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Win M.

Win Maddox

Build AI Products People Keep Using. My App Hit 60% Week-2 Retention.

  • McIntire School of Commerce - University of Virginia Logo

    McIntire School of Commerce - University of Virginia

  • LinkedIn Logo

    LinkedIn

  • 2.9k

    Expert mins

  • 70

    Followers

Available tomorrow

Starting at 12:00 PM UTC

Questions?

You can start chatting with Win before you get started.

Work with Win

About

I build with AI, and I coach people to do the same. On my own, I built NutriPlan, an AI meal planning app, solo and full-stack. I grew it to 4,000+ organic users with 60% week-2 retention. I also shipped WalkMap, a street-exploration app, to the App Store, and I run a personal AI agent every day for real work. By day, I'm a Product BizOps Manager at LinkedIn. I work on product strategy and operations, and I spend part of my time on hands-on product projects, including a 0-to-1 GenAI product. I also built the Claude Code workflows my team uses. Before LinkedIn, I spent three years on the investment team for UVA's $15B endowment. I've coached for several years, with a 5.0 rating across 23 Leland reviews. Clients have landed at Google, AWS, Bain, Deloitte, and LinkedIn. I work with career switchers, with operators and analysts who want AI to do real work, and with non-technical people who want to ship something. Sessions are hands-on. We work on your actual problem, and you leave with something that works and a plan for what's next.

Win’s AI for Product Development 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:

Building an AI demo is easy now. Building an AI product people come back to is the hard part, and that's what we work on. On my own, I took NutriPlan from idea to 4,000+ organic users, 20% premium conversion, and 60% week-2 retention. I also cut its AI image costs 92% by moving to a custom model. At LinkedIn, part of my role is product work, including sizing new opportunities and contributing to a 0-to-1 GenAI product. This is for PMs, founders, and builders making AI product decisions. We'll work on the calls that decide whether a product survives: - picking the right problem - scoping the MVP - choosing models and controlling AI costs - measuring retention You'll leave with: - a scoped MVP or roadmap - a cost model for your AI features - the metrics that tell you whether it's working

Win can help with:

AI Agents

AI Automation

AI Product Design

AI Roadmap Development

Feature Prioritization

Freelancing

LLM-Optimized Code Base

Product Strategy

Prototyping with AI

QA

Scoping & Requirements

User Research & Insights Automation

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

LinkedIn Logo

Product BizOps Manager

LinkedIn

May 2022 - Present

Product strategy and operations. Part of my time goes to hands-on product projects, including a 0-to-1 GenAI product. I built Claude Code workflows my team uses for monitoring, inbox triage, and refreshing strategy docs.

University of Virginia Logo

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

Nasdaq Logo

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 Logo

    DoorDash

  • Instacart Logo

    Instacart

Education

McIntire School of Commerce - University of Virginia Logo

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 Logo

    College of William and Mary

  • James Madison University Logo

    James Madison University

  • Virginia Polytechnic Institute and State University Logo

    Virginia Polytechnic Institute and State University

  • Virginia Commonwealth University Logo

    Virginia Commonwealth University

5.0 average review

23 reviews


Overall rating

5
4
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2
1

Knowledge

5.0

Value

5.0

Responsiveness

5.0

Supportiveness

5.0


Win has helped clients get into these companies:


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