Bobby Sim. Singaporean in Malaysia.

I lost 500K in Web3. Now I own a durian farm in Pahang.

Married, father of three. Over fifteen years across insurance, esports, Web3 and real world assets. Writing the rebuild in public most days.

USD raised
3.35M
lost in 2023
500K
views on one post
600K

Now

What I am doing, and what I am open to

  • Running the Singapore side of DatoDurian: pricing, sales and same-day delivery. About ninety percent of the online operation runs on AI.
  • Building Bored2AI, an AI video and image generation platform for indie creators.
  • Advising Sovereign Wealth Management on Africa to Asia capital corridors.
  • Writing in public most days.

Open to

Partnerships in real world assets, securities exchange infrastructure, and AI. Advisory roles considered. Not raising.

bobby@datodurian.com

The story

The most expensive tuition I ever paid

In 2023 I lost over 500,000 dollars in a Web3 collapse.

Not paper money. Real money. Mine, and other people's.

Before that I spent about ten years in insurance. I was the guy teaching people how to manage money while I could not manage my own.

What followed is the part nobody puts on a slide. Debt. A year working out who I was without a title.

My marriage held. Married, three happy kids, still here.

I rebuilt as Bobby Sim, the person. That is the whole positioning.

I did not come back with a new brand name or a founder archetype.

I write about it publicly because the cost was real, and most successful people cannot access that story.

Here is my frame on AI. Coordination can be automated. Analysis can be automated. Decks can be automated. What cannot be replicated is you. Relationship, trust, and lived cost. That is the moat.

Track record

Eight chapters, in the order that made sense only afterwards

  1. Insurance

    Manulife, then Finexis · 10 years

    About ten years in life insurance and financial advisory. Earned an overseas convention trip every year. Six figures in my early twenties, and close to zero savings behind it. The lesson cost me later.

    10
    years
  2. Esports

    Team Flash, then RSG · 5 years

    Ex co-owner of Team Flash and RSG, two of Southeast Asia's top esports organisations, and Chief Operating Officer at RSG. I left Team Flash early. RSG took over 300 podium finishes and seven figures in revenue. Team operations, sponsorship, community, and my first real read on what a young audience actually pays attention to.

    300+
    podium finishes
  3. Web3

    The collapse · 2023

    Moved into Web3 and lost over 500k when it collapsed. This is the chapter the rest of the page is built on. No spin on it.

    500K
    lost
  4. Real world assets

    Sovereign Wealth Management Pte Ltd · Advisor

    Advisory on sovereign-level Africa to Asia capital corridors. The tier of RWA nobody posts about, where the asset has to actually exist and someone has to actually operate it.

  5. DatoDurian

    Co-founder · Current

    Malaysia's first tokenized Musang King durian farm. A regulated yield-sharing model that opens premium agricultural assets to ordinary investors. Our own orchard is about 300 trees. The fruit we sell comes off a partner operation of roughly 21,000 trees across 500 acres in Pahang. Real harvests, real same-day delivery into Singapore.

    21,000
    partner trees
  6. NexStox

    VP of Web3 · Licensed 2025

    A regulated exchange for tokenised real world assets. NexStox holds a Labuan Exchange licence from the Labuan Financial Services Authority, granted August 2025, and is one of five licensed platforms of its kind. Tokenising an asset is the easy half. Building somewhere regulated for it to actually trade is the half nobody talks about.

    1 of 5
    Labuan licences
  7. Bored2AI

    Co-founder · Current

    An AI video and image generation platform for indie creators, pitched as the first Web3 AI video platform. Text to video, image to video, and an image studio, on credits and subscriptions. The comparables are Higgsfield and Runway. The differentiator is not the generation, which is rented from models everyone can rent. It is the layer on top: creator profiles, earning as you create, and a community that owns part of what it builds.

  8. Writing in public

    Facebook, monetised · Current

    Four to six posts a day on a monetised Facebook profile, not a page. Founder stories, family, life experience. The profile averages two to four million impressions a month, mostly Singapore and Malaysia. AI handles about ninety percent of the ideation and generation. I still decide what is true and what gets posted.

    2-4M
    impressions a month

AI in production

What I build with AI

I am not an AI commentator. I run these in production, on businesses that take real money and ship real product.

DatoDurian logistics AI

A same-day delivery engine for fresh durian into Singapore. Order before 11am, delivered between 12 and 5pm. Automated courier selection and quoting, batch routing across dual delivery slots, and a watcher that proposes the booking to me on Telegram and bumps it if I do not act.

OperationsLogisticsTelegram

Content and video pipeline

AI generated video, AI talking-head video, generated b-roll and quote cards. About ninety percent of my content ideation and generation runs through AI now, at four to six posts a day. It is built to hold my voice rather than flatten it into generic AI output, so the judgement stays mine and the volume is the machine's.

VideoShort-formVoice

Sites, tools and internal systems

This site, the DatoDurian storefront, the Bored2AI platform, and a stack of internal tools: delivery batching, order reconciliation, reply engines, reporting bots. I am not a trained engineer. I direct AI to build, then I test it in production on businesses that take real money.

ProductToolingShipping

A second brain that actually runs

A personal knowledge system with over a thousand atomic notes and a calibrated model of how I think, decide and sound. It drafts in my voice, holds my decision criteria, and refuses the things I have already said no to.

KnowledgeAgentsAutomation

Speaking

What I get asked to talk about

Keynote, fireside and panel. Strongest in conversation rather than slide decks. Bilingual English and Mandarin, available across Southeast Asia, Hong Kong and Taiwan.

Tokenization and real world assets

Turning farmland into a regulated, fractionally-owned asset. Why the off-chain trust layer is the part tokenization keeps getting wrong.

Rebuilding after a public loss

Surviving a 500k Web3 collapse in public. Why I rejected every founder archetype and rebuilt under my own name.

Personal IP in an AI society

What AI cannot replicate. Relationship, trust and lived cost as the only durable moat.

Cross-industry pattern recognition

Insurance, esports, Web3, RWA and agritech. What each one teaches, and why the sequence matters more than any single stop.

Content at operator scale

Four to six posts a day under Meta monetisation. What working at that volume actually looks like.

Family-first entrepreneurship

Three kids under four, two countries, one causeway. Quality time over quantity time, and why marrying the right person is the real edge.

Stages so far

2026
  • Speaker

    Malaysia Blockchain Week, Malaysia

  • Speaker

    Ultra Pro Malaysia, Malaysia

  • Speaker

    Futureverse, Taiwan

  • Speaker

    Tokenise HK RWA 2026, Hong Kong

2025
  • Speaker

    WOW Summit 2025

  • Speaker

    Taipei Blockchain Week, Tokenized Assets and Web3 Onboarding, Taipei

  • Speaker

    CoinStore Connect and Innovate

  • Speaker

    Tokenise HK, Real World Assets, Hong Kong

  • Moderator

    ABS Taiwan, AI, RWA and Esports, Taiwan

  • Speaker

    GM Vietnam Matr1x, Esports and Web3, Vietnam

  • Speaker

    Genfest Penang, Scaling Business Through the Creator Economy, Penang

  • Speaker

    Crypto Fast Lane Summit, Token2049 side event, Raffles Hotel, Singapore

  • Speaker

    Web3 Festival side events

2024
  • Startup Pitch Champion

    WOW Summit Thailand, with DatoDurian and NexStox, Thailand

2022
  • Speaker

    Crypto Expo Thailand, Esports and Web3, Thailand

Want me on a stage or a panel? bobby@datodurian.com

Studying

Four subjects that look unrelated

  • BaZi

    Currently under Master Loh

  • Human Design

    How I manage energy and who I say yes to

  • Tantric Buddhism

    True Buddha School, under Grand Master Lu

  • AI systems

    In production, most days

Next. Qi Men Dun Jia and feng shui, this year and next.

People ask why a durian and Web3 guy spends his mornings on charts and his nights on code.

It is the same question asked four ways. Why do people and timing work the way they do, and can I design around that instead of forcing through it.

I forced through it once. It cost me 500k.

I do not teach any of this and I am not qualified to. I use it to make my own decisions, and I say so when it is the reason.