The Cleveland Professional Twenty-Thirty Club upcoming events

Night at the Cleveland Art Museum (10/28/2026)

Wed, 28 Oct 2026 21:30:00 GMT

Join us for a free evening outing at the Cleveland Museum of Art!

The museum is open until 9:00 PM on Wednesdays, so we will be taking advantage of that to have a nice, evening stroll around the gallery.

We will meet in the glass atrium in the center of the museum.

To take full advantage of the time we have, please try to get to the museum a few minutes early, if you can.

Paid parking is available through the museum's parking garage, as well as other parking options in the area.

If you have any questions, text 330-937-6486 or email education@cleveland2030.org.

CEO Dinner with Sharon Sobol Jordan - President & CEO, United Way of Greater Cleveland (10/29/2026)

Thu, 29 Oct 2026 22:00:00 GMT

The CEO Dinner series is one of the organization's longest standing institutions. Attendees have the opportunity to join local C-suite and high level executive leaders for a private dinner. These events are intentionally limited to 10-20 people so everyone has a chance to listen, learn, share and grow together through honest discussion. The speakers represent a wide range of companies and industries, both big and small.

Cost to attend this limited seating event is $50, which includes dinner and non-alcoholic beverages. Alcoholic beverages will be available for purchase on your own tab, if desired. We're excited to host this event at The Aviator's private dining space.

About the CEO

Sharon Sobol Jordan has served in top leadership, strategy, business, and advisory roles in a wide-ranging career that has crossed sectors, disciplines, and boundaries. Before her appointment as the first woman to lead the United Way of Greater Cleveland as President & CEO, she was Founder & CEO of OpenSpace Solutions LLC where she served as a hands-on strategic partner and advisor helping transformational leaders reimagine what’s possible. As part of this array of customized services, Sharon served as Interim CEO of DigitalC, a nonprofit digital equity tech startup.

She previously served as President and Board member of Unify Labs, a nonprofit tech innovation lab with the mission of powering inclusive prosperity, after serving as Chief of Staff for Cuyahoga County where she drove key strategic initiatives including early childhood education expansion, workforce systems transformation, the first unified strategic plan, and formation of the first Innovation Office. Sharon was the first woman to serve as President & CEO of The Centers for Families and Children, one of Ohio’s oldest and largest non-profit human service corporations, which tripled in size and reach under her leadership to employ over 550 and serve more than 25,000 people each year. She was appointed to lead The Centers after serving as its Chief Operating Officer and General Counsel.

Sharon joined The Centers after an impactful public service career with the City of Cleveland as Director of Law and Special Counsel to the Mayor. She played a key role in many critical issues facing the City including the effort to keep the Cleveland Browns team, name and colors in Cleveland; protecting the community from the adverse impacts of the acquisition of Conrail by Norfolk Southern and CSX railroads; and the dispute over development of the Chagrin Highlands. Prior to that, Sharon entered the professional services field by way of the Cleveland law firm now known as Schneider Smeltz Spieth Bell where she became a partner.

Sharon serves on several boards including Bruening Foundation, City Club of Cleveland, Cleveland Clinic – South Pointe Hospital, Cleveland Jewish News, Cleveland Transformation Alliance, and PolicyBridge. She is a member of In Counsel with Women and the Leadership Cleveland Class of 2003. She is a Leader-in-Residence at the Cleveland State University College of Law where she co-teaches a leadership course with Dean Lee Fisher. Jordan is honored to have received various recognitions of her work, including the Smart 50 leaders in Northeast Ohio, Nortech’s Innovative Leader of the Year, EY Entrepreneur of the Year finalist, Crain’s Woman of Note, and YWCA Woman of Achievement awards.

She received her J.D. and M.B.A. from The Ohio State University, and her B.S. in public administration and management from Indiana University in Bloomington. Sharon is married to attorney David Wallace, a partner with Taft Stettinius & Hollister. They have three children.

Fall Cocktail Class (10/29/2026)

Thu, 29 Oct 2026 22:30:00 GMT

Learn how to mix fall cocktails for your next autumnal get together!

We will be learning how to make three traditional autumn cocktails; cost of admission covers materials and instructor fees.

The class starts at 6:30 PM, but the room will open at 6:00 PM, so feel free to hang out until the class starts!

If you wish to cancel your registration, you may do so no later than October 27th to receive a credit to your 20/30 account for use toward future events (no cash refunds). No credits will be offered after October 27th. If you have any questions, please contact education@cleveland2030.org or text 330-937-6486.

Lakeview Cemetery Hike Followed By Lunch at Boss Dog Brewing (10/31/2026)

Sat, 31 Oct 2026 15:00:00 GMT

Trick or Treat Young Professionals! It is that time of year again! Where the air becomes brisk and all your favorite bars start serving Hocus Pocus and Harry Potter themed drinks. We have our own tradition in this group though - which is a hike through the famous Lakeview Cemetery.

Trail highlights:

-This trail itself is scenic with some elevation. We are looking at roughly 3 miles. So please ensure you bring a good pair of hiking shoes! We will most likely be making a loop as there is a lot to see and lots of history!

-Famous inhabitants at Lakeview are James A Garfield (Former President), Elliot Ness (Federal Agent who helped bring down Al Capone), Alan Freed (Cleveland Radio Host who helped coined the term “Rock And Roll”

-Other spooky Relics to look out for: The Haserot Angel-You have probably seen pictures of the angel who cries black tears. Well this angel is from Lakeview Cemetery and is quite famous!

Lunch Afterwards at Boss Dog Brewing:

Join the group afterwards for Food, Drinks and Apps at Boss Dog Brewing. Everyone who is familiar with Boss Dog knows that their food and drinks are top tier, with both rotating and static draft lists to please all tastes. Food includes burgers, pizza and apps. I personally recommend their giant pretzels!

Where to meet:

Please meet at the main office entrance at 12316 Euclid Ave, Cleveland, OH 44106. If there is no room here, then please note that there is also parking across the street in an auxiliary parking lot.

For Boss Dog Brewing: 2179 Lee Rd, Cleveland Heights, OH 44118. Please find parking on the side streets if parking lot behind Boss Dog is not open.

For questions please text Jake O'Brien at 216-970-1545 or email info@cleveland2030.org

**PLEASE NOTE-Since this is a group hike we expect all attendees to stay with group. If for some reason you would like to separate out from the group, kindly do so after speaking with the organizer.**

"Boos & Booze" Lakewood Halloween Bar Crawl (10/31/2026)

Sat, 31 Oct 2026 20:00:00 GMT

Get ready for the biggest Halloween night in Lakewood! The 2026 Lakewood Halloween Bar Crawl, presented by Bar Crawl USA, brings Cleveland’s legendary “Boos & Booze” Halloween celebration to Detroit Avenue on Saturday, October 31, 2026, from 4 PM–10 PM

Go to website below to buy your ticket before they sell out!

Cleveland Halloween Bar Crawls 2026 | West Park & Lakewood

What's Included:

- 2 complimentary shots with ticket

- $3 Beers / $3-4 Shots / $5 Spooky cocktails at participating bars

- Best Dressed Costume Contest at Wine Dive

- Official After Party

- Halloween bar crawl map & official lanyard

- Professional Photographer on site

- Live Djs at select venues

Route & Participating Bars

Around the Corner
Halloween Corner Bar
Harry Buffalo
West End Tavern
Riverwood Café
Mercury Lounge
Lakewood Truck Park
Wine Dive (Best Dressed Costume Contest)

Whether you’re coming dressed as your favorite character, a classic Halloween monster, or something completely ridiculous, this is your chance to celebrate Halloween with fellow crawlers throughout Lakewood.

Costumes on. Drinks up. Let the Lakewood Halloween Bar Crawl begin!

Roller Skating at Chagrin Valley Roller Rink (11/06/2026)

Sat, 07 Nov 2026 00:00:00 GMT

Lace up the roller skates and hit the rink with #Cle2030! We'll head over to Chagrin Valley Roller Rink for Friday night open skate - only $8 per person! The cost to rent skates is $4. Both are self-pay at the rink, so there is no registration fee on the 2030 website. Simply RSVP and meet us there.

Pro tip: long, thick socks or pants you can tuck into the skates will keep your legs more comfortable.

If you've never skated before, don't hesitate to join us! There will be plenty of novices, and we always encourage members to try new things. Those who wish to have drinks together afterward will meet just down the road at The Greenville Inn.

Ready... set... ROLL!

Event organizer: marketing@cleveland2030.org

November Around Town and 25th Anniversary Party at The Vault (11/12/2026)

Thu, 12 Nov 2026 22:30:00 GMT

Join the Club for our 25th Anniversary Around Town celebration at The Vault in Downtown Cleveland!

Step through a 1906 bank vault door and into the historic vaults beneath the iconic Cleveland Trust rotunda. Once home to the city's elite, these former bank vaults have been transformed into intimate cocktail rooms and Prohibition-era bars, creating a truly unique setting for a night out. We're excited to celebrate the Cleveland Professional 20/30 Club's 25th birthday in a space with as much history and character as Cleveland itself.

Whether you're looking to grow your professional network, meet new people, reconnect with friends, or simply enjoy a great evening out, this event is an excellent opportunity to socialize in a casual and welcoming environment. Best of all, admission is completely FREE! We also encourage you to invite your friends, coworkers, and other young professionals who may be interested in joining the fun.

Join us as we raise a glass to 25 years of the Cleveland Professional 20/30 Club and close out another great year of Around Town events. Come celebrate with fellow Club members, make new connections, and enjoy an unforgettable night at one of Cleveland's most unique destinations!

Our Around Town networking socials are hosted on the first Thursday of every month at awesome venues across Cleveland and are our largest monthly meetup. These events are a great place to meet new people, have fun with friends, and learn more about the Club. Around Towns are always free for Professional and Social members, and guests are encouraged and welcome to attend. Event attendees come from all walks of life and typically range in ages 25-45.

We encourage young professionals from all industries and professions to attend networking events. Sales, Accountants, Lawyers, Engineers, IT, Educators, Entrepreneurs, Physicians, Nurses, Real Estate, Elected Officials, Marketing, Banking, Architects, Government, Insurance, Finance, Manufacturing, Non-Profit, HR, and more.

Registration is recommended. Cash bar will be available. As a way of saying "thank you" to the our venue for hosting us for this month's Around Town, an automatic gratuity will be added to each check.

Covid-19 Statement

Cleveland Museum of Natural History Day Trip (11/14/2026)

Sat, 14 Nov 2026 19:00:00 GMT

Join us for a group outing at the Cleveland Museum of Natural History!

Learn all about how the flora, fauna, and geology of our world came to be.

We will start our journey through time at 2:00 PM, so please try to make it to the museum around 1:45 so you can get checked in.

Refunds are available only until November 11th, any requests for refunds thereafter will not be processed.

For any questions, text 330-937-6486 or email education@cleveland2030.org.

Wine Club at Bright Side (11/18/2026)

Wed, 18 Nov 2026 23:00:00 GMT

Join us for our November Wine Club at Bright Side, located in Ohio City!

Bright Side is a sparkling, vibey Italian restaurant and cocktail bar featuring craft cocktails, curated wines, and a sumptuous chef-driven Italian menu.

This month, we're continuing our Wine Wednesday series and gathering for our final Wine Club of the year! Enjoy an evening of curated wines, delicious Italian fare, and great conversation as we celebrate another year of Wine Club with fellow young professionals.

Whether you're a seasoned wine enthusiast or just beginning to explore, this is the perfect opportunity to discover new favorites, meet someone new, and enjoy a night out with great company.

Bring a friend, raise a glass, and help us close out the Wine Club year in style!

✨ Your ticket includes wine and small plates.

CEO Dinner with Megan Gillum - President & CEO, Malley's Chocolates (11/18/2026)

Wed, 18 Nov 2026 23:00:00 GMT

About the CEO

Megan Gillum is President and CEO of Malley’s Chocolates, one of Northeast Ohio’s most beloved and recognizable brands. As the first non-family member to lead the company in its more than 90-year history, Megan is guiding Malley’s into an exciting new chapter while preserving the traditions and community connections that have made it a Cleveland institution since 1935.

With nearly two decades of experience in consumer-packaged goods, retail strategy, and business leadership, Megan brings a wealth of expertise in driving innovation and organizational growth. Before joining Malley’s in 2024 as Vice President of Retail Strategy and Operations, she held leadership roles at American Greetings, where she developed extensive experience in analytics, merchandising, and strategic planning. She was named President of Malley’s in 2025 and assumed the additional role of CEO in 2026.

Today, Megan oversees the company’s operations, including 18 retail locations across Northeast Ohio, with a focus on enhancing the customer experience, expanding product innovation, and positioning the iconic brand for long-term success. A Cleveland native at heart, Megan is passionate about the region and the opportunity to lead a company that has been part of generations of Northeast Ohio families.

Boston Mills Brandywine Hike-Followed by Lunch at Fishers Market (11/21/2026)

Sat, 21 Nov 2026 16:00:00 GMT

Can you believe that it’s almost Thanksgiving? This year has flown by so quickly! Luckily for us the hikes do not stop! Akron has always been a favorite place of not only mine but also any avid hiking fan who lives in Cleveland! This hike you’ll notice is one the third Saturday of the month, instead of the fourth due to holidays.

About The Route: Consisting of hills(some steep) and great views-this hike has something for everyone! Hopefully we will even catch some last of the Fall colors. Come prepared to hike 2-3 miles and make sure you wear both comfortable shoes and a warm jacket.

History About The Area: Founded in 1900, this facility manufactured flour sacks and roofing paper, driving a wave of growth and employing nearly 200 workers (many of them Polish immigrants from Cleveland) until it closed in 1923. The former company store now serves as the Boston Mills Visitor Center

Lunch afterwards: The lunch plan is to go to Fisher afterwards(Winking Lizard as a back up). Fisher are famous for their pies. Who doesn’t love pie right?! This is about 6 mins away from our trail

Other Lunch Option: I want to leave this up to you attendees-My other thought is Quarter Up which is located about 17 mins from the trailhead. They have arcade games, a great atmosphere and are known for their hot dogs and great beer and wine selection. We can vote on it!

Address: 6947 Riverview Rd, Peninsula, OH 44264

The hike starts at 11. Please be sure text me at 216-970-1545 or send a message to the email on our website. We will meet at the Boston Mills visitor center

Thank you,

Jake O’Brien

November Gourmet Dinner @ Don's Lighthouse Grille (11/24/2026)

Tue, 24 Nov 2026 23:00:00 GMT

Join us for an incredible evening of Seafood cuisine at Don's Lighthouse Grille!

Your registration cost includes your entree as well as shared hors d'oeuvres, with the option to purchase drinks on your own tab.

View the menu here: https://donslighthouse.com/menus/

Refunds available until 11/22/2026.

If you have any questions, please reach out to Dylan, education@cleveland2030.org or 330-937-6486.

22nd Annual Stuff the Stocking (12/10/2026)

Thu, 10 Dec 2026 23:00:00 GMT

Come jingle and mingle at the Cleveland Professional 20/30 Club’s 22nd Annual Stuff the Stocking Fundraiser!

Each December, the Club brings our community together to celebrate the holiday season while raising funds for a local nonprofit making a meaningful difference in the lives of children and families.

This year, we are proud to support GiGi’s Playhouse, an organization dedicated to changing the way the world views Down syndrome through free educational, therapeutic, and career development programs for individuals with Down syndrome and their families.

Join us on Thursday, December 10 at Gordon Green in Cleveland’s Gordon Square neighborhood for an evening filled with holiday cheer, networking, raffle baskets, fundraising, and plenty of festive fun—all while supporting an incredible cause.

All proceeds from Stuff the Stockings will benefit GiGi’s Playhouse.

Bring your friends, coworkers, and holiday spirit and help us make the 22nd Annual Stuff the Stockings a night to remember!

Note: This event will take the place of our December Around Town. Business casual and festive attire preferred.

Ticket Options

Professional Members – $25

Admission to Stuff the Stocking
1 complimentary drink ticket
10 complimentary raffle tickets

General Admission – $30

Admission to Stuff the Stocking
1 complimentary drink ticket
5 complimentary raffle tickets

Ultimate Giver - $50

Admission to Stuff the Stocking
1 complimentary drink ticket
50 complimentary raffle tickets for plenty of chances to win!

General Admission at the Door – $35

Admission to Stuff the Stocking
1 complimentary drink ticket
5 complimentary raffle tickets

Early Bird Bonus!

Register before October 31 and receive 20 BONUS raffle tickets with ANY ticket type! That’s 20 extra chances to win one of our curated raffle baskets, packed with gift cards, local experiences, and goodies from around Cleveland.

Silent Walk-Up Auction

Browse an array of auction items and place your bids throughout the evening. Be sure to check back often—the highest bid at 8:15 PM wins!

Parking

A parking lot is located directly outside Gordon Green, with additional street parking available throughout the surrounding Gordon Square neighborhood. We recommend allowing a little extra time to find parking.

Volunteer Opportunity: Greater Cleveland Food Bank (12/21/2026)

Mon, 21 Dec 2026 23:00:00 GMT

Join the Club this December as we give back to our community by volunteering at the Greater Cleveland Food Bank! This incredible organization works to provide nutritious food and essential resources to individuals and families facing food insecurity throughout Northeast Ohio.

As volunteers, we'll roll up our sleeves and assist with a variety of projects that help prepare food and other essential items for distribution to those in need. Tasks may include sorting and repackaging donated goods, assembling food boxes for seniors, preparing meal kits for children, and organizing products for distribution.

This is a wonderful opportunity to make a meaningful impact during the holiday season while connecting with fellow Club members. Whether you're a seasoned volunteer or looking for a new way to give back, we invite you to join us in supporting our neighbors and helping fight hunger in our community.

A few important details:

Registration is required: All volunteers must register individually using this link at least one week before the event.
What to wear: Closed-toe and closed-heel shoes are required. No Crocs, sandals, or flip-flops.
Volunteer activities: Please come ready to help wherever needed, as assignments may vary.
Age requirement: Volunteers must be at least 14 years old.

You can also watch the Food Bank's Volunteer Orientation Video to learn more about what to expect.

Let's come together this holiday season to spread kindness, support our neighbors, and make a difference in the Greater Cleveland community. We hope to see you there!