Promoting, supporting & connecting Charleston's entrepreneurial community
September 16, 2025
➤Upcoming Chucktown Startups Events
- Our first event (Happy Hour) is happening today, September 16 from 5-7 PM at Over the Horizon Brewing, located at 2200 Heriot Street in Charleston. Please RSVP if you plan to attend. The first round of drinks is being sponsored by one of our first members, Tidewater. Thank you to Ryan Covert and the Tidewater team for supporting our first event! Scroll down to learn more about Tidewater and their May 2026 opening.
- Bob Hilscher and the amazing team at Code/+/Trust have agreed to host our Meet the Founders event on Thursday, October 23 from 5:30-7:30. This will be a chance for our community of 200+ founders to introduce their businesses and themselves to each other and important ecosystem supporters. Please save the date as more details will be released soon.
If you enjoy guiding conversations, keeping events flowing smoothly, and engaging with founders and innovators, we’d love to hear from you.
Interested? Reach out to Toby at toby@chucktownstartups.com
➤Resources for Founders
- Jeff Teschke, a seasoned Charleston founder with a recent exit, is actively seeking his next challenge and opportunity. He documents his journey in real time at whatsnextjeff.com, offering entrepreneurs at every stage a wealth of experiences, observations, and insights. Jeff will be joining a future online AMA with the Chucktown Startups community. Until then, he’s happy to serve as a resource for your entrepreneurial journey.
- Chucktown Startups will be hosting a webinar with SCORE Charleston showcasing the free mentoring, workshops, and resources available to help you launch, grow, and thrive. Stay tuned for details - this is one you won’t want to miss! More details to follow.
➤Community KPIs
➤New Community Members
➤Member Profile Spotlight
Tidewater, Managing Partner Ryan Covert
TIDEWATER is a private club located in Downtown Charleston featuring a cocktail bar, restaurant, indoor golf simulators, pickleball, wellness amenities and curated programming for members and their guests.
We're building a community of visionaries with pioneer mindsets that represent the rising tide in Charleston.
Opening May 2026
Instagram @tidewaterchs
➤Fundraising News Part 1: FeatherPMS, Inc.
-
Mini-Pitch: FeatherPMS is a modern property management software built for professional short-term rental operators. With powerful trust accounting, automation, reporting, and white-glove support, it’s built to scale portfolios with clarity and confidence.
FeatherPMS is built by elite short-term rental operators for professional managers. Unlike bulky legacy systems or VC-backed platforms chasing volume over value, Feather delivers a boutique, invite-only solution focused on financial accuracy, powerful automation, advanced reporting, and white-glove support. Purpose-built from real operational experience, FeatherPMS empowers growth-minded operators to scale portfolios with clarity, control, and the confidence to deliver five-star guest and owner experiences.
-
Ask: Pre-seed funding of $1,000,000 via SAFE with a $4MM post-funding valuation cap.
-
Close date: November 30, 2025
-
Contact: Quinn Foster, Co-founder
➤Fundraising News Part 2: Enput
-
Mini-Pitch: Enput is a unified digital platform for automotive dealerships, streamlining inventory, operations, and customer experience by eliminating paperwork and connecting departments for greater efficiency and profitability.
Dealerships are stuck with outdated, paper-based processes and disconnected systems that slow operations, create errors, and frustrate customers. Enput solves this by delivering a unified digital ecosystem that streamlines every aspect of dealership management—from inventory to customer experience. Our platform eliminates paperwork, connects departments, and provides real-time insights, boosting efficiency and profitability.
With a massive market opportunity ($2.35T in combined new and used car dealership revenue), Enput is the missing puzzle piece for modern dealerships ready to grow and scale. We’re seeking $750,000 to accelerate development and customer acquisition. Invest in Enput to power the future of automotive retail—smarter, faster, and more connected.
➤Friends of Chucktown Service Provider Spotlight
Techina Jacques of Biz Buildhers
Helping purpose-driven businesses and nonprofits turn vision into visibility, marketing into momentum, and strategy into sustainable success.
➤Members in the News
