Customer Profitability Roundtables

 

Next Roundtable: 2. 11. 26

Register

 

TOPIC: Scaling Profitably - How Retail Chains Are Using AI to Drive Sales, Retain Talent, and Protect Margins

What you can expect when participating in our Roundtables:

Roundtable discussions aimed towards growing long-lasting relationships with other influential leaders across the US

Research-driven thought leadership on people experience design and strategy tailored, tailored towards the workforce of 2022

Best practice collaboration to equip your organization with people-improving factors to succeed this year

executive roundtable Series

2. 11. 26 Roundtable

Overview & Agenda

Join us from 1 - 2 pm ET on Wed Feb 11th for a private virtual roundtable with other CEOs and senior executives from retail and restaurant brands across the US and Canada. We’ll explore practical ways AI is being used to increase sales, improve operating margins and elevate customer service excellence.

We'll keep things fairly informal, but will make sure to cover the following:

Introductions and Executive Spotlight on Raymone Simpkins, CEO of Outpost Co-op Grocers, an AI trailblazer leading a team of 350+ and serving over 23,000 member-owners across multiple locations.

Roundtable Discussion on how retail leaders are using practical AI tools to increase sales, reduce team turnover, improve margins and raise customer service standards.

Q&A + Best Practice Sharing on how to govern and scale AI applications across multiple locations while avoiding the common pitfalls that erode trust and performance.

Executive Spotlight

Raymone Simpkins

CEO
Outpost Co-op Grocers

Raymone Simpkins is a community-rooted retail operator and early adopter of AI. He’s focused on building customer loyalty and profitability through AI-assisted operations, creative merchandising, and inventory optimization across multi-site operations. With over 13 years of leadership in fast-paced, mission-driven environments, he brings a practical, results-oriented approach to AI innovation that delivers ROI while staying true to Outpost Co-op’s community mission and values.

He also serves in governance and advisory roles with the Hunger Task Force, National Co+op Grocers, and the UW Center for Cooperatives, helping strengthen organizations focused on equity, access, and long-term sustainability. Outside of work, Raymone is a passionate advocate for food access and dignity, helping mobilize community partnerships that expand food security across Wisconsin.

Raymone Simpkins
Executive Host

Dale Dubberley

Founder
Drive Growth Management

Dale Dubberley is a seasoned entrepreneur and former enterprise technology consultant with over four decades of experience in business strategy, retail operations, and designing systems that accelerate growth. She has founded and scaled businesses in the restaurant, retail, hospitality, and manufacturing sectors, gaining deep insight into thriving in competitive markets.

As founder of Drive Growth Management, Dale helps mid-sized retail and service chains scale profitably by transforming disconnected tools and data into an AI-powered Retail Growth Engine. Her proven frameworks and plug-and-play AI applications that build customer loyalty, team productivity, marketing ROI, and operations efficiency. She empowers executives to drive more profitable, predictable growth.

Dale Dubberley

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Wed Feb 11th from 1 - 2 pm ET

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About us

Who We Are

We enable mid-sized retailers to punch above their weight using proven strategies and AI powered technology that the top 1% of organizations use to give them a competitive advantage. Our process is designed to help accelerate growth in both sales and profits.

OUR EXECUTIVE NETWORK

Our Growth Management System

We implement an integrated, plug-and-play platform for mid-sized retailers with real-time communications, business systems automation and AI that gets all your data in one place and uses AI to help you find and remove growth blockers and realize growth opportunities. Get customer experience, employee experience, marketing and operations management working together to drive growth.

OUR EXECUTIVE NETWORK

 

Next Roundtable: 2. 11. 26

Register