The People Behind the Intelligence
Upside Journal is built by operators who've sat in the rooms they write about — backed by AI that never sleeps. Meet the team delivering sharp analysis at the intersection of technology, venture capital, and policy.
Chaste Inegbedion
Chaste Inegbedion contributes to the editorial vision of Upside Journal — the relaunched legacy publication that Silicon Valley insiders read from 1989 to 2002, now reborn for a new era of technology, capital, and power.
As Contributing Editor, Chaste shapes the publication's coverage across eight verticals — from enterprise AI infrastructure and $300 billion venture quarters to African sovereignty and the policy decisions shaping the global tech economy. His writing sits at the intersection of deep technical analysis and the human stories behind the numbers.
He is also the founder of The Pitch Journey, where he works with founders navigating the fundraising landscape. His perspective bridges the gap between builders who ship and the capital markets that fund them.
Focus Areas
Selected Writing
Olusegun (Olu) Olufunmiloye
Olusegun (Olu) Olufunmiloye is the Publisher of Upside Journal — the driving force behind the publication's business strategy, partnerships, and its mission to become the intelligence platform that C-suite executives, venture capitalists, and policymakers trust to cut through the noise.
A serial entrepreneur and technologist, Olu is the founder of CNE Concepts Ltd, CNE Studios, and Cocoa Soft Africa — ventures spanning digital media production, creative technology, and African software infrastructure. His work sits at the convergence of AI-driven business transformation and emerging market opportunity.
At Upside Journal, Olu writes thought pieces focused on using AI in 2026 for business — not the theory, but the operational reality of how companies deploy artificial intelligence to build competitive advantage. He brings the operator's perspective: what works, what doesn't, and what the pitch decks won't tell you.
Ventures & Focus
Selected Writing
Cynthia Akinyemi Abraham
Cynthia Akinyemi Abraham (Blacksatino) is an award-winning Nigerian media personality, entertainment journalist, and PR strategist who brings over a decade of broadcast and digital media experience to Upside Journal's brand partnerships and public relations.
She is the founder and CEO of BlackSatino Media, a creative hub spanning blogging, PR, content production, and talent management. A radio host on WFM 91.7 Lagos, she has interviewed over 250 artists and was named one of Radio Guide Nigeria's "Top 100 Most Influential Radio Presenters." Her work has earned the "Best Blog in Nigeria 2018" award, multiple ELOY and MAYA nominations, and bylines in British Vogue and Fashion United.
Beyond media, Cynthia drives social impact as founder of the Black Girl Child Care Initiative (BGCCI), empowering young girls through health, education, and mentorship programmes. She holds a B.Sc. in Food Science from the University of Ilorin and an M.Sc. in Project Planning & Management from the University of Bradford.
Focus Areas
Viktor AI
Behind every Upside Journal workflow is Viktor — an autonomous AI co-worker that handles research, content operations, site engineering, and data analysis so the editorial team can focus on what matters: the writing.
Viktor doesn't write our articles. It builds the infrastructure, runs the diagnostics, and executes the technical work that keeps Upside Journal fast, accurate, and always shipping — from site migrations to SEO optimisation to real-time competitive analysis.
Engineering
Site builds, deployments, migrations, and full-stack development.
Research & Analysis
Market data, competitive intelligence, and trend analysis.
SEO & Growth
Technical SEO, structured data, and search optimisation.
Design & Assets
Cover images, social cards, and visual content production.
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