Sameer Bajaj — Homepage Directions
Four distinct visual architectures designed to replace the card-trapped bio with effortless, clean typography—guided by the quiet confidence of ovsh.site.
Sameer Bajaj
Building products at Affirm. Previously did ads and platform at Twitter. Here you'll find my side projects, essays, and notes on books I've read.
Side Projects
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Lenny's Time Capsule
(2026) — Personalized wisdom from product leaders featured on Lenny's Podcast matched to your exact company situation. -
EnhancedSkills
(2026) — Native macOS app to inspect, evaluate, and manage AI agent skills across providers. -
Cradlewise Sleep Lab
(2026) — Analytics dashboard built by reverse-engineering my smart crib's API. Detailed sleep architecture and CSV data export. -
Codex Accounts
(2026) — macOS menu bar app that monitors Codex CLI quota across multiple OpenAI accounts at a glance. -
KindleWise
(2026) — Transform messy Kindle clippings into structured notes with highlight search and Readwise export. -
All side projects →
(12+ tools) — macOS apps, Chrome extensions, and web utilities.
Selected Writing
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How Cursor Can Win
(2025) — A product strategy breakdown of AI code editors, zero switching costs, and where the real moat lies. -
Manufacturing Your Own Luck
(2025) — How Petr Cech's penalty research and Andre Agassi's hidden tell prove luck is often invisible, hyper-specific preparation. -
Separation of Tasks
(2025) — An Adlerian framework on unlearning the need for control and turning relationship anxiety into support. -
The Magic Disappears
(2025) — Why Xerox PARC fumbled the GUI, and what Daniel Ek's warning on focus teaches builders about protecting what made them great. -
All essays & writing →
Book Notes
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Good Strategy Bad Strategy
by Richard Rumelt — The foundational guide on diagnostic kernels, guiding policies, and why most strategy is fluff. -
Understanding Michael Porter
by Joan Magretta — The essence of competitive advantage, five forces, and why competition in business isn't about being the best. -
Hero of the Empire
by Candice Millard — Churchill's formative, audacious years as an ambitious young war correspondent in South Africa. -
Endurance
by Alfred Lansing — Shackleton's shipwreck and the ultimate case study in crisis leadership and perseverance. -
Statistics Done Wrong
by Alex Reinhart — Essential traps of p-values, power analysis, and hidden incentives in scientific studies. -
All book notes →
(50+ books)
Newsletter
If you'd like an occasional note when I publish a new essay, tool, or book summary, you can subscribe to my newsletter → (roughly once a month, zero spam).
Connect
What works
Unbelievably calm. Zero cognitive load. Readers immediately understand who you are and sink directly into your essays without being distracted by boxes or colored underlines.
What risks
Very austere. If you want any visual imagery, avatar photography, or interactive cards, this eliminates all of it in favor of pure typography.
Pick this if
You want the closest cousin to ovsh.site: a timeless, high-conviction writer/thinker broadsheet.
Sameer Bajaj
Obsessed with product craft, simple software, and great books.
Product Manager by day, software tinkerer by night. I write about AI product strategy, lessons from legendary teams, and observations on living well.
Selected Essays
4 featuredCurrent Focus & Philosophy
What works
Balances extreme cleanliness with polite interactive affordances (subtle row hovers, reading time metadata, warm paper background).
What risks
Has a bit more structure (top metadata bar, row hover backgrounds) which is slightly less raw than Miki's pure unadorned document.
Pick this if
You love the bookish serif feel of ovsh.site but want modern web touches like reading times and gentle hover feedback.
What works
Extremely efficient use of horizontal desktop space. The reader never loses sight of who you are while scrolling through your body of work.
What risks
On narrow screens and phones, the sticky sidebar must drop into a linear top stack, so the experience bifurcates slightly across devices.
Pick this if
You want a contemporary studio/portfolio masthead look popular among modern product designers and founders.
Sameer Bajaj
Product craft, simple software, and great books.
Product Manager by day, software tinkerer by night. Documenting essays, tools, and reading notes from Los Angeles.
| 01 |
How Cursor Can Win
What Cursor gets right about AI-native product & moats
|
2025 |
| 02 |
The Team That Built Revolutionary Products
Lessons from the original Apple Mac team
|
2024 |
| 03 |
Steve Jobs: The Lost Interview
Transcript notes from my favorite interview of all time
|
2024 |
| 04 |
PSA: Don't Outsource Your Writing to AI
Why the thinking is the point
|
2025 |
| 01 |
Breathwork
Minimalist Mac & iOS breathing pacing utility
|
2026 |
| 02 |
Loadout
macOS menu bar utility for local agent telemetry
|
2025 |
What works
Unmatched scanning speed. The numbered tabular rhythm conveys prolific building and archival order.
What risks
Feels more technical/engineered and slightly colder than the warm literary vibe of Variant A and B.
Pick this if
You want your homepage to feel like a high-density, cataloged personal archive of software and thoughts.
How to pick your direction
Choose based on how you want someone to feel in the first 5 seconds on your page:
ovsh.site broadsheet: timeless, calm, bookish, zero decoration.