Caleb O. | Leland

Caleb O.

5.0

(3)

HBS & Stanford GSB Admit | Specializing in crafting your narrative

Studied at Harvard Business School

Worked at DoorDash

Available tomorrow at 2:30 PM UTC

Please message me separately about coaching on the weekends!

Protected by the Leland Experience Guarantee

Available tomorrow at 2:30 PM UTC

Please message me separately about coaching on the weekends!

Questions? Start chatting with this coach before you get started.

Caleb's Coaching Offerings

Craft Powerful MBA Essays

Craft winning MBA essays through brainstorming, drafting, and editing

Starting at $3605h+ of coaching

Boost Your MBA Applications

Targeted support to help you elevate your MBA applications

Starting at $1502h+ of coaching

Nail the MBA Interview

Practice realistic mock MBA interviews with a trained expert

Starting at $2253h+ of coaching

Custom hourly

Get help with Financial Aid & Scholarships, Editing, and .

Caleb’s MBA Qualifications

As a current MBA candidate at Harvard Business School, I have a personal understanding of the MBA application process, having been accepted to Stanford GSB, Columbia Business School, NYU Stern, MIT Sloan, and Kellogg, with several merit scholarships. My professional background includes strategic roles at DoorDash and consulting positions at Activate Consulting and EY-Parthenon, where I gained valuable insights into what top programs and companies seek in candidates. I have also participated in hiring and recruiting efforts, giving me a unique perspective on crafting standout applications. I was a peer writing coach at Brown University, and I have extensive writing experience with clients at all levels (including international mentees). I do not take a one-size-fits-all approach: I'm passionate about helping aspiring MBA candidates craft applications that highlight their unique strengths. Let's start telling your story!

Caleb can help with:

Financial Aid & Scholarships

Editing

Recommendations

Interviews

School Selection

Secondary Review

Application Strategy

Essays

Resume

View all of Caleb’s categories

About Caleb

Born and raised in Washington, DC, I have always enjoyed living and working surrounded by a global set of perspectives. I attended Brown University where I studied International Relations & French and spent several summers working in film & television, discovering a passion for storytelling in a digital environment. I worked in strategy consulting for 2 years, helping media organizations adapt to new ways audiences are consuming information, and then spent 3 years launching new business lines at DoorDash in a General Management function, deep-diving into user stories to create new products and solve unmet needs. I am now pursuing my MBA at HBS with the hope to continue exploring the intersection of media, technology, and storytelling.

Why do I coach?

Understanding different perspectives, whether through learning a new language or spending time in a different cultural environment, has always been important to the way I live. I coach because I get just as much as I give when working with clients to take their lived experiences and craft a compelling narrative. I believe everyone has something interesting to share: the hard part is figuring out how to communicate it. At Brown, I served as a peer writing coach (Writing Fellow) to 4-8 students per semester in academic and creative writing across humanities, social sciences, and STEM disciplines. I also served as a peer writing mentor to first-year students without strong writing backgrounds, providing feedback and guidance on academic writing during the first semester. I know how important it is to feel confident in presenting oneself, and I am committed to helping my clients put their best selves on display for admissions committees.

Work Experience

Strategy Manager

DoorDash

May 2022 - June 2025

Hiring Manager

P&L ownership with a focus on scaling the New Verticals business. Most recently working on consumer affordability, pricing, and new product development. Participated in hiring for 5+ roles ranging from Associate level (0-2 YOE) to Senior Manager level (8+ YOE).

Senior Business Analyst

Activate Consulting

August 2020 - April 2022

Hiring Manager

Tech, media, and entertainment management consulting firm. Focused on growth strategy and commercial due diligences (buy & sell side). Project work included digital publishing/news, streaming video, gaming, e-commerce, sports betting, online marketplaces, ad-tech, art/auctions, and film/TV production. Participated in on-campus and off-cycle recruiting efforts, interviewing 20+ candidates for summer and full-time consultant positions.

Marketing Intern

A24

August 2019 - May 2020

Interned with the Marketing & PR teams to publicize and conduct audience research for A24 theatrical releases, organizing test screenings during the 2019-2020 school year.