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Five Founders. Five Minutes. Real Feedback.
Whether you're validating your very first idea or growing an established business, Chucktown Startups 5x5 LIVE is your opportunity to share what you're building and receive valuable feedback from fellow entrepreneurs and supporters.
Each event features five founders, each with five minutes to present their business, product, service, or idea. NO PITCH DECKS. Following every presentation, the audience will have the opportunity to ask up to three questions or offer supportive comments and constructive feedback to help each founder move forward.
Event Schedule
5:30 PM | Networking
Meet fellow entrepreneurs, innovators, investors, mentors, and startup supporters before the presentations begin.
6:00 PM | 5x5 LIVE Pitches
Five founders take the stage - NO PITCH DECKS, followed by audience Q&A and feedback after each presentation.
Who Should Pitch?
Entrepreneurs at every stage are welcome, including:
No matter where you are in your entrepreneurial journey, we'd love to hear your story.
How Do I Sign Up to Pitch?
Only five founder presentation slots are available for each event. Founders interested in pitching must sign up in advance to be considered for a presentation slot.
Who Can Attend This Event?
All local founders and community supporters are invited to attend.
REGISTRATION
Featured Session 1 Speaker: Roxana Massie
Topic: Turn Your Social Media Into a Business Growth Machine
Learn: * Organic Visibility * Algorithm Strategy * AI Video Creation Tool * Marketing Funnels & Branding * The SSBA 5-5-5 Visibility Challenge
Featured Session 2 Speaker: Ingrid Centurion
Topic: How to Pitch Your Business with Confidence
Teach: * How to introduce yourself in 30 seconds * Elevator pitch * Body language * Confidence * Pitch structure * Preparing for Latina Pitch Live * Speaking in English or Spanish
When & Where? Tuesday, August 18th 6:00 PM – 8:30 PM Cumulus Media 4230 Faber Place Dr. North Charleston, SC
If you believe businesses grow faster through collaboration than competition, this event is for you. One Community Two Languages. Endless Opportunities. We Are The Bridge Connector Registration is required and seats are limited— Registration form here
SUMMARY
AI is moving beyond chatbots into autonomous agents that can research, communicate, and carry out tasks on their own. This class introduces Claude Cowork and how to use AI agents responsibly and effectively at work and at home. Participants will learn what sets agents apart from traditional AI tools, where they create real value, and how to keep the right human oversight in place. You will leave with more confidence and a clear framework for evaluating where AI agents fit into your own work and organization.
This class is presented in partnership with Arvaya AI Automations Consulting.
TOPICS TO BE COVERED
WHAT YOU WILL LEARN
PREREQUISITES
TICKETS
The Charleston RiverDogs are excited to offer 2026 Tech Night! Enjoy a fun night of baseball with the Charleston Tech community. This will include food and drinks within our Doby's Deck picnic area!
Please note that the last day to purchase tickets will be August 18th, 2026.
Whether a small start-up with only a couple people, or a large business, you will all be able to take advantage of this group priced offer! No minimum ticket purchase required!
Know Before You Go:
Are you an AEC leader, project manager, or construction professional wondering how AI fits into your work?
Charleston's architecture, engineering, and construction community is invited to an afternoon of hands-on AI training, live demos, and real talk about the future of the industry. This isn't another slideshow about "the future of AI" — it's practical training with tools your firm can put to work the same day.
Hosted by Arvaya AI Automations Consulting in partnership with Women of Construction, the event features live demonstrations, a look at where your firm stands compared to competitors, and a moderated roundtable with industry peers. One lucky attendee will also win a free Arvaya AI Audit for their firm!
Tuesday, August 25, 2026 ⏰ 11:30 AM – 2:30 PM The Camden Room, 375 Meeting Street, Charleston
️ Register at: https://www.eventbrite.com/e/built-different-ai-in-aec-tickets-1992435661699
REGISTER
The Town of Mount Pleasant and the Mount Pleasant Chamber of Commerce
Rolling out the red carpet for local entrepreneurs
Presenters: Rebecca Imholz & Matt Brady
Date: Wednesday, August 26, 2026
Time: 12:00 Noon to 1:00 PM
Registration: Click here to register
The Mount Pleasant Chamber of Commerce and the Town of Mount Pleasant are teaming up to support the small businesses and startups that make East Cooper thrive.
Under the leadership of Chamber Executive Director Rebecca Imholz and Town Economic Development Manager Matt Brady, local businesses have direct access to the tools, connections, and advocacy they need to grow. From major community touchpoints like the annual Mount Pleasant Business & Community Expo to leadership development through Leadership Mount Pleasant, see how this collaborative partnership is championing our local economy.
Founders. Builders. Operators. Investors. Ecosystem champions.
Join us this September at Over the Horizon Brewing for an evening of real conversations and real connections inside Charleston’s startup community.
Come early, grab a drink, and meet someone who could change the trajectory of your business.
RSVP
More information
Spindle Venture Studio
Transforming exceptional ideas into successful enterprises
Presenter: Matthew Gough, Managing Partner
Date: Wednesday, October 7, 2026
Join Managing Partner, Matthew Gough, to learn about Charleston's very own venture studio, Spindle, and how it can be a game-changer for the founders in the Chucktown Startups community.
Exceptional startups and entrepreneurs have the power to reshape the world. Spindle expedites innovation, transforming promising ideas into successful enterprises. As a dedicated team, Spindle ideates, validates, and launches businesses, providing resources through every life cycle including access to funding and leadership. Their goal is to streamline early-stage development, reduce risks, and drive successful outcomes - a more efficient and scalable approach compared to the traditional start-up model.
ABOUT CHUCKTOWN STARTUPS
CONTACTS
toby@chucktownstartups.comCharleston, SC 29403
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