Chief Technology Officer

About Us

Founded in 2023 and soft launched late 2024, Digthisdeal.com is a revolutionary online shopping assistant created to promote sustainable buying of pre-loved and refurbished products whilst saving consumers significant time and money via it's unique AI-driven exact product matching price comparison technology.

The Digthisdeal.com platform enables consumers to save money in multiple ways via its Browser Extension and App by comparing the price of new and pre-loved products across 2,700+ websites, and through its cashback scheme. Agreements with over 850 brands have already been secured including many high-profile retailers such as Samsung, Currys, Boots, Argos, Backmarket, Nike and eBay.

Following a successful fund-raise and recent soft launch, the company is now seeking a Fractional CTO to support the board driving the growth of the business and lead the technology strategy.

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Role Overview

Digthisdeal.com are seeking an experienced and visionary Fractional Chief Technology Officer (CTO) to lead and shape the technology strategy for our market-disrupting company. As a fractional member of our executive team, you will play a key role in driving the technical direction, architecture, and scalability of our systems, while managing and mentoring the development team. This role requires deep technical expertise in cloud architecture, full-stack development, data systems, and emerging technologies, as well as the ability to bridge business goals with technical execution.

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Responsibilities

You will be responsible for ensuring that our tech stack, which includes AWS, TypeScript, PostgreSQL, OpenSearch, React, Large Language Models (LLMs), and web scraping, is optimised, scalable, and secure.

Technology Strategy & Vision:

• Develop and execute the company’s technology strategy, ensuring alignment with business goals.
• Drive innovation and ensure the organisation stays ahead of industry trends in relevant technologies such as cloud infrastructure, AI/ML, and modern web technologies.
• Identify, evaluate, and integrate new technologies to improve products and services.

Cloud Infrastructure (AWS):

• Lead the design, architecture, and scaling of AWS infrastructure (e.g., EC2, S3, Lambda, RDS, etc.).
• Ensure high availability, disaster recovery, and scalability of cloud-based applications.
• Implement monitoring, security, and cost management best practices for cloud resources.

Full-Stack Development:

• Oversee the development of applications using TypeScript, React, and PostgreSQL.
• Drive technical decisions and design patterns for front-end and back-end systems.
• Guide the team on best practices for coding, testing, and deployment processes.

Data Management & Search:

• Manage and optimize PostgreSQL databases for performance, reliability, and scalability.
• Design and implement data architectures for real-time search using OpenSearch.
• Develop strategies to handle large-scale data storage, retrieval, and analysis.

AI and Large Language Models (LLMs):

• Lead efforts to integrate Large Language Models (LLMs) (e.g., GPT, BERT) into products and workflows.
• Implement AI/ML pipelines for natural language processing (NLP), recommendations, and automation.
• Evaluate and recommend new AI technologies to improve user experience and business outcomes.

Web Scraping:

• Design and implement web scraping systems for gathering structured data from the web.
• Ensure scraped data is cleansed, transformed, and stored appropriately for downstream applications.
• Address scalability, legal, and ethical considerations in web scraping projects.

Team Leadership & Mentoring:

• Mentor and support a growing remote-based development team of 8, providing technical guidance and fostering a collaborative, high-performance culture.
• Collaborate with other departments (product, marketing, finance) to ensure technology aligns with business needs.
• Assist in hiring, onboarding, and training developers.

Stakeholder Communication & Reporting:

• Communicate technology vision, progress, and roadmaps to executive stakeholders and key shareholders / investors.
• Ensure transparency in development timelines, potential risks, and resource requirements.
• Foster clear and open communication across all levels of the organization.

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‍‍‍Requirements

• 10+ years of experience in software engineering and technology leadership, with at least 5 years in a senior technical leadership role.
• Proven experience working with AWS cloud infrastructure, particularly in scaling and securing applications.
• Expertise in database management, particularly with PostgreSQL and OpenSearch.
• Strong background in implementing and managing AI/ML systems, including Large Language Models (LLMs).
• Experience with web scraping tools and techniques, including managing legal, ethical, and performance considerations.
• Experience in agile development practices and working with cross-functional teams. Experience in DevOps practices, CI/CD pipelines, and infrastructure-as-code (e.g., Terraform, CloudFormation).
• Familiarity with containerization and orchestration tools like Docker and Kubernetes.
• Experience in data engineering and working with big data technologies (e.g., Kafka, Spark).
• Familiarity with emerging technologies in AI, data science, and automation.

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Qualifications

• Strong knowledge of TypeScript, React, and Node.js for full-stack development.
• Familiarity with web scraping frameworks (e.g., Puppeteer, BeautifulSoup, Scrapy).
• Strong problem-solving, analytical, and debugging skills.
• Excellent communication and leadership skills, with the ability to influence both technical and non-technical stakeholders.
• Ability to manage remote teams.

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Benefits

• Flexible work hours and remote work environment – expected time commitment of 2 to 4 days per month initially. Occasional meetings in London or Manchester.
• Negotiable compensation based on experience, with material equity stake with the opportunity for a life-changing payout on exit within the next 3 years.
• Opportunity to shape the technology vision of a fast-growing company.
• Work with cutting-edge technologies and a collaborative team.

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How to Apply

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