Product CTO
$400,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks ($200 USD/hour)

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Every technical decision-maker has the same gripes. The architecture is outdated. Past product decisions don’t make any sense. Technical debt is mounting. Plus, the higher you rise in your organization, the less time you get to spend actually doing the technical work you love (and the more time you spend managing the people who are doing it).

Not at Trilogy.

In this Product CTO role, you’ll have carte blanche to make architectural decisions based on technical merit — not whatever decision the board decided was most cost-effective. No more working on the same product every day for years, wishing you could go back in time and backhand whoever thought it was a good idea to write custom code for something that could’ve been purchased from AWS for $20/month.

Instead, you’ll design for a diverse portfolio of products (hundreds, in fact) using the newest, most interesting cloud technologies. As a senior technical decision-maker, you’ll face a new architecture challenge each week and make important architectural decisions every day. Instead of tending to multiple stakeholders and a wishlist of features from customers, you decide the critical features for the product. Use and grow your expertise to design products for maximum performance, efficiency, and scale. 

Ready to get back to doing the technical work you love, while guiding the development for products that reach millions of customers?

What you will be doing

  • Tackling design problems and writing technical specs to create products for distinct tech stacks and business domains.
  • Uncovering “high-order bit” decisions by interviewing technical leads and analyzing data structures and code/design documents.
  • Making important design and technical decisions that specify how to rearchitect products in a cloud-first way on systems such as AWS and GCP.

What you will NOT be doing

  • Managing projects or employees — thanks to Trilogy’s highly automated processes and streamlined org structure, there’s very little time spend on this type of admin
  • Participating in daily scrum meetings, making low-level decisions, performing code reviews, or debugging
  • Talking to customers (while you’ll build products customers love, other roles in the organization will take care of these important interviews for you!)
  • Developing a backlog of wishlist features
  • Creating high-level strategies or roadmaps — instead, you’ll be making the rubber-meets-road tech decisions

Key responsibilities

  • Tear down current products, make key technical decisions for their rebuilding, and choose new product specs that simplify architecture. In essence, you’ll define a product and its features for the next 3 to 5 years.

Candidate requirements

  • 7+ years of experience making important architecture and design decisions on software projects, such as the application of architecture design patterns or significant open source technologies.
  • Experience making technical design decisions involving the use of cloud computing services
  • Experience making technical design decisions for complex software products or systems
  • Ability to simplify complex ideas and communicate them in writing with clear and logical thinking

Meet the hiring manager

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Meet a successful candidate

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Catalin Adler
Catalin  |  Subsystem CTO

Catalin, Subsystem CTO, describes his experience at Crossover in one word: extraordinary. “Each week you get to learn a lot of new things: c...

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How it works

Applying for a role? Here’s what to expect.

We’ve curated a series of steps that take the guesswork (and cognitive bias) out of recruiting the best person.

Pass Cognitive Aptitude Test.

Pass Cognitive Aptitude Test.

Pass English Proficiency Test.

Pass English Proficiency Test.

Prove Real-World Job Skills.

Prove Real-World Job Skills.

Ace An Interview Or Two.

Ace An Interview Or Two.

Accept Job Offer.

Accept Job Offer.



Frequently asked questions

About the role

About Crossover

What you will learn

We believe in continuous growth and strive for constant improvement. As part of our team, you will learn new technologies, products, and industries daily, and our comprehensive suite of playbooks will equip you with the foundation to develop and enhance your existing expertise. 

We also provide a unique CTO Remote Camp for all new hires. This full-time, fully-paid training program covers all of the unique aspects of our Cloud Architecture and Design approach. You will get daily feedback to accelerate learning and growth far beyond typical classrooms or training programs throughout your training. Our curriculum includes several bite-sized training videos explaining how we design great software. Here’s an example of how to make and validate Important Technical Decisions.

Work examples

How do you enhance an application that is expensive to maintain? We believe that before adding features to a product, it is vital to ensure that it has a simple and strong core. When we acquire a product, we challenge ourselves to rebuild it entirely using today's cloud services and patterns in under 5,000 lines of code. This challenge helps us quickly get to the core and identify all the gems that can't be replaced with off-the-shelf software and services.

Our approach begins with writing the spec to build the existing product as-is. This "Technical Teardown Spec" aims to document what is core and why all the important technical decisions were made. Sometimes, historical decisions are made for great reasons that still hold true today. Often, we'd do things differently. While we write the teardown spec, we inject our opinions and insights alongside the facts we've learned. 

Once the technical teardown is complete, we write the rebuild spec that describes the important decisions necessary to rebuild the product in 5,000 lines of code.

These are examples of specs our organization has produced for Sococo:

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Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.