportunity generation: retail brand prospecting, company qualification, buyer title mapping, contact sourcing, email verification, campaign copy, sending setup, reply tracking, and opportunity identification.
This was not a generic contact list or a mass email campaign. The campaign was built to reach people who could realistically evaluate retail site opportunities in the Chicago market.
Actual replies we received
Real replies from real decision-makers at Boot Barn and Michael Kors.


More Than One Use Case
Any commercial real estate firm with a clear market, buyer type, or location opportunity should consider targeted email as a serious B2B sales channel. The buyers are identifiable. Decision-makers across categories can be mapped and reached directly.
- Retail brands
- Franchise groups
- Restaurant groups
- Healthcare operators
- Industrial tenants
- Landlords
- Developers
- Investors
- Available sites
- Tenant representation
- Landlord representation
- New market entry
- Franchise expansion
- Relocation
- Off-market opportunities
- Lease opportunities
- Investment opportunities
But the key is relevance. Email works in commercial real estate when it is not treated like a generic blast. It works when the message connects the right opportunity to the right buyer with a clear reason to respond.
Outbound email can open valid CRE opportunities
Chicago Retail Brokers showed that targeted outbound can create valid commercial real estate opportunities when the targeting and messaging are specific. By focusing on retail expansion, Chicago-area location opportunities, and the right real estate decision-makers, the campaign opened conversations with brands like Boot Barn and Michael Kors.
For CRE firms with strong market knowledge or specific opportunities to share, email should be considered a serious pipeline channel.