A Career Retrospective

THE AKASH
SAHA STORY

One engineer. Three industries. Two acquisitions. Zero micromanagement required.

  98% Match • 2008–2026 • EM • 5 Seasons

A quant-fund engineer walks into a fintech startup. Then another. Then an acquisition. Then another. What follows is a decade-and-a-half arc of shipping impossible things on impossible timelines — and a finale that's still unwritten. Based on a true career.

Starring: Akash Saha as Engineering Manager  ·  Also featuring: Winton, The Music Fund, HIFI, Block  ·  Executive Producer: Jack Dorsey (cameo, Season 5)

Akash Saha
Akash Saha
as Engineering Manager

Seasons

Five seasons released · one in production
Winton logo
Season 1 · Pilot
Junior to Vice President
Vice President
2008–2017 · Winton
Winton San Francisco logo
Season 2
The San Francisco Spin-off
Senior Vice President
2017–2019 · Winton US
The Music Fund logo
Season 3
MVP to Market
VP of Engineering
2019–2021 · The Music Fund
HIFI logo
Season 4
The Acquisition
Principal Full-Stack Engineer
2021–2023 · HIFI
Block logo
Season 5 · Latest
Zero to Four Weeks
Engineering Lead
2023–2026 · Block
Season 6 · Next
Open to Season 6
Engineering Manager
In production

Seasons and episodes

Newest first · 28 episodes
Block logo
Season 5 · Latest

Zero to Four Weeks

Engineering Lead
2023–2026 · Block

HIFI is acquired by Block. Quickly becomes the de facto Engineering Lead for Tidal's Monetization — leading the engineers, prioritizing the roadmap in the room with product and business, and presenting to the company regularly.

#EpisodeWhat it shows
  1. 1
    Paygating Tracks
    Engineering DRI for a cross-platform team across web, iOS, Android and backend. Shipped MVP in under four weeks, with a full Stripe checkout integration on all clients.
    Delivery of complex initiatives
  2. 2
    Spotlight
    Pays artists when Tidal's editors playlist their uploads, with payouts through Cash App. Tidal's first Cash App integration, started as an MVP demoed at the London onsite.
    Artist-facing product thinking
  3. 3
    Spotlight International Expansion
    Took Spotlight to 10 more countries, with Stripe payout infrastructure for artists outside the US.
    Partner teams and dependencies
  4. 4
    Contributions
    Fans send money straight to an artist through a Cash App integration. Designed so Tidal never touches the money, which kept it simple enough to ship fast.
    Architecture and assumptions
  5. 5
    Headliners
    A $1M contest paying out $100K each to 10 independent artists, shipped in under two weeks. Ran the web build and wrote part of it himself.
    Hands-on player-coach
  6. 6
    The Team
    Personally onboarded every new engineer who joined, ran structured 1:1s, and gave coaching and career-development feedback.
    Developing engineers
  7. 7
    Sprints and Retros
    Ran Monetization sprints and retrospectives recognized as the best-run in the org and adopted as a blueprint by other teams. Championed staged rollouts with feature flags and rollback plans.
    Delivery and prioritization
  8. 8
    Jimmy C
    The “AI intern” persona he coined and demoed, which got the org talking about AI agents in day-to-day engineering. Better uptime than most humans.
    AI in engineering workflows
  Behind the Scenes
Akash Saha presenting the Spotlight and Contributions demo live at Block's London onsite, with CEO Jack Dorsey and the team in the room

Live at the London onsite: presenting the Spotlight & Contributions demo to Block CEO Jack Dorsey (standing extreme right) and the entire Tidal Org — the launch moment that made the cross-BU milestone between Cash App and Tidal real.

HIFI logo
Season 4

The Acquisition

Principal Full-Stack Engineer
2021–2023 · HIFI

The Music Fund is acquired by HIFI, a financial rights organization for artists. As Principal Full-Stack Engineer, integrates TMF's technology into the HIFI platform and leads full-stack development of the royalty data pipeline. Twist ending in Episode 5.

#EpisodeWhat it shows
  1. 1
    Royalty Data Pipeline
    Led full-stack development of the pipeline that ingests and normalizes royalty statements, cutting a multi-hour manual process to about 10 minutes.
    Backend engineering
  2. 2
    20 Normalizers
    Wrote 20 of the platform's 23 statement normalizers: distributors (DistroKid, CD Baby, TuneCore), labels (UMG, Sony Music), publishers (Kobalt, Warner Chappell) and collection societies (ASCAP, BMI, PRS).
    Hands-on player-coach
  3. 3
    BigQuery to ClickHouse
    Remodeled the databases and sped up queries, ending dashboard timeouts and cutting load times from up to 30 seconds to a few seconds. Published as a case study on ClickHouse's engineering blog.
    Technical architecture
  4. 4
    Artist App, Enterprise App
    Built front-end features across the artist mobile app and the enterprise web app, so artists and managers could see every stream and every dollar in one place.
    Full-stack engineering
  5. 5
    Cash Flow
    Worked closely with design, business and product on an artist micropayment product that became the cornerstone of HIFI's own acquisition by Block.
    Product mindset
The Music Fund logo
Season 3

MVP to Market

VP of Engineering
2019–2021 · The Music Fund

The side project becomes a company. As VP of Engineering, ships The Music Fund from zero to a market-ready platform backed by Techstars Music and Warner Music. Learns fundraising is just another kind of live demo.

#EpisodeWhat it shows
  1. 1
    Techstars Music, Class of 2019
    Led engineering and product development from the ground up, building and directing a small cross-functional team from MVP to a market-ready launch.
    Leading a team
  2. 2
    Self-Serve Artist Financing
    Led full-stack development of a fully automated platform paying artists up front for a share of future streaming income: onboarding, royalty data extraction, offer presentation, customer verification and payments.
    Full-stack engineering
  3. 3
    Distributor Automation
    Automated login and royalty statement retrieval for DistroKid, CD Baby and TuneCore, cutting a 2–5 minute manual step to under 10 seconds and driving a 10x+ increase in completed applications within weeks.
    Product mindset
  4. 4
    Streaming Data Sources
    Brought in Spotify for Artists and Apple Music for Artists data alongside distributor statements, through access artists granted to their own accounts.
    Backend engineering
  5. 5
    5,000+ Artists
    Onboarded through continuous product improvement and automation.
    Building for artists
Winton San Francisco logo
Season 2

The San Francisco Spin-off

Senior Vice President
2017–2019 · Winton US

Relocates to Winton's new US branch in San Francisco — new business ventures, data science and big data — and leads the Data Marketing function. Nobody expected the side project to become the plot.

#EpisodeWhat it shows
  1. 1
    Building the SF Brand
    Stood up Winton's Data Marketing function from scratch in the newly opened San Francisco office, hiring and leading a small team. Credited by leadership with “building up the Winton SF brand.”
    Hiring and leading a team
  2. 2
    Conferences and Partners
    Represented Winton at conferences and with partner companies, and organized Bay Area events — sourcing speakers, marketing material and custom visualizations.
    Building relationships
  3. 3
    Touchscreens in Every Office
    Shipped interactive visualizations of financial markets, alternative data (global shipping, news sentiment) and corporate networks (board interlocks, M&A, suppliers). Shown live in every Winton office and presented at conferences including SXSW.
    Product and design collaboration
  4. 4
    Full Stack, End to End
    Led full-stack development of the web applications and backend data services behind the visualizations, including sourcing and normalizing the data.
    Full-stack engineering
  5. 5
    The Music Fund MVP
    Spearheaded product development with data scientists and designers — an internal bet that got big enough to spin off as a standalone fintech company.
    Product mindset
Winton logo
Season 1 · Pilot

Junior to Vice President

Vice President
2008–2017 · Winton Capital

A computer science master's graduate joins a $30B quant hedge fund and becomes one of the most trusted engineers serving research and trading — promoted several times on the way to VP. Learns that good infrastructure is invisible; bad infrastructure is a 3am phone call.

#EpisodeWhat it shows
  1. 1
    Leading Data Engineering
    Led and grew a team of data engineers, owning hiring, performance reviews and career development, and running the on-call rotation for trading systems.
    Managing engineers
  2. 2
    The Interview Loop
    Wrote the technical assessments used to evaluate candidates and ran interview loops — credited by leadership as “a key factor in the team's development.”
    Hiring and onboarding
  3. 3
    Reference & Market Data
    Led the team behind the data infrastructure for Winton's expansion into long-only equities, including the Winton Global Equity Fund, which scaled to roughly $650–750M in AUM.
    Delivery of complex initiatives
  4. 4
    One Service Layer
    Led the redesign of the core trading pipeline into an access-controlled service layer in front of ~35 legacy subsystems, and improved pipeline performance by 50% with a custom caching system.
    Technical architecture
  5. 5
    Bloomberg Equities Loader
    Rewrote one of the firm's most business-critical systems, making it 3x faster (30 minutes to 9) with no production incidents after launch. Shipped with 218 unit tests and a seven-week parallel run; the project-planning method became the engineering org's standard.
    Backend engineering

Trailer: By the Numbers

4 wks
Zero → MVP, Tidal Paygating Tracks
10
Countries, Tidal Spotlight Expansion
30K+
Artists — Tidal Upload
5,000+
Artists Onboarded, The Music Fund
3x Faster
Winton Reference Data Pipeline (30 min → 9 min)
$30B
AUM Platform, Winton

More Like This

Product Engineering Data Engineering People Leadership Distributed Systems Research Infrastructure Cross-functional Alignment Zero-to-One Products Consumer Platforms at Scale AI-Forward Engineering Recruiting & Hiring Incident Response & Process Design Fintech Coaching & Feedback

About This Title

CreatorAkash Saha
GenreEngineering Leadership, Data-Driven Drama, Startup-to-Scale
This show isDirect, allergic to micromanagement, obsessed with shipping
Based onA true career spanning hedge funds, fintech startups, and Block
LanguagesAvailable in JavaScript, TypeScript, Python, SQL

Critics Say

He just "gets it" — he understands prioritization, acts with urgency when goals demand it, and is great at rallying other engineers behind a vision.

His combination of technical insight, project management acumen, and collaborative leadership makes him a valuable asset to any cross-functional initiative.

He has helped Engineering see legal as a partner and teammate, which is not always easy. He has successfully led and motivated the cross-functional Tidal team through some difficult projects this year!

He's collaborative, thoughtful about tradeoffs, and genuinely cares about shipping work that matters. His ability to move fast (e.g. getting Headliners from idea to launch in a week) while keeping the team aligned is impressive.

Your superpower is aligning the product and platform engineering orgs at Tidal and bringing them together — simply outstanding.

He leads by example. He is pragmatic when aligning on solutions and takes a structured, organized approach to collaboration. Instead of letting discussions drag on in Slack, he books short cross-functional meetings when needed.

He brings a lot of structure, clarity and confidence to the team, unblocks work quickly, stays very results-oriented, and always looks for solutions even in moments of uncertainty. His flexibility across time zones made collaboration incredibly smooth. As an engineer, I felt fully supported and enabled working under his leadership.

Best DRI by far I had in all the time here at Block! He's been amazing, made everyone feel welcome and I thoroughly enjoyed working on the project under his leadership. I'm not trying to be nice, this is my honest feeling!

Nothing short of a superstar throughout the whole London onsite — we achieved what most thought was impossible, largely due to his hard work.

A phenomenal job keeping a lot of different plates spinning. The results speak for themselves — the feature is live and artists are already making money.

What stands out isn't just his technical leadership — it's how he leads with empathy, which makes working with him a genuine joy.

The platform was seamless — I went through the whole process online and got funded within minutes without ever speaking to a single person. Great tech.

The touchscreen data visualizations in the SF office were the highlight of the event — I'd never seen data presented through such a compelling lens.

He consistently makes the right calls for his team — the kind of judgment that makes a true leader.

You are hands down the best manager I've ever had!

The diligent and comprehensive way the Bloomberg Loader was developed and rolled out is an example to us all.

New Season — A Note to the Casting Team

Every good series ends on a cliffhanger — he's looking for a new opportunity.

Five seasons covered a decade and a half of building things from zero — trading infrastructure at a $30B hedge fund, two fintech startups, and Block's most strategically important product for Tidal, shipped in under four weeks flat.

Season 6 is still unwritten: a cross functional partner, leading with context instead of control, and building the kind of team that makes "allergic to micromanagement" a compliment, not a complaint.

Get in touch to write Season 6 together. — Akash Saha
akash.sahalison@gmail.com +1 929 241 5509 linkedin.com/in/akashsaha16 United States