Talking Squarely About The New Realities of Selling Online

The past two years have been an emotional rollercoaster, and many business owners had to reinvent their companies in order to survive. Here, three business owners look back at the difficult decisions they had to make, what they learned in the process, and what is helping them continue to stay positive. Featuring Jesse Jacobs, owner of SamovarTea.com and Joyride Pizza in San Francisco, CA; Astrid Rivera, co-owner of Taming Turtle Cookies in Portland, OR; and Lauren Stovall, marketing director for men’s boutique Hot Sam’s in Detroit, MI.

The combined impact of the pandemic, challenging customer service issues, and staff and supply chain shortages has turned up the pressure across working environments. How are business owners keeping their sanity and supporting their employees through unpredictable and stressful moments? We talk to three business owners about how they've navigated the past two years when it comes to the mental health and wellbeing of their employees, their strategies for listening to employee needs, and how they balance supporting others with taking care of themselves. Featuring Krista Abel, owner of Dream Home Images in Santa Cruz, CA; Avani Modi Sarkar, co-owner of Modi Toys based in Edison, NJ; and Tony Vu, owner of MaMang restaurant in Flint, MI.

This holiday season was supposed to be a full-on celebration. But with the pandemic still ravaging parts of the US, how are business owners coping? What are the new challenges? And what are the big opportunities as they look to 2022? We talk to three business owners about what they learned from 2020, how they’ve pivoted for this holiday season, what challenges they expect to face even beyond the pandemic–from ongoing supply chain disruptions to exploring new revenue streams–and what they are hopeful about as they ring in 2022. Featuring Beau Coan, operations manager for Papa Noel Christmas Trees in Austin, TX; Kate Vourvoulis, co-owner of Good Luck Wine Shop in Pasadena, CA; and Kenneth Brown, co-owner of Sisters of the New South restaurant in Savannah, GA.

Throughout Season One of Talking Squarely, we’ve talked to business owners across America about the most pressing issues impacting their lives and livelihoods. In this episode, we’re taking a look back and talking about why Square decided to create the show, what we learned about business ownership, and some of the moments that stood out during the first season. Featuring host Nelson Murray in conversation with producers of Talking Squarely, Cindy Lewis, Square’s Head of Editorial, and Mallory Russell, Square’s Head of Content Marketing.

For many small business owners, there is a balancing act between running their shops, having a family, and, now, dealing with a global crisis. In this episode, we talk with three business owners about how they balance both the professional and personal, what that balance actually looks like, and how COVID-19 has changed their approach. Featuring Cheryl Tisland of Burst of Butterflies in Chandler, AZ; Samir Idnani of NaanStop in Atlanta, GA; and Danielle Mullen of Semicolon Bookstore in Chicago, IL.

As the world changes around us, businesses of all sizes are reimagining what and how they sell to customers. From the “new normal” to the “next normal,” business owners are leaning into a startup mentality — rethinking their pre-existing models of success and seeking out new or unforeseen opportunities. In this episode, we speak with two business owners who have evolved their businesses to meet the emerging needs of the time, and how this has shifted their thinking about long-term business planning and their vision for the future. Featuring Angel Anderson, owner of The Spice Suite in Washington, D.C. and Bailey Ryan, owner of PlantBar in Virginia and North Carolina.

COVID-19 has upended global trade. As the global supply chain moved in fits and spurts and infrastructure was rethought to accommodate just-in-time delivery, so too was consumer demand changing as consumers everyday habits dramatically changed. Locally, everything from farms to food processing plants have been affected by shutdowns, impacting how small businesses can restock their shelves. And regulations across the country have changed even what customers expect to see stocked on their shelves. In this episode, we speak with two businesses that have seen drastic shifts in their supply and demand. Featuring Ian VanDam of Civil Alchemy in St. Louis, MO and Karla Mancio, Head Roaster, Red Bay Coffee in Oakland, CA.

For many businesses, selling online is no longer a nice-to-have, it's a need-to-have. Instead of measuring success in foot traffic, businesses are thinking about clicks and online orders for the first time, which comes with its own challenges, many of them unanticipated, or even previously considered. We invited three business owners to discuss the reality of creating a successful online arm of their business when their previous focus was running and growing brick-and-mortar locations. Featuring Chef Leilani Baugh, owner of Roux and Vine in Oakland, CA; CJ Barone, owner of Empire Tea & Coffee in Newport, RI; and David Velasco, owner of The Mellow in San Francisco, CA.

Seasonality plays an important role in many businesses’ annual plans, as it often helps predict the ebb and flow of sales. But with the current state of the world, certain guaranteed seasonal boosts are less likely to come to fruition. We sit down with three business owners to discuss how they're preparing for these unexpected changes. Featuring Suzanna Cameron, owner of Stems Brooklyn in Brooklyn, NY; Kim Moistner-Bartlett, Kona Ice Franchise Owner and Chief Learning Officer; and Beau Coan, Chief Operations Officer of Papa Noel Christmas Trees in Texas.

As new health data and guidelines are released, reopening plans across the United States are ever-changing. And, for business owners looking to encourage customers to return to brick-and-mortar locations, prioritizing the health and safety of their employees and community is both a tactical and marketing challenge. We sit down with three business owners to discuss how they’re ensuring their community is not only informed about the types of precautions they’re implementing, but also ultimately feels comfortable revisiting their stores. Featuring Omar Kinnebrew, owner of Bespokuture in Atlanta, GA; Nicholas Pidek, owner of Foster Coffee Co. in Owosso, MI; and Dr. Jonathan Kaplan, owner of Pacific Heights Plastic Surgery in San Francisco, CA.