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Upile Chasowa, Co-founder & CTO

Upile Chasowa

Co-founder & CTO·StudyTaco Inc.

Great Britain (UK)

Bachelor's degree, Science with Management

Work experience

Total years of experience: 12 years, 9 months

Co-founder & CTO

December 2024 - Present

StudyTaco Inc.

Delaware, United States •Hybrid

December 2024 - Present

▸ Own product, architecture, and engineering delivery for an AI-first personalised learning platform.
▸ Designed and built LLM-driven personalisation and adaptive learning systems; remain hands-on in production
backend and AI code.
▸ Driving scale and monetisation strategy for the US market.
Company industry:
Higher Education

CTO / Head of AI & Infrastructure

January 2024 - Present

Alosanar Inc.

New York, United States •Hybrid

January 2024 - Present

▸ Leading all software engineering for a next-generation regional and edge data centre company operating
across the US.
▸ Managing 30+ software engineers, including Ignition Edge engineers and hardware integration teams.
▸ Overseeing platform design, systems integration, and software delivery for data centre design, operations,
and energy management at enterprise scale.
Company industry:
Data Hosting & Storage

advisor

January 2024 - Present

Axis Venture Partners

London, United Kingdom •Remote

January 2024 - Present

AI strategy, platform architecture, and engineering delivery. Supporting founders globally on product, engineering, and scale. Platform architecture and AI-driven workflow automation, 15k+ users across 70+ countries. Rebuilt core backend and data platform; advised on AI-driven product transition. AI-driven data platforms for sustainable real estate. Advised through a $10M seed raise on AI/ML platforms for smart building
infrastructure.
Company industry:
Energy & Renewables

CTO

October 2023 - November 2024

Rally Technologies Inc. (SlaySchool)

Toronto, Canada •Remote

October 2023 - November 2024

▸ Owned end-to-end platform architecture and engineering delivery for a global AI-powered learning product.
▸ Architected systems that scaled from prototype to 250k+ users, designing for reliability, performance, and
maintainability from day one.
▸ Shipped generative-AI features and stabilised cloud infrastructure to support rapid user growth.
Company industry:
Higher Education

VP of Product & Engineering

November 2021 - January 2023

Upflex Inc.

New York, United States •Remote

November 2021 - January 2023

▸ Led 50+ engineers and product managers across the UK, EU, US, and Canada.
▸ Owned platform architecture and technical execution during complex M&A integration of acquired entities.
▸ Built event-driven systems on AWS, scaling access to 10, 000+ locations across 130+ cities globally.
▸ Partnered with senior leadership on strategic roadmap, technical due diligence, and cross-functional
execution.
Company industry:
Other Business Support Services

CTO

January 2020 - November 2021

GiveLocally (A WorkClub HQ Company)

London, United Kingdom •Hybrid

January 2020 - November 2021

▸ Built and launched a consumer platform during COVID-19, scaling infrastructure rapidly under mission-critical
operational conditions.
▸ Enabled local businesses to continue trading throughout lockdowns.
Company industry:
Events Management

Co-founder & CTO

January 2018 - November 2021

WorkClub HQ (Acquired 2021)

London, United Kingdom •Hybrid

January 2018 - November 2021

▸ Co-founded a PropTech platform from zero to acquisition, scaling across the UK, Europe, Africa, and the US.
▸ Owned product roadmap, system architecture, and engineering execution end-to-end through to a successful
exit.
▸ Built and led a 20+ person product and engineering team.
Company industry:
Advertising

Senior / Lead Software Engineer

January 2013 - November 2019

Domestic & General

London, United Kingdom

January 2013 - November 2019

▸ Built and maintained large-scale data infrastructure supporting a £1bn+ insurance business in a regulated
environment.
▸ Designed ETL pipelines, data models, and backend systems handling 230M+ customer records.
▸ Led engineers while remaining hands-on in system design; bridged legacy infrastructure with modern platform
capabilities.
Company industry:
Insurance & TPA

Education

University of Leicester

January 2012

January 2012

Bachelor's degree, Science with Management

United Kingdom

Skills

ARTIFICIAL INTELLIGENCE
Intermediate
ARTIFICIAL INTELLIGENCE
Intermediate
COMPUTER SCIENCE
Intermediate
COMPUTER SCIENCE
Intermediate
DATA ENGINEERING
Intermediate
DATA ENGINEERING
Intermediate
DATA MODELING
Intermediate
DATA MODELING
Intermediate
FUNDRAISING
Intermediate
FUNDRAISING
Intermediate
INFORMATION TECHNOLOGY
Intermediate
INFORMATION TECHNOLOGY
Intermediate
MANAGEMENT
Intermediate
MANAGEMENT
Intermediate
OPERATIONS
Intermediate
OPERATIONS
Intermediate
SOFTWARE ENGINEERING
Intermediate
SOFTWARE ENGINEERING
Intermediate
SYSTEMS DESIGN
Intermediate
SYSTEMS DESIGN
Intermediate