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Social Discovery Group

CTO (Cupid Media)

Reposted 12 Days Ago
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In-Office or Remote
Hiring Remotely in Canada
Expert/Leader
In-Office or Remote
Hiring Remotely in Canada
Expert/Leader
Lead and optimize engineering delivery for a mature social product: audit and improve SDLC, accelerate time-to-market, align engineering to business backlog, scale delivery frameworks (Agile/Scrum), manage cross-functional execution, and present technical strategy and risks to executives.
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Social Discovery Group (SDG) is a group of social discovery companies. SDG solves the problems of loneliness, isolation, and disconnection - transforming virtual intimacy into the new normal. SDG’s products redefine the way people interact and connect with one another.
Our portfolio includes social entertainment platforms designed to connect people online across different cultures and regions of the world.

We bring together a team of like-minded people and IT professionals who specialize in creating and developing globally impactful social discovery products. Our international team of digital nomads works remotely from all over the world.
We’re proud to be a two-time “Great Place to Work” winner (USA & Japan, 2024–2025) and a Top-5 Company for Work-From-Anywhere Jobs (FlexJobs, 2025).

We are looking for a CTO for one of our most well established products. 

Your main tasks will be:

  • Accelerate Time-to-Market (TTM)
    Audit the current software development lifecycle (SDLC) to identify and eliminate bottlenecks
    Design and implement engineering and project frameworks to reduce delivery cycles
    Ensure predictable and transparent feature delivery without compromising quality
  • Drive Business Value Delivery
    Act as the primary technical partner for the product organization (CPO, PMs, Designers)
    Take ownership of the business backlog from a technical execution standpoint
    Align engineering efforts and resource allocation directly with business and product goals
  • Optimize Development & Delivery Frameworks
    Set up, scale, and manage robust SDLC processes
    Introduce and enforce effective IT project management frameworks (Agile, Scrum, etc.) tailored to the product's needs
    Establish a single source of truth for delivery status, risks, and timelines
  • Manage Cross-Functional Execution
    Synchronize efforts across engineering, product, and design teams
    Resolve dependencies and blockers in the delivery pipeline
    Build structured execution systems rather than relying on ad-hoc fixes
  • Ensure Constructive Stakeholder Management
    Validate product requirements against technical feasibility and system constraints
    Provide reasoned, data-driven pushback to the product team and stakeholders when expectations are unrealistic
    Present technical strategies, progress, and risks clearly to C-level executives

We expect from you:

  • Delivery & Frameworks
    Deep expertise in SDLC setup and optimization
    Advanced IT project management and Delivery Management
    Strong grasp of various project frameworks (Agile, Scrum, Kanban, etc.)
    Ability to track, measure, and improve the TTM metric
  • Product & Business Alignment
    Deep understanding of the product approach and product creation/development lifecycles
    Knowledge of product analytics to support data-driven engineering decisions
    Ability to manage and prioritize a business backlog from an engineering perspective
  • Technical Literacy
    Strong architectural understanding to evaluate the feasibility of product requests
    Ability to map business requirements to technical execution plans
  • Proven expertisee in managing modern tech stack
    High load (distributed architecture, microservices, event driven, syn/async, k8s, CI/CD
  • Strong software development background 
  • Fluent Russian and English

What do we offer:

  • REMOTE OPPORTUNITY to work full-time;
  • Vacation 28 calendar days per year;
  • 7 wellness days per year (time off) that can be used to deal with household issues, to lie down and recover without taking sick leave;
  • Bonuses up to $5000 for recommending successful applicants for positions in the company;
  • 50% payment for professional training, international conferences, and meetings;
  • Corporate discount for English lessons;
  • Health benefits. According to the paychecks, if you are not eligible for corporate medical insurance, the company will compensate you with up to $ 1,000 gross per year per employee. This can be spent on self-purchase of health insurance or on doctor’s fees for yourself and close relatives (spouse, children);
  • Workplace organization. The company provides all employees with an equipped workplace and all the necessary equipment (table, armchair, wifi, etc.) in our offices or co-working locations. In the other locations, the company provides reimbursement of workplace costs up to $ 1000 gross once every 3 years, according to the paychecks. This money can be spent on the rent of the co-working room, on equipping the working place at home (desk, chair, Internet, etc.) during those 3 years;
  • Internal gamified gratitude system: receive bonuses from colleagues and exchange them for our merchandise, team building activities, massage certificates, etc. 

The initial pay level or pay range for this role will be shared with candidates during the recruitment process and before the commencement of employment.

Sounds good? Join us now! 

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