Sterling Douglass

Sterling Douglass Profile Photo

CEO, Chowly

135
May 5, 2026

Inside the AI Shift Happening in Independent Restaurants

Sterling Douglas returns to Hospitality Hangout to break down how AI is rapidly reshaping the restaurant industry and why operators are adopting technology faster than ever before. As the CEO of Chowly, Sterling shares how the platform has evolved from third-party marketplace integrations into a full-suite solution powering everything outside the four walls of the restaurant, including marketing, websites, and digital guest interactions. The conversation dives into how AI is quietly becoming ...
11
April 2, 2024

How This Tech Duo Tackles Restaurant Marketing Challenges Head-On | Season 11, Vol. 11

In today’s episode of Hospitality Hangout, Michael Schatzberg, “The Restaurant Guy,” and Jimmy Frischling, “The Finance Guy,” are joined by Sterling Douglass, Co-Founder and CEO of Chowly, Inc., and Andrew J. Nash, CEO of Targetable. Sterling and Andrew talk about Chowly’s recent acquisition of Targetable and the benefits this strategic move brings to restaurant operators. They discuss their combined vision of creating an all-in-one digital ordering and marketing solution tailored specifically ...
119
Feb. 14, 2023

Chowly Announces Acquisition of a Guest Experience Platform | Season 8, Vol. 21

In the latest episode of Hospitality Hangout, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “The Finance Guy” chat with Sterling Douglass, Co-Founder & CEO of Chowly. Douglass says “Chowly is a leading point-of-sale integration company. We're enabling restaurants to expand and maintain different off-premise capabilities. So you know today we're seamlessly integrating orders from all the biggest platforms. So, Grubhub Uber Eats, DoorDash, and when Google food ordering came out las...
97
Sept. 6, 2022

Best of Who Would You Beat

This month on Hospitality Hangout, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “The Finance Guy” are taking a break from their usual interview episodes and bringing you a Best Of season of all your favorite segments. They bring back “Best Of” old favorites such as “Which Came First” and “The Crystal Ball Moment.” In this episode they feature a Best Of Who Would You Beat Quickfire question with special guest and Co Founder & CEO at Chowly, Inc., Sterling Douglass. Schatzberg and...
96
Aug. 29, 2022

Best of Top of the Tech Stack

This month on Hospitality Hangout, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “The Finance Guy” are taking a break from their usual interview episodes and bringing you a Best Of season of all your favorite segments. They bring back “Best Of” old favorites such as “Top of the Tech Stack” and “Which Came First.” In this episode they feature a Best Of Top Of The Tech Stack with special guest, Sterling Douglass, Co Founder & CEO at Chowly, Inc. Top of the Tech Stack first made an ...
95
Aug. 22, 2022

Best of Which Came First

This month on Hospitality Hangout, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “The Finance Guy” are taking a break from their usual interview episodes and bringing you a Best Of season of all your favorite segments. They bring back “Best Of” old favorites such as “Best of On The Road” and “Top of the Tech Stack.” In this episode they feature a Best Of Which Came First with special guest and Co Founder & CEO at Chowly, Inc., Sterling Douglass. Frischling says, “the idea for thi...
93
Aug. 12, 2022

Best of Talking Back

This month on Hospitality Hangout, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “The Finance Guy” are taking a break from their usual interview episodes and bringing you a Best Of season of all your favorite segments. They bring back “Best Of” old favorites such as “Top of the Tech Stack” and “The Branded Quickfire.” In this episode they feature a Best Of Talking Back with special guest and Co Founder & CEO at Chowly, Inc., Sterling Douglass. When Schatzberg and Frischling start...
60
Dec. 14, 2021

BRANDED FROM THE ROAD AT RLC

In the latest episode of Hospitality Hangout podcast, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “ The Finance Guy” were on the road at the Restaurant Leadership Conference in Arizona. Schatzberg and Frischling chat with Steve Heeley, chief executive officer at Pokéworks, Dirk Izzo, president and general manager at NCR Hospitality, Sterling Douglass, co-founder and chief executive officer at Chowly,Inc., and Alan Hickey, co-founder of VROMO. Heeley from Pokéworks stops by and ...
48
Sept. 27, 2021

LIVE FROM FSTEC

In the latest episode of Hospitality Hangout podcast, Michael Schatzberg “The Restaurant Guy” and Jimmy Frischling “ The Finance Guy” take the show to the first in-person trade show, FSTEC 2021 where restaurants and technology connect. Schatzberg and Frischling chat with Wade Allen, senior vice president, head of innovation at Brinker International, Inc., Derek E. Canton, chief executive officer and founder at Paerpay, Sterling Douglass, co founder and chief executive officer at Chowly, Inc., an...
4
April 30, 2020

COVID-19 Food Safety Standards Vol. 4: Chowly

In the final part of this four part Coronavirus series of the Hospitality Hangout Podcast, Michael Schatzberg Schatzy “The Restaurant Rabbi” and Jimmy Frischling “The Finance Guy” chat with Sterling Douglass, founder and chief executive officer of Chowly, to discuss innovative ways around operating during the Coronavirus crisis. This syndicated content is brought to you by Branded Strategic Hospitality. Episode Credits: Produced by: Branded Hospitality Media Hosted by: Michael Schatzb...