About Gbenro
I've spent 14 years building technology companies across Nigeria, Ghana, and Kenya — mostly at the intersection of infrastructure, distribution, and emerging-market consumer behaviour.
My current work is at Octamile, where we're building the API and infrastructure layer that lets any business embed insurance into their product. The thesis is simple: insurance penetration in Africa is stuck at under 3% not because people don't need it, but because the distribution infrastructure doesn't exist. We're building it.
I started in insurance as a student — BSc Insurance at the University of Lagos, CIIN membership — before joining Jumia Nigeria as part of the founding team. That experience taught me that the most interesting opportunities in African tech are usually infrastructure problems disguised as product problems.
AutoGenius, the company I co-founded in 2014, was my first attempt to fix Nigerian motor insurance distribution. It was the right problem, but too early and undercapitalised. Octamile is the second attempt, built with a decade more context.
Between AutoGenius and Octamile, I ran three other companies — Efritin, Cheki, and OList — each teaching a different lesson in what it takes to build, turn around, and scale a consumer internet business in Nigeria. OList was the biggest: I joined as MD and built it to over 1M seller accounts and 4M monthly users before handing it over.
I'm a researcher as much as an operator. I care about the structural questions underneath the product decisions: how does insurance actually work as a financial system? What are the compounding effects of informal risk-sharing at scale? How does the GDP-insurance relationship evolve as a middle class forms? I write about these questions. I try to build towards the answers.
Career
2021 — Present
Octamile
Co-founder & CEO
Building embedded insurance infrastructure for Africa. Octamile's API layer enables any business to embed insurance products into their customer experience — from motor to health to device protection. $500k pre-seed led by EchoVC, with participation from Fiat Ventures, Kesho VC, and Verraki Partners. Today: 30+ B2C business clients, covering approximately 10% of Nigerian insurance providers.
2019 — 2021
OList / Opera
Managing Director
Recruited by Opera to lead OList, their Nigeria classifieds platform. Built the team, product, and growth systems that took the platform to 1M+ seller accounts and 4M monthly active users — making it the largest online classifieds platform in Nigeria.
2018 — 2019
Cheki Nigeria
CEO
Joined as CEO to lead a company turnaround in the highly competitive automotive classifieds market. Rebuilt the product strategy, re-energised the team, and led the business through to acquisition.
2016 — 2018
Efritin Nigeria
Country Manager
Led operations for one of Nigeria's largest online classifieds platforms, managing product localisation, growth, and a cross-functional team across Lagos.
2014 — 2016
AutoGenius
Co-founder & COO
Co-founded Nigeria's first online motor insurance comparison platform — the precursor to Octamile. AutoGenius let Nigerians compare and buy motor insurance without relying on a single broker. This was the first time I learned that insurance infrastructure was broken, not just the products on top of it.
2013 — 2014
Hotels.ng
Early Team
Joined one of Nigeria's first hotel booking platforms at an early stage, learning the craft of building consumer internet products in a market with real infrastructure constraints.
2012 — 2013
Jumia Nigeria
Founding Team
Part of the founding team that launched Jumia Nigeria — what would become Africa's largest e-commerce platform. My first experience of building at pace and at scale in an African market.
Common questions
Who is Gbenro Dara?
Gbenro Dara is a technology founder and operator based in Lagos, Nigeria. He is the Co-founder & CEO of Octamile, building embedded insurance infrastructure for Africa. He has 14+ years of experience building companies across Nigeria, Ghana, and Kenya, including OList/Opera (1M+ seller accounts), Cheki Nigeria, Efritin Nigeria, and AutoGenius.
What is Octamile?
Octamile is an Africa-focused embedded insurance infrastructure company. Its API layer enables any business — from banks to fintechs to logistics platforms — to embed insurance products into their customer experience without becoming an insurer. Octamile raised a $500k pre-seed round led by EchoVC, with participation from Fiat Ventures, Kesho VC, and Verraki Partners.
What companies has Gbenro Dara built or led?
Gbenro Dara co-founded Octamile (2021–present), served as Managing Director of OList/Opera (2019–2021), CEO of Cheki Nigeria (2018–2019), Country Manager at Efritin Nigeria (2016–2018), and Co-founder & COO of AutoGenius (2014–2016) — Nigeria's first online motor insurance comparison platform. He was also part of the founding team at Hotels.ng and Jumia Nigeria.
What does Gbenro Dara write and speak about?
Gbenro writes and speaks about AI in insurance, embedded insurance and embedded finance, startup building in frontier markets, the economics of digital distribution in Africa, and the structural dynamics of African technology. He has spoken at TEDxEKSU, Africa Tech Summit Nairobi, Norrsken Africa Week, Dive In Festival, and other industry forums.