Obafemi Ajayi
5.0
(24)
I run an ai community helping financial professionals automate their job
1,320 min coached
31 followers
Studied at Stanford Graduate School of Business
Worked at Lead Edge Capital
Successful clients at
Available tomorrow at 5:00 AM UTC
Questions? Start chatting with this coach before you get started.
Obafemi's Coaching Offerings
Custom hourly · $226/hr
Get help with AI Automation, AI Deal Sourcing, and .
Obafemi also coaches for MBA, Private Equity, and Career Coaching. View all.
Obafemi’s Leland+ Resources
Access expert resources from Obafemi and hundreds of other coaches on Leland+
![Leveraging AI as Finance/Accounting Professionals [5/29/2026] (Recording)](https://customer-14xsjmjbqk93tdwp.cloudflarestream.com/85d804547cf1205c395e5fcde42daecb/thumbnails/thumbnail.jpg)
Obafemi’s AI for Finance Qualifications
Coaches professionally
Experience level: Associate
Obafemi has helped clients get into these companies:
I’ve lived both sides of this shift: I went from spending my days in Excel as a finance professional to spending my days building with AI tools like Claude Code and Codex. That means I understand how finance work actually gets done : the models, memos, sourcing lists, diligence, outreach, and repetitive analysis — and I also understand how AI builders think about turning those workflows into useful tools. I founded, a AI community where I teach professionals how to use the latest AI tools to automate real parts of their work. My coaching is practical and execution-focused: we will identify the repetitive parts of your finance workflow, then build agents, Claude Code skills, and automations that help you spend less time on manual work and more time on higher-leverage thinking. You will leave with tools you can actually use, not just prompts or theory.
Obafemi can help with:
AI Automation
AI Deal Sourcing
AI Due Diligence
AI Financial Modeling
AI Fundamentals
Automated Financial Reporting
Budgeting & Planning
Data Visualization
Expense Automation
Financial Forecasting
Fraud Detection & Prevention
Freelancing
Investment Research
Risk Assessment
Tax & Compliance Automation
Obafemi also coaches for MBA, Private Equity, and Career Coaching. View all.
About Obafemi
I've coached 4 deferred MBA applicants with a 100% M7 admit rate, including admits to Stanford (x2), Wharton, Booth, and Columbia. Separately via HeadStart Fellowship, I've helped 100+ students land roles at McKinsey, BCG, Bain, Goldman Sachs, Morgan Stanley, Blackstone, and other top firms. My background as a content creator (100K+ followers) means I think about applications differently. I don't just edit essays. I help you figure out what story you need to tell and how to make admissions committees feel something about you. Every strong application leaves the reader with one clear emotion, whether that's "this person is resilient" or "this person will change their industry." I'm really good at finding that narrative in your experiences and building your entire application around it. I specialize in everything except exam prep: essays, interviews, profile building, and recommender prep. If it involves storytelling, that's where I add the most value. Stanford GSB deferred admit (1 of ~30 selected globally). Founded HeadStart Fellowship serving 300+ underrepresented students. Former investor at Lead Edge Capital and General Atlantic. Graduated from UT Austin with internships at Goldman, Uber, and Opendoor.
Why do I coach?
I coach because I know firsthand how one mentor can change everything and I want to be that person for others who feel lost like I once did. Growing up as a Nigerian immigrant in Texas, I felt completely lost trying to navigate college and my career. At UT, I met Nairi, an upperclassman who became my mentor. She didn't just give me advice, she shared real resources, opened doors, and showed me what was possible. That mentorship changed my entire trajectory. I realized most students like me, first-generation, underrepresented, from families without corporate connections never get that kind of guidance. So I founded HeadStart Fellowship to scale what Nairi did for me. We've now helped 350+ students land internships and jobs at top firms. I've seen students go from battling homelessness to securing top roles and becoming confident leaders. These aren't just success stories, they're proof that the right guidance at the right time can completely change someone's life. My family sacrificed everything so I could have opportunities. That taught me we're all connected, and success means nothing if you don't lift others up with you. Coaching isn't just what I do, it's how I honor everyone who invested in me and pay forward the support that made my own success possible.
Work Experience
Investor
Lead Edge Capital
August 2024 - March 2025
Chairman of the Board
HeadStart Fellowship
July 2024 - Present
Fall Fellow / Mentor applications will be opening in July 2025
Strategy and Finance
Opendoor
January 2024 - August 2024
Open Exchange / Mainstay
Growth Equity investor
General Atlantic
July 2023 - August 2023
Enterprise Tech Team Summer Analyst
Investor
Norwest Venture Partners
October 2022 - December 2022
Growth Software Team Fall Analyst
Equity Research Intern
Putnam Investments
August 2022 - August 2022
Extern, Healthcare Technology
Global Markets Summer Analyst
Goldman Sachs
July 2022 - August 2022
CEO Founder
HeadStart Fellowship
December 2021 - July 2024
Empowering diverse students to achieve their career goals. Backed by Cambridge Associates, DE Shaw, General Atlantic, Insight Partners, Rothschild, Sixth Street (TPG) & more. See more below | Inquiries : [email protected]
Business Analyst
Shell
August 2019 - May 2020
Obafemi was also given offers to work at
Tesla
Morgan Stanley
Blackstone
Education
Stanford Graduate School of Business
Master of Business Administration - MBA
Deferred Admit (2+2) 1 of ~30 college seniors selected
McCombs School of Business (UT Austin)
Bachelor of Business Administration - BBA, Finance
Activities and societies: University Securities Investment Team(USIT), Black Business Student Association (BBSA), BLK Capital Managemen(BLK), Recalc Academy, HBS SVMP
24 Reviews
Overall Rating
5.0
Obafemi has helped Leland clients get into Stanford Graduate School of Business
Obafemi has helped clients get into these companies: