Open to opportunities

Dayo Osikoya

@dayoosikoya

Message

Seasoned full-stack software engineering leader driving product and team impact.

South Africa

Message

What I'm looking for

I seek senior technical leadership roles where I can build and mentor high-performing engineering teams, drive product strategy, and deliver scalable fintech or healthcare solutions.

I am a software engineering leader with 20 years of experience building products, teams, and scalable systems across fintech, healthcare, cybersecurity, and education.

I've led engineering and product development as a CTO and senior engineer, shipping remittance, payments, subscription billing, KYC, and backend systems using Python, TypeScript, Django, FastAPI, and AWS services.

As a teacher and mentor, I built curricula and mentored startup teams at MEST Africa, helping multiple teams secure seed funding while also hiring and growing engineering teams in several organizations.

I focus on delivering pragmatic, production-ready solutions, modernizing CI/CD, and integrating financial APIs to solve real-world problems with measurable impact.

Experience

Work history, roles, and key accomplishments

Current

Chief Technology Officer

Current

Plaude

Oct 2023 - Present (2 years 4 months)

Leading development of a remittance app for outbound transfers to 10 countries, overseeing technology direction, hiring and mentoring the tech team, and driving product development including financial API integrations and full-stack work.

Python Django JavaScript MySQL Git API Integration Team Leadership

Senior Software Engineer

GroupSense

Feb 2023 - Mar 2024 (1 year 1 month)

Maintained and added features across multiple codebases, built FastAPI/Pydantic endpoints and Lambda functions, expanded breach search using AWS Glue and Athena, and modernized CI/CD to increase engineering productivity.

Python fastAPI Pydantic AWS Glue Amazon Athena AWS Lambda Docker PostgreSQL CI CD

Senior Fullstack Engineer

Headspace Health

Jan 2022 - Mar 2023 (1 year 2 months)

Delivered subscription and billing features for Revenue Cycle Management, reduced test times ~50% via AWS CodeBuild and network call mocking, and implemented engagement campaigns with Amplitude and Braze.

Django Python MySQL PostgreSQL AWS Pytest Docker Braze Amplitude

Lead Software Engineer

Medsaf

Jul 2021 - Jan 2022 (6 months)

Built and grew the tech team, led design and development of an eCommerce medication shop with rapid cloning/hosting capabilities, conducted code reviews and performance appraisals to align engineering with business goals.

Python Flask JavaScript PostgreSQL Google Cloud Platform Docker Scrum

Senior Software Engineer

Wala

Jun 2021 - Dec 2021 (6 months)

Developed backend for a social blood donation product using TypeScript and AWS serverless (Lambda, API Gateway) with AWS Aurora, led the tech team and made key architecture decisions.

TypeScript AWS Lambda Amazon API Gateway Aurora GraphQL Amazon SQS Serverless

Senior Fullstack Engineer

Quant Investments

Feb 2021 - Dec 2021 (10 months)

Built website and KYC onboarding flows for individual and corporate clients, generated signed PDF declarations, and developed administrative back-end and APIs for client portfolio management.

Django Python JavaScript jQuery HTML CSS MySQL API Development

Founder & Chief Technology Officer

Transfr

Sep 2020 - Feb 2021 (5 months)

Built an instant, walletless money transfer app supporting fiat and Bitcoin with Lightning, enabling sub-30-second transfers and led all product development, engineering and customer support.

Python Django JavaScript MySQL Bitcoin Product Leadership

Senior Software Engineer & Teaching Fellow

MEST Africa

Apr 2018 - Aug 2020 (2 years 4 months)

Designed and delivered the software engineering curriculum, taught application development and data science topics, and mentored 15 startup teams across Ghana, Nigeria and Kenya resulting in seed funding for participants.