The Chicago Cold Email Summit

Details

No business grows without sales. And sales starts with getting in front of your customer. One of the best ways to do that? Cold email.

Whether you’re chasing your next customer or your next investor, it's all about getting the meeting. If your emails are hardly worth opening? Radio silence.

If they're intriguing? You're on your way to TRACTION.

You have to be understand your audience, write effectively, and know how to play the game.

So do you want traction? Join us for The Chicago Cold Email Summit, where you’ll learn how to stand out in the inbox, stop overthinking outreach, and send emails that actually move the business forward.

🎤 Featuring:

RajNATION – aka Startup Hypeman, expert in storytelling and pitch writing. Has gotten responses from cold outreach to the Founder of Nike, Owner of the Cubs, and regularly uses cold prospecting to generate sales.

Leslie Venetz – Top 1% B2B Sales Expert, Founder of Sales-Led GTM Agency, and a master of outbound strategy. She literally wrote the book Profit Generating Pipeline.

And an additional panelist To Be Announced!

Moderated by Sid Khaitan – Founder of Milan, Community @ Startup Grind Chicago, & Product Marketing at Beekeeper.io. Known to a write a few emails.

If you want an inbox full of "Yes" responses, this Summit is the place to be.

🗓 Date: August 20, 2025
📍 Venue: Somewhere cool in Chicago

Event brought to you by Hubspot for Startups. Save up to 90% on Hubspot's leading AI-powered customer platform, PLUS get access to Hubspot's CRM tool completely free. ACCESS HERE

Agenda

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Panelists

Rajiv Nathan - Startup Grind Chicago / Startup Hypeman (Chapter Director / Founder)

Known as the Heavyweight Champion of Story, Rajiv 'RajNATION' Nathan is Founder of Startup Hypeman, helping growing companies not suck at telling their story so they stand out to their audience, stand apart from competitors, and break through in their category. He was named an ""Agent of Change"" by Huffington Post, has given a TED Talk, and been featured in Inc, Forbes, and more. He's also a hip…

Leslie Venetz - Sales-Led GTM Agency (Founder)

Leslie Venetz is a top 1% B2B sales expert, sought-after speaker, and Founder of The Sales-Led GTM Agency. Recognized globally as a LinkedIn Editorial Top Voice, 5x Top 50 Sales Thought Leader, and 2024 Sales Innovator of the Year, Leslie is one of the most influential voices in modern sales. She has been featured in the Wall Street Journal and Success Magazine and her content has been viewed …

Moderator

Sid Khaitan - Beekeeper (Sr. Product Marketing Manager)

Sid Khaitan is a product marketer, community builder, and startup DJ. His background is in market research, partnerships, and go-to-market strategy.
He's led projects ranging from pricing strategy to repositioning, product launches, content, and PLG motions for companies like Beekeeper, Chili Piper, Dock, Eversana, GoHealth, and MarketingOps.com. He loves being part of a good David v. Go…

Hosted By

Rajiv Nathan, Director

Hey there! Great to meet you! I'm Rajiv Nathan aka RajNATION. I started attending Startup Grind Chicago events in 2019, became a co-director in 2020, and started leading the chapter in 2022. My goal for the chapter is to provide you with perspective, whether that's through our content, event formats, or trainings.

My main gig is running the firm Startup Hypeman, building startup pitches for both fundraising and customer growth so you don't just go to market, you become The GOAT to Market.

Sid Khaitan, Head of Community

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Global Partner

Google Cloud (https://cloud.google.com/resources/content/future-of-ai-report?utm_source=events-with-google&utm_medium=et&utm_campaign=FY25-Q1-NORTHAM-SMB31054-website-dl-AIThoughtLeader-52420&utm_content=startup-grind&utm_term=-&hl=en)

Presenting

HubSpot for Startups (https://offers.hubspot.com/startups/fundraising-kit/startupgrind-dec2024-0?hs_preview=wywiYwuJ-183697931776)
The HubSpot for Startups program offers discounted access to HubSpot's CRM platform, along with tools for marketing, sales, and customer service, specifically designed to help early-stage businesses grow. In addition to special pricing, startups also receive exclusive resources, training, and support to accelerate their growth and streamline operations.

🎁 Free Fundraising Kit: Get access to pitch deck templates, investor tracking tools, and more!

Partners

System Seltzers (https://systemseltzers.com/)
System Seltzers is the World's First Inclusive Drinking System™

Big Star Cocktails (https://www.instagram.com/bigstarcocktails/?hl=en)
Spicy margaritas, margaritas, and palomas from your favorite Chicago taco spot, ready-to-drink straight from the can!

Giordano's (https://giordanos.com/join)
Famous stuffed pizza. A Chicago institution.

Startup Hypeman (https://www.startuphypeman.com)
Startup Hypeman develops fundraising and customer pitches so you don't just go to market, you become The GOAT to Market

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