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Steven D.

Steven Deepee

Break into Strategy & Ops in Tech (AirGarage; ex-Scale AI, Instacart & IBM)

  • Chicago Booth Logo

    Chicago Booth

  • AirGarage Logo

    AirGarage

  • 9.6k

    Expert mins

  • 108

    Followers

Available Sunday

Starting at 5:00 PM UTC

I can always make time outside of the available hours listed if you have a particular scheduling constraint but think that I can support you for your specific goals. Just let me know!

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About

  • Customer favorite

    In the top 10% of Business Operations & Strategy experts on Leland

Steven’s Business Operations & Strategy Qualifications

Experience level: Director

100+ people coached for Business Operations & Strategy

Steven has helped clients get into these companies:

Welcome to my profile! I am passionate about the intersection of business and technology. I have an MBA from The University of Chicago Booth School of Business and hold a BS in Business Administration from UNC Kenan-Flagler. I have supported Admissions Committee interviews and TA'd Negotiations classes at Chicago Booth. From a professional perspective, I am currently Head of Operations at AirGarage, a Series B startup, after spending my first 1.5 years at the company as a GM, owning an 8-figure P&L. Prior to this, I led strategic pilot projects at Scale AI in the Generative AI space. Prior to this, I worked at Instacart for over 5 years where I helped scale Operations from Series D all the way through IPO. My experience began when I learned to solve for cold starts by launching markets across the US and Canada. Eventually this turned into a Senior Manager role where I led strategy and operations for our Canadian markets. Prior to Instacart, I have experience as a IBM Digital Strategy Consultant supporting retail clients. Over the years, I have successfully coached several individuals, helping them navigate the complexities of business strategy and operations. Whether you're looking to break into top companies, advance your career, or considering a top MBA program, I'm here to provide tailored guidance. Feel free to reach out to start your journey towards success!

Steven can help with:

AI Fundamentals

Business Strategy Development

Competitive Analysis

Cover Letters

Interview Prep

LinkedIn Review

Market Research

Negotiation Skills

Networking Strategy

Operations Management

Process Improvement

Project Management

Resume Review

Why do I coach?

I have always been taught to pay it forward. If it had not been for tutors and coaches growing up, I would not have been fortunate enough to attend the schools I did and work at some of the companies I have been able to land roles at. The business school and tech/consulting markets are highly competitive and if I can help make the Admissions process or Interview process respectively even 1% easier for somebody else, it's more than worth it to me. I hope I can help you achieve your goals similar to how my mentors helped me!

Work Experience

AirGarage Logo

Head of Operations

AirGarage

May 2026 - Present

Hiring Manager

Lead our GMs to grow our national P&L

AirGarage Logo

General Manager

AirGarage

December 2024 - May 2026

Hiring Manager

GM for Operations owning a regional P&L for our business

Scale AI Logo

Senior Strategic Projects Lead

Scale AI

June 2024 - September 2024

Lead strategic pilot projects in Generative AI

Instacart Logo

Strategy and Operations Senior Manager

Instacart

September 2023 - February 2024

Hiring Manager

Collaborated w/ Executive Leadership to propose Instacart’s growth strategy for the Canada market across selection, product, & awareness; drove $XXM in incremental gross transaction value on the platform in market

Instacart Logo

Expansion Manager

Instacart

November 2021 - August 2023

Hiring Manager

Led a team of multiple Analysts to drive growth in US & Canada markets; solved multiple cold starts to facilitate operational market entry into net new markets

Instacart Logo

Senior Program Manager

Instacart

November 2020 - October 2021

Led Instacart's go to market strategy and market entry into it's first dual language geography, Quebec in Canada

Instacart Logo

Market Manager

Instacart

October 2019 - October 2020

Hiring Manager

Managed Instacart's operations in the Mid-Atlantic and Southeast

Instacart Logo

Area Manager

Instacart

June 2018 - September 2019

Hiring Manager

Piloted Instacart's first prescription delivery program and led operations in the Mid-Atlantic region

IBM Logo

Strategy Consultant

IBM

June 2017 - June 2018

Consulted for some of the largest retailers in the US

EY Logo

Summer Business Advisory Consultant

EY

June 2016 - August 2016

Intern in EY's BAP sector

Education

Chicago Booth Logo

Chicago Booth

Master of Business Administration - MBA | Concentrations - Economics, Behavioral Science, & Strategy

2022 - 2024

Admissions Committee Experience

Activities and societies: Chicago Booth Admissions Committee | TA for Negotiations Part-Time MBA Program | Chicago Booth Merit Scholar | Dean's List | Graduated with Honors

UNC Kenan-Flagler Business School Logo

UNC Kenan-Flagler Business School

Bachelor of Science - BS, Business Administration | Concentrations in Consulting & Entrepreneurship

2013 - 2017

Activities and societies: President of Consulting Club | President of Kenan-Flagler Ambassadors | Founder & President of UNC Table Tennis Club Team Graduated with Distinction | Dean's List | Core Values Award: Leadership | Academic Awards: Consulting

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Steven has helped clients get into these companies:


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