Home » *Top Pick*, Community, Eating & Drinking, In Person, Lectures & Workshops, Sponsored

Small Talk: Free Coffee + Big Ideas for Small Businesses (Oakland)

Wednesday, October 14, 2026 - 10:00 am to 2:00 pm | Cost: FREE*
*RSVP required

Oakstop | 1721 Broadway, Oakland, CA

Free / RSVP

Small Talk: Big Conversations for Small Businesses

Join us on October 14 in Oakland for Small Talk: Big Conversations for Small Businesses, a FREE community event designed for freelancers, creators, founders, and small business owners.

Hosted by FreshBooks, the event brings together local entrepreneurs for honest conversations, practical advice, networking, complimentary professional headshots, and meaningful connections with people who understand what it takes to build something of your own.

FreshBooks is business management software purpose-built for service-based solopreneurs and small teams. Through Small Talk, FreshBooks is creating opportunities for local business owners to connect, learn, and grow together.

Free coffee, community, and conversations that matter.

Small Talk Oakland
Wednesday, October 14, 2026 | 10a-2p
Oakstop, 2323 Broadway, Oakland
FREE – RSVP

Pierre R Michel

Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE*
*RSVP required
Categories: *Top Pick*, Community, Eating & Drinking, In Person, Lectures & Workshops, Sponsored
Venue: Oakstop
Address: 1721 Broadway, Oakland, CA

Wednesday, October 14, 2026

9:00 am   Japanese Tea Garden’s Free Admission Hour (Golden Gate Park)  FREE*
*Free from 9-10am on Monday, Wednesday and Friday; otherwise non-resident admission is $12 - $16 depending on the season. San Francisco residents are always free with valid ID
9:30 am   Westbrae Pumpkin Patch 2026 in North Berkeley (Sept. 18 – Oct. 31)  FREE*
*Free to browse, pumpkins $5-35 to purchase
11:00 am   Free Admission Day at Yerba Buena Center for the Arts (YBCA)  FREE
2:00 pm   Free Art Workshop: Hand Print Art  FREE*
*RSVP Required
4:30 pm   $1 Wing Wednesdays at Underdogs Cantina (SoMa)  FREE*
*No admission charge. Wings are $1 each.
5:00 pm   Making Faces: A Puppet Crafting Workshop with Creativity Explored  FREE*
*FREE w/ RSVP
5:30 pm   Workout Wednesdays at SF’s Union Square (Sept. 23-Oct. 14)  FREE*
*No RSVP required
6:00 pm   Free “Get Stuff Done” Night: Tackle Your To-Do List (SF Main Library)  FREE
6:00 pm   “Wiener Wednesday” Free Hot Dog Night at Rye (SF)  FREE*
*Every Wednesday, Free Hot Dogs with every Hornitos Cocktail purchase
6:00 pm   Free “Trivia ’66” Night (Mill Valley)  FREE*
*Free. Registration required. Each team member should register separately.
6:00 pm   The Science Scoop: Women’s Health Breakthroughs w/ UCSF Professor (SF)  FREE*
*This is a FREE lecture open to the general public, and all are welcome. No tickets or registration needed.
6:00 pm   The Science Scoop: Holly Ingraham  FREE*
*This is a FREE lecture open to the general public, and all are welcome. No tickets or registration needed.
6:00 pm   Free “Wonder” Workshop w/ SF Magician Andrew Evans (SF Main Library)  FREE*
*Free
6:00 pm   Salvi Soul Encuentro 2026: SF’s Free Salvadoran Culture Festival (Oct 14-18)  FREE
6:30 pm   Discover Southeast Asia Art Masterpieces: Angkor Wat & Buddhas (SF Main Library)  FREE
6:30 pm   Tantra & Pleasure Body Workshop (SF)  $54*
*From $54.13 Wed, Oct 14 • 6:30 PM
7:00 pm   Cat’s Corner w/ Sean Krazit’s Juniper Jazz Band  $15
7:00 pm   SF State’s Free Public Rooftop Stargazing Nights w/ Huge Telescope (October 2026)  FREE*
*Events are weather-dependent. Check the observatory's stories or follow its updates for confirmation each night.
7:00 pm   Black Hammer’s Free “Hopped Up” Trivia Night (Every Wednesday)  FREE
7:00 pm   The Laugh Boat: Local Brews & Free Comedy | SF  FREE
7:30 pm   FREE Comedy Night (Every Wednesday) at The Function (SF)  FREE*
*Exclusive free tickets with Eventbrite RSVP. Otherwise $20-25 at door. Please note like most comedy clubs, there is a two drink minimum per person
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