Mayin Joshi - Co-Founder & CEO of SquareDiff
Person Profile

Mayin
Joshi

Co-Founder & CEO, SquareDiff  ·  Growth Marketing Lead, Productboard

Building the experimentation layer for AI agents - because every team is still doing it by hand.

SquareDiff Productboard AI Infrastructure San Francisco Serial Founder
$680k
GMV in 3 months at 16
5+
Companies founded
Age 12
First business started

Catching up to someone already mid-stride

Mayin Joshi runs SquareDiff, an autonomous agent optimization platform that lets AI teams stop fiddling with prompts, models, and tools by hand. The platform experiments for you - finding the fastest, cheapest, most reliable configuration of any given agent - while you actually build the product that matters. He co-founded it while simultaneously serving as Growth Marketing Lead at Productboard, where he was the youngest hire in company history when he joined in September 2025.

By the time Joshi moved to San Francisco at 18, he had already run four companies. Not side projects - real operations with real revenue. A sneaker marketplace that scaled to $680,000 in gross merchandise value in three months. An agency that billed five figures monthly at age 16. A CRO and analytics firm whose client list read like a streetwear and consumer tech who's-who: Crypto.com, Culture Kings, Abercrombie, Lulus, WeMod.

The thread connecting all of it: a compulsive need to understand how systems work and then make them work better. He taught himself bot automation and proxy management as a pre-teen to win sneaker drops. He studied retrieval-augmented generation and agentic architecture in his teens. He moved to SF with angel commitments in hand. Now he's building infrastructure for the AI era.

Context is key.

- Mayin Joshi

That three-word GitHub bio is not accidental. It doubles as a mission statement. His technical obsession with RAG systems - the retrieval mechanisms that give AI agents memory and situational awareness - informs everything from SquareDiff's architecture to the way he thinks about growth marketing. What does the system know? What context is it missing? How do you close that gap?

At Productboard, Joshi works cross-functionally across product, data, engineering, and GTM to design and execute new growth initiatives. He is not running campaigns. He is building the machinery that makes growth reproducible - a distinction that matters to him considerably.

$680k
Kick Vault GMV (3 months)
6-fig
Revenue by age 13
5+
Companies founded
2025
SquareDiff launched

$180 and a pair of Jordans

It started with sneakers. Most stories about teenage entrepreneurs involve lemonade stands or lawn mowing. Joshi's involves bot automation software, proxy networks, and secondary market logistics. At twelve, he figured out that limited-edition sneakers were a denominated asset - predictable scarcity, liquid market, quantifiable spread between retail and resale. He put in $180 and started learning.

By thirteen, he had six-figure revenue. By fourteen, six-figure profit. He had also taught himself the technical infrastructure behind sneaker copping: how automated purchasing bots work, how proxies obscure requests, how to manage inventory at scale. These were not trivial skills. The sneaker resale market is adversarial - platforms actively fight automation, and only operationally sharp players survive.

When he was sixteen he took that operational knowledge and formalized it. Kick Vault launched as an invite-only B2B marketplace connecting secondary-market retail stores with bulk streetwear sellers. It was not a consumer app - it was infrastructure for the industry he already knew. Three months in: $680,000 in GMV. The business had legs, and Joshi had proven he could build something other people needed.

Around the same time, he launched an organic social marketing agency for consumer tech and gaming companies - clients like Crypto.com and WeMod - and scaled it to five-figure monthly recurring revenue at sixteen. Then came Expocord, a conversion rate optimization and data analytics agency, which added Lulus, Abercrombie, and Culture Kings to the roster.

Eighteen and headed west

He graduated high school early - at seventeen - which tells you something about how he relates to conventional pacing. At eighteen, he moved to San Francisco. Not for a job. Not for college. To be where the things he cared about were happening.

He attempted a fintech startup called Lop, raised angel commitments, then hit legal barriers and paused. That story - raise money, hit a wall, learn, pivot - is not a failure; it is what building things actually looks like. Most people who haven't done it think the hard part is the idea. The hard part is navigating the wall you didn't see coming.

He spent the next period consulting for seed-to-Series-C startups across robotics, consumer AI, and B2B SaaS, and simultaneously going deep on generative AI architecture. Not reading blog posts - studying RAG systems, agentic retrieval, multimodal models. Building things to understand how they work. By 2025 he had founded both SquareDiff and Rylo (a fashion shopping app using multimodal AI and personalization), and joined Productboard as their first growth hire.

The through-line from sneaker bots to autonomous agent optimization is not as strange as it sounds. Both are about making systems work reliably at scale in adversarial or high-variance environments. The domain changed; the approach did not.

From $180 to AI infrastructure

2018 - 2019
Started sneaker reselling at age 12 with $180 - learned bot automation, proxies, and secondary market mechanics
$180 → 6-figure revenue
2019 - 2020
Scaled sneaker operation to six-figure profit by 14; built deep operational expertise in automated purchasing infrastructure
2021
Founded Kick Vault - invite-only B2B marketplace for bulk streetwear connecting secondary retail stores with sellers
$680k GMV in 3 months
2022
Launched organic social marketing agency for consumer tech and gaming (Crypto.com, WeMod); 5-figure MRR at age 16
2022 - 2023
Founded Expocord - CRO and data analytics agency; clients include Culture Kings, Lulus, Abercrombie, Crypto.com
2024
Founded fintech startup Lop; relocated to San Francisco at 18; raised angel commitments; halted on legal barriers
2024 - 2025
Growth consulting for seed-to-Series-C startups (robotics, consumer AI, B2B SaaS); studied RAG systems and agentic retrieval
2025
Co-founded SquareDiff (autonomous agent optimization); founded Rylo (multimodal AI fashion); joined Productboard as youngest-ever hire

Autonomous agent optimization - the problem nobody wants to do by hand

Every AI team building agents faces the same grind: which model? Which prompts? Which tools? In what combination? The answer changes as models improve, as costs shift, as latency requirements tighten. Right now, most teams run these experiments manually - a slow, expensive, non-reproducible process that distracts from actually building the product.

SquareDiff automates that loop. Feed it an agent, and it systematically experiments across prompts, model choices, tool configurations, and more - finding the version that's fastest, cheapest, and most reliable for your specific use case. The platform runs the grunt work. The team runs the product.

It sits in the AI infrastructure and developer tools space, targeting AI teams who are past the prototype stage and into the optimization problem. That is an increasingly large and increasingly frustrated audience.

Joshi's co-founder at SquareDiff is Mayank Singamreddy. The technical foundation reflects Joshi's own period studying agentic retrieval - he built the thing he needed to understand first.

Prompt v1
GPT-4o
Prompt v3
Claude 3.5
Prompt v2
Gemini Pro
Best Agent Found ✓
COST
-43%
SPEED
+2.1x
RELIABILITY
98.7%
SquareDiff - autonomous experimentation for AI agents

Every company, the story

SquareDiff
AI Infrastructure · 2025 - Present
Autonomous agent optimization platform. Experiments across prompts, models, and tools to find the best-performing agent configuration - automatically. Built for AI teams moving from prototype to production.
Co-Founder & CEO
Productboard
SaaS · Growth Marketing · Sep 2025 - Present
Product management platform. Joined as Growth Marketing Lead - hire #1 in growth and the youngest employee in company history. Works cross-functionally across product, data, engineering, and GTM.
Youngest hire ever
Rylo
Consumer AI · Fashion · 2025
Fashion shopping app built on multimodal AI and personalization. Applied Joshi's deep study of multimodal technology to the consumer fashion discovery problem.
Founder
Expocord
CRO & Data Analytics Agency · 2022 - 2024
Conversion rate optimization and data analytics agency. Clients included Crypto.com, WeMod, Culture Kings, Lulus, and Abercrombie & Fitch. Built on analytical foundations from years of sneaker market arbitrage.
Founder
Kick Vault
B2B Marketplace · 2021
Invite-only marketplace connecting secondary-market retail stores with bulk streetwear sellers. Operationalized years of sneaker resale knowledge into a B2B platform. Reached $680k GMV in 3 months.
$680k GMV in 3 months
Lop
Fintech · 2024
Fintech startup founded on arrival in San Francisco at 18. Raised angel commitments. Paused when legal barriers surfaced. Demonstrated capacity to raise capital and take product to funding stage.
Angel funding secured

The youngest hire in a company with 340 employees

Productboard is a $257.7M-funded product management platform - Series D, based in San Francisco - built around the idea that product teams need a single place to understand customer needs, prioritize features, and align the company around a roadmap. It competes on clarity and alignment in a space where most product decisions still happen in Slack threads and shared spreadsheets.

When Joshi joined in September 2025 as Growth Marketing Lead, he became hire #1 in the growth function - meaning he was building the function, not filling a seat in one. His mandate: design and execute growth initiatives full-funnel, working with product, data, engineering, and GTM. The kind of cross-functional generalist role that either suits someone perfectly or destroys them. Joshi, predictably, is suited for it.

His take on inbound GTM in 2025 is characteristic: "it's about signals, demand, and systems - not just content." Most growth operators are still wiring together content calendars. He is thinking about what signals indicate purchase intent, how demand is structured, and what systematic process captures it reliably. Different frame, different results.

The fact that he runs this role while simultaneously co-founding SquareDiff is the detail that most people find hard to hold. It is, at minimum, evidence of unusually high energy and a very efficient relationship with time.

Productboard Context

  • Founded by Hubert Palan and Daniel Hejl
  • $257.7M total funding raised
  • Series D (Feb 2022, $125M round)
  • 340 employees globally
  • Headquarters: 333 Bush St, San Francisco, CA
  • Annual revenue: $38.6M
  • Customers include enterprise software companies worldwide
  • Technology stack: React, TypeScript, GraphQL, Kubernetes, Snowflake, and more

How he operates

⚙️
Systems Thinker
Looks for the underlying mechanism, not the surface behavior. From sneaker bot logic to RAG architecture.
🔁
Cross-Functional
Works across ops, growth, marketing, product, data, and engineering. Generalist by design, not default.
High Autonomy
Seeks roles with minimal hand-holding. Built his first real operation before anyone thought to give him one.
📐
Data-Driven
CRO agency background. Growth is signals, demand, and systems - not gut feelings and campaigns.
🧠
Self-Taught
Graduated high school early. Taught himself bots, proxies, RAG, agentic systems. School was optional; learning was not.
🃏
Strategic Player
Poker, chess, aerospace - hobbies built around thinking several moves ahead under uncertainty.
🏗️
Builder-Operator
Not content to consult. Always building something alongside, behind, or in parallel with everything else.
📍
Context-Obsessed
"Context is key" - three words, entire worldview. AI agents, growth systems, poker hands: they all depend on what you know and when.

In his own words

Context is key.

GitHub bio - and something close to a life philosophy

Inbound GTM in 2025 is about signals, demand, and systems - not just content.

On growth marketing, shared via LinkedIn

Building AI products isn't about chasing hype - it's about solving real customer problems.

On AI product development

The details that define him

01
Started his first business at 12 with $180 in sneaker reselling - teaching himself bot automation and proxy networks before high school.
02
Hit six-figure revenue by 13 and six-figure profit by 14. The distinction matters: profit requires operational discipline, not just volume.
03
His GitHub profile bio is exactly three words: "Context is key." - a nod to his technical focus on retrieval-augmented generation and agentic AI.
04
Graduated high school a year early at 17, then relocated to San Francisco at 18 - not for college, but to be where the interesting problems were.
05
Maintains a dedicated poker website at mayinpoker.com. Poker and agentic AI share more than you'd think: both require reasoning under incomplete information.
06
Was Productboard's youngest hire ever when he joined in September 2025 - a company with 340 employees that had raised $257.7M.
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