2013 — 2018
Web3 fintech and payments
In 2013 Oliver co-founded Bitt, formerly CaribCoin, the Caribbean’s first blockchain company, and ran it as chief financial officer, then president, then executive director. Bitt built the whole regulated stack rather than a piece of it: a digital asset exchange, a mobile money network, wallets, prepaid programs, stablecoin rails, and the anti-money-laundering backend underneath them all.
The Barbadian Digital Dollar was built for citizens who could not get basic banking. It was the Caribbean’s first digital currency system, and one of the first anywhere. It was also proof: it earned Bitt a working agreement with the Eastern Caribbean Central Bank to build the first blockchain-issued legal tender instrument, DXCD, which launched in 2021 as DCash across eight sovereign states. The Central Bank of Nigeria engagement behind eNaira followed, the first in Africa.
He raised $1.5m in seed, a $16m Series A led by Overstock and an $8m Series B led by Medici Ventures. Overstock’s chief executive called Bitt one of the leading businesses in the world.





