Win Maddox
Ship a Real AI Product with a LinkedIn AI PM and Solo Founder
McIntire School of Commerce - University of Virginia
LinkedIn
Successful clients at
2.5k
Expert mins
65
Followers
Available today
Starting at 11:30 PM UTC
Questions?
You can start chatting with Win before you get started.
Work with Win
Getting Started - Prototyping & Vibe Coding
$1,306.255h of coaching
Save $68.75
Build a Custom AI Agent or Automation
$2,47510h of coaching
Save $275
Getting Started - AI Agents & Automation
$1,306.255h of coaching
Save $68.75
About
As a Product Strategist at LinkedIn, I've supported transformative initiatives that leverage data-driven strategies and robust stakeholder collaboration to significantly boost revenue, product performance, and user engagement. Prior to that, I spent 3 years utilizing my data expertise and financial acumen to invest a $15 billion endowment into various private equity sectors. Over the past six years, I've channeled my expertise from these experiences into coaching professionals of all types — from early-career planning to technical interviewing—helping them achieve their top career goals. My clients have landed roles at top organizations such as McKinsey & Co., LinkedIn, DoorDash, and Google. Let's chat!
Win’s Build with AI Qualifications
Coaches professionally
Experience level: Manager
AI Certified
Completed Level 1 of Leland’s AI Builder Program
Win has helped clients get into these companies:
Most people have an app idea and no idea how to start. I fix that. I'm a Product Manager & Strategist at LinkedIn, and outside of work I do exactly what you're trying to do: I build and ship AI products on nights and weekends. My meal planning app NutriPlan AI reached 4,000+ organic users with 20% premium conversion, I run an autonomous AI agent that manages my job search, and my GPS walking game is live on TestFlight. All of it built solo with Claude Code, Cursor, and the modern AI stack. You don't need to be an engineer to do this. You need someone who has made every mistake already and can route you around them. The credentials behind the coaching: at LinkedIn I led a five person pod that took a GenAI recommendation product from zero to launch for 25 million users, and I co-defined an agentic AI roadmap with a $50M+ revenue target alongside executive leadership. I coach the way I build. We pick your idea, scope an honest MVP, choose the right tools for your skill level, and get a working product in front of real users. You leave every session with something that works, and you leave the engagement with something live.
Win can help with:
AI Agents
AI Automation
AI Ethics & Responsible AI
AI Fundamentals
AI Graphics Creation
AI Podcast Creation
AI Research
AI Tools & Integration
Prompt Engineering
Why do I coach?
I coach because it's a way to give back. I was a first generation college student coming from a family of small business owners, and therefore had no connections or help when it came to embarking on my career journey. I understand how difficult career progression can be when you don't have access to these resources, so I want to be able to share my own expertise with others to ease that burden.
Work Experience
Product BizOps
April 2022 - Present
Admissions Committee
Stakeholder Management, SQL and +4 skills
Investment Associate
University of Virginia
July 2019 - April 2022
Admissions Committee
• Invested UVA’s $15 billion endowment across 7 asset classes, performing new investment diligence and refining the existing portfolio • Collaborated with senior team members to craft diligence plans, perform analyses, establish data-driven investment theses, and bring recommendations to committee • Analyzed 50+ existing investments, evaluating underlying positions of each fund, changes in investment approach, and broader macroeconomic shifts affecting them • Performed top-down market research to develop UVIMCO’s strategic plans for new subsector investments
Sales and Trading Analyst
Nasdaq
June 2018 - August 2018
• Crafted Board of Directors strategy materials via collaboration with US and Swiss Heads of Market Services, detailing strategic positioning and shifting market dynamics with a focus on international expansion • Constructed analysis on market trends, competitor positioning, and customer needs within the US and European FICC markets, synthesizing it into formal reports for senior leadership • Partnered with the Options Industry Council to develop an educational options webinar teaching investors how to hedge using financial derivatives; ~2,000 investors streamed in 2018
Win was also given offers to work at
DoorDash
Instacart
Education
McIntire School of Commerce - University of Virginia
Bachelors, Concentrations in Finance and Management, Track in Real Estate
2015 - 2019
Grade: GPA - 3.9
Win was also personally admitted to
College of William and Mary
James Madison University
Virginia Polytechnic Institute and State University
Virginia Commonwealth University
5.0 average review
22 reviews
Overall rating
Win has helped clients get into these companies:
Getting Started - Prototyping & Vibe Coding
$1,306.255h of coaching
Save $68.75
Build a Custom AI Agent or Automation
$2,47510h of coaching
Save $275
Getting Started - AI Agents & Automation
$1,306.255h of coaching
Save $68.75
Build an MVP with Rapid AI Prototyping
$2,47510h of coaching
Save $275
Getting Started - AI Productivity
$1,306.255h of coaching
Save $68.75
Master AI Tools for Everyday Efficiency
$2,47510h of coaching
Save $275
Produce an AI-Generated Content Portfolio
$2,47510h of coaching
Save $275
AI Automation & Agents: Start-to-Finish
Starting at $2,47510h+ of coaching
Save up to $1,100
Win also coaches for AI Services, Break Into AI Careers, AI for Data & Analytics, AI for Product Development, Business Operations & Strategy, Business Analytics & Intelligence, Career Coaching, and Communication & Public Speaking. View all.