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We are seeking a highly experienced and motivated Senior DevOps/Security Engineer to join our founding engineering team. This isn’t just another DevOps role. You will be the architect of the resilient, scalable, and secure foundation upon which our entire autonomous marketing platform is built. As the first dedicated DevOps/Security hire, you will have a unique opportunity to shape our infrastructure from the ground up, ensuring our platform can deliver on its promise of making brilliant marketing effortless.

We’re looking for a visionary builder who is passionate about creating robust systems that can handle enterprise-level scale while empowering our customers to compete and win.

• Build the Bedrock: Design and implement a world-class, scalable cloud infrastructure on AWS using Infrastructure as Code (IaC) principles (Terraform, CloudFormation). This is the foundation for amplifying the brilliance of thousands of businesses.

• Automate Everything: Develop and manage sophisticated CI/CD pipelines to ensure our AI models and applications are deployed rapidly, reliably, and securely.

• Fortify the Platform: Implement a comprehensive, proactive security program from the ground up. You will be the guardian of our customers’ data and our platform’s integrity, ensuring compliance with standards like SOC2 and GDPR.

• Enable Hyper-Growth: Engineer our systems for massive scalability and performance, ensuring we can seamlessly onboard thousands of new customers while maintaining a flawless user experience.

• Drive Intelligence-Led Operations: Establish robust monitoring, logging, and alerting systems that provide deep insights into system health and performance, allowing for proactive optimization and issue resolution.

• A seasoned DevOps or SRE professional with 5+ years of experience, bringing a security-first mindset to everything you do.

• An expert in cloud platforms (preferably AWS), containerization (Docker, Kubernetes), and Infrastructure as Code (Terraform, Ansible).

• A proactive builder who thrives in a fast-paced, high-growth startup environment.

• You’re not just looking for a job; you’re looking to join a mission-driven team with a proven leader and build something that will redefine an industry.

• You are inspired by the challenge of building a platform that levels the playing field for visionary entrepreneurs.

• Competitive Salary: $130,000 – $150,000 annually.

• Founding Team Equity: A generous equity package, because you are a crucial part of our success story.

• Comprehensive Benefits: flexible work schedule, and unlimited PTO.

Unmatched Opportunity: The chance to build the infrastructure for a category-defining company and work alongside a world-class team.

This is not a traditional call center roleyou will be the frontline specialist for our most valuable business clients, our workplace customers. Your job is to proactively solve client issues, prevent churn, and ensure a seamless experience for our customers. Clipboard Health is looking for highly motivated, customer-focused individuals to join our team as B2B Client Support Specialists (Workplace Support Agents).

This role is open to candidates of all experience levelswhat matters most is your ability to handle business customers professionally and solve problems effectively.No specific degree required.

• Customer-Centric Mindset You genuinely care about helping customers and take ownership of their problems.

• Strong Communication Skills Clear, professional English (both spoken and written) is critical for success in this role.

• Proactive Problem-Solving You dont just follow scriptsyou think critically and find long-term solutions for customers.

• High Accountability We value people who hold themselves to high standards and consistently deliver results.

Responsibilities

• This is primarily a voice-based role, with additional responsibilities that include handling emails as needed

• Deliver fast, accurate, and empathetic support to our workplace customers across voice and email, resolving shift, payment, and platform-related issues in real time

• Navigate tools like Zendesk and the Clipboard Health portal to investigate cases, update form fields, log clear internal notes, and maintain accurate documentation

• Apply sound judgment and critical thinking to troubleshoot issues, follow or adapt workflows, and escalate only when necessary

• Develop deep expertise in our products and processes to identify recurring issues or process gaps, helping improve both customer experiences and internal operations.

• Work cross-functionally with teams such as Billing, Account Management, and Worker Operations to gather the necessary information and ensure customer issues are resolved effectively

• Uphold ourvaluessuch as unreasonably fast, ownership, and uncomfortably high standards in every interaction

Why Join Clipboard Health?

• 100% Remote Always. Work from anywhere in the world.

• Fast-Paced Startup Environment. Join a company that values curiosity, independence, and growth.

• A Hiring Process That Rewards Skills, Not Just Experience. Every applicant gets a fair shotour selection is based on real-world problem-solving ability, not just credentials.

• Opportunity to make a significant impact with our workplace customers

Hiring Process

1. Application

2. Case Study

3. Interview with Hiring Manager

4. Executive Interview

5. Offer

Location:Americas, Europe, or Israel

Join A.Teams invite-only network of senior builders and access exclusive missions with Fortune 500s and top startups. This isnt client work or employmentits a vetted collective where youre matched to impactful projects.
At A.Team, you wont just implement someone elses plan. Youll be the technical decision-maker, owning everything from model design to enterprise integration.

• Elite peers: ex-OpenAI, Google, Meta, Amazon.

• Precision matching: Missions in LLMs, CV, NLP, ML infra, fine-tuning.

• Compensation: $120$170/hr, biweekly payouts, you keep 100%.

• Autonomy: Choose only missions that excite youno small gigs, no chasing.

• Lead the design, deployment, and scaling of production AI systems.

• Build ambitious software 01 in small, senior teams (35 people).

• Scope, propose, and execute solutions with real ownership.

• Partner with founders, CTOs, and product leaders to deliver outcomes that matter.

• Senior AI/ML Engineers with production systems live.

• AI Architects whove built enterprise AI stacks.

• Tech Leaders balancing architecture with business outcomes.

• Specialists in LLMs, CV, NLP, or infra with proven depth.

Not a fit: under 4 years experience, simple website builders, or small gig seekers.

Your peers have scaled apps to millions, built enterprise AI platforms, shipped AI at unicorns, and deployed infra handling billions/day.

Apply once atbuild.a.team/apply-ai.
Short, rigorous processwe care more about what youve built than lengthy forms.

You must be located in the Americas, Europe, or Israel to apply.

ATeam is a VC-backed, stealth, application-only home on the internet for senior independent software builders to team up with hand-picked, high-growth companies on their next big thing.

After talking with hundreds of independent engineers, designers, and product folks, we heard over and over that finding vetted, high-quality, consistent clients is hard, and projects are often too small to be rewarding. ATeam matches small teams of the most talented builders in the world with companies backed by a16z, YC, Softbank, General Catalyst, etc. on a contract basis for many of their most important initiatives. We quietly launched in May 2020, and have helped ATeamers earn $85+ million since.

As part of ATeam, you can expect:

• High-paying, meaningful missions with the most audacious companies sent your way; generally $90-$150+/hr, with vetted, fascinating clients doing work that matters. We’re picky about who we partner with; new clients only come in via trusted referral. We’ve worked with Lyft, McGraw Hill, ClearCo, Pepsi, Walmart, the former CEO of Waze, the leading vaccine production software, several new unicorns we can’t say here, and dozens of startups backed by a16z/YC/Softbank/Insight/Tiger/etc.
• Work alongside friends old & new: our niche is small/diverse product teams, since clients with larger budgets and higher-impact work tell us they want teams, not individuals. Of course, we keep friends together whenever we can.
• Full autonomy: say “no” to things that don’t excite you. The most talented builders often juggle a few things at once, so there’s never pressure to join an ATeam mission if you don’t have the bandwidth. If we’re no longer a fit, it’s easy to leave or pause too.
• Small, curated, off-the-record gatherings: for conversations hard to have elsewhere. Long-term, we’re creating micro-communities for the world’s top builders to become friends around the things they care about.
• Keep 100% of what you earn: if you charge $120/hr, you get $120/hr. ATeam makes money by charging a small, flat, transparent platform fee on top of your rate.

How to apply:

Go here:https://build.a.team/remotivereferral+ mention Remotive.We respect your time so the application is short. We’re also much more interested in seeing what you’ve made, and excited to chat more if theres a fit.

What youll do:

• Once part of A.Team, youll regularly be invited to impactful missions that match your interests. Find the right pick from early-stage incubations with world-class founders, to fast-growing super-funded companies, to old school non-tech incumbents looking to build as a tech giant would

• Missions usually involve building an ambitious piece of software from 0 to 1 as part of a small 3-4 person team.

• Youll be paid to scope it out, give the client options, guide strategy, and execute on the selected solution. Sometimes the client has a clear vision, sometimes not; which is why A.Team builders tend to be senior folks who can work together to find the right direction.

Who ATeam is for:

• Senior software developers who left large companies and high-growth startups to pursue their craft with autonomy.

• Those who prefer consistent contract work over a full-time role, who want to create a variety of new products alongside other top-tier builders.

• The majority of A.Teamers spend most of their time doing independent work, but a sizeable percentage are either employed full-time (but testing out client work), bootstrapping a side project, or looking for their next big thing

Who ATeam is not for:

• People looking for small gigs

• Folks looking to build simple wordpress/wix/squarespace-style websites

• Those still early in their careers (<4 years) and recent university/bootcamp grads (at least not yet)

Our long-term vision:

ATeam is a new type of company for a new kind of independent software builder. We call them “unhirables”: people who traditional companies couldnt hire full-time even if they wanted to, but who want to do their most meaningful work with their favorite people in small, autonomous, distributed expert teams.

To help us secure amazing missions, we raised $60 million+ from Insight Partenrs, Tiger Global, NFX, RocNation, along with the former CEO of Upwork, the founders of Fiverr and Lemonade, Apple’s Global Head of Recruiting, YC Partner Aaron Harris, Wharton’s Adam Grant, and Duke’s Dan Ariely.

About Mitre Media

Mitre Media is redefining FinTech with AI-driven tools that empower millions of investors. Our portfolio, including Dividend.com and MutualFunds.com, leverages LLMs to deliver novel data insights and visually rich user experiences. For over a decade, weve served individual investors, financial advisors, and top asset managers like BlackRock and Vanguard through our premium data, tools, and advertising solutions. Join our lean, entrepreneurial team to shape the future of AI-powered investing from your location 3 hours from Eastern Time.

Our users are deeply engaged, spending over 5 minutes per visit with a bounce rate below 10%, researching investments across hundreds of different categories. With 40 million brokerage accounts in the U.S., we take pride in building tools that make a real impact, fostering a culture of trust, innovation, and dynamism. If youre passionate about financial technology and AI, wed love to connect!

About the Role

As a Full-Stack Rails Tech Lead, youll architect and implement LLM-powered web applications within our microservices-based Rails 8 platform. Reporting directly to our CTO, youll collaborate with a small, high-impact team to deliver user experiences across Dividend.com, MutualFunds.com and other brands within our portfolio. This role combines expert Ruby on Rails skills with AI integration expertise, requiring you to leverage LLMs in your development workflow, state management and user interactions.

Youll work in a remote-first hybrid environment, which encourages in person collaboration, using ShapeUp to manage projects that trade-off on-time delivery for de-scoped outcomes. As a technical leader, you’ll have a seat at the table shaping system architecture, implementing core features all while embracing an entrepreneurial mindset and a get things done mentality.

Responsibilities

• Architect and maintain Rails applications (Rails 8)

• Integrate LLMs into our microservices architecture for state management and real-time user experiences.

• Enhance front-end experiences with Hotwire, StimulusJS, or React, ensuring seamless AI-driven interactions.

• Optimize LLM inference for low latency and cost, using caching and asynchronous processing.

Required Technical Skills

Back-End

• Ruby (5+ years, expert-level)

• Ruby on Rails (Rails 6-8 preferred)

• PostgreSQL (or MySQL)

• Elasticsearch

• Redis

• Docker

Front-End

• StimulusJS or JavaScript ES6

• Tailwind CSS

• HTML

• HTTP

AI Integration

• Experience integrating AI/ML models (e.g., LLMs, NLP) with web applications

• Familiarity with LLM frameworks (e.g., LangChain, Hugging Face) or APIs (e.g., xAI, Anthropic)

Nice-to-Have Technical Skills

• Kubernetes for microservices orchestration

• React for advanced front-end components

• Graph databases for complex financial data

• Contributions to open-source RoR or AI projects

Required Soft Skills

• Entrepreneurial mindset with a passion for AI and FinTech

• Natural leader who mentors and inspires teammates

• Problem-solver with a get things done mentality

• Excellent communication, thriving in remote and cross-team collaboration

• Attention to detail, ensuring clean, maintainable code

• Team player comfortable as an individual contributor

Why Join Us?

• Impactful Work: Build AI-powered tools that help millions of investors make informed decisions from data-driven insights.

• Cutting-Edge Tech: Work with Rails 8, LLMs, and modern tools like Hotwire, Databricks, and xAIs API in a microservices architecture.

• Autonomy and Influence: Collaborate directly with our CEO and CTO to shape our AI-driven platform, with freedom to innovate.

• Competitive Compensation: $160,000$200,000 CAD/USD (based on experience) and benefits.

• Remote Flexibility: Remote-first (3 hours from ET) with hybrid in office collaboration in Toronto or NYC

• Growth Opportunities: Budget for AI and Rails conferences (e.g., NeurIPS, RailsConf), plus access to cutting-edge AI tools for experimentation.

• Dynamic Culture: Join a small, no-ego team passionate about trust, innovation, and making a difference in FinTech.

About Mitre Medias AI-Driven Platform

Mitre Media powers premium financial brands like Dividend.com and MutualFunds.com with the Mitre Platform. This platform integrates traditional content management, financial data, first-party data, ad revenue, and subscription tools, all enhanced by LLMs for rich, user-focused experiences. Our data-derived insights delight users, while our advertising solutions deliver unmatched performance for partners like BlackRock and Vanguard, leveraging advanced targeting and first-party data.

How to Apply

Submit your resume, GitHub profile, and a brief note on why youre excited about building AI-driven FinTech to jobs@mitremedia.com.