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Principal Architect

Cloaked is a privacy startup dedicated to rebuilding consumer trust in how personal data is used. Our vision is to create an internet that serves the needs of its users, first and foremost—with individual privacy and opt-in at the core. Our product is a virtual “cloak” that you use as you visit any website — Facebook, Amazon, etc. It lets you choose to share all, some, or none of your private information based on your personal preference.


$250,000 - $300,000 semi monthly
Cloaked is creating the first ever consumer based privacy eco-system that offers complete data ownership, without sacrificing user experience. 

About Cloaked

Cloaked gives you the ability to auto-generate an identity with a single click from our best in class password management solution. Users can generate masked emails, phone numbers, passwords, and soon credit cards. 

We are dedicated to building innovative solutions that allow users to stay private online. If you’re an Architect with experience in leading engineering teams, you should apply!

What will you do?

-Drive technical execution and ensure project success
-Strategize and make key technical decisions while considering the future roadmap and technological limitations of Cloaked’s existing product and tech
-Act as a translator between PMs and engineers, deeply internalizing technology to assess the impact of product decisions
-Manage day-to-day technical problem-solving, promoting business and organizational growth
-Manage, guide and oversee the growth of the backend engineering team
-Ensure alignment between current technical realities and long-term vision
-Advocate for first-principles thinking in problem-solving
-Maintain a deep understanding of software design patterns, distributed systems, and microservices
-Evaluate and integrate new technologies as needed

What skills and experiences will help you? 

-Deep technical expertise with software design patterns, distributed systems, and microservices
-Strong communication skills, with the ability to clearly explain complex technical concepts
-Hands-on experience with AWS, Kubernetes, ArgoCD, Django, Python, and databases
-Proven ability to lead engineering teams
-Ability to work independently and solve technical challenges without constant oversight
-Strong product and technology intuition—able to assess the impact of decisions on both
-Strategic mindset with an obsession over building great technology and solutions.
-Goes the extra mile


What do we like?

-A get-it-done mindset. Our team is driven to create new solutions, and resolve problems in a fast paced environment
-Experience with JavaScript, TypeScript, Swift, Kotlin
-Understanding of system-of-systems architectures
-Startup or growth-stage company experience (bonus points if exp in Fintech)
-Passion for deeply technical problem-solving rather than just managing
-Passion for security and internet ethics
-Interest in data and analytics
-Care and respect of our customers’ privacy as if it were your own


What We Offer 


Cloaked is a well-funded Series A startup based out of NYC. 


Although we are a distributed team, the NYC team operates with a hybrid model. The office building is home to several amenities, including a gourmet cafe, cocktail bar, and a rooftop work area.


We have a fully built out kitchen packed with drinks and snacks. The Cloaked team has diverse interests and so we frequently embark on team outings and go out for socials!


Compensation and Benefits


We offer above market rate pay and equity based off of the market's best commercially available data. Your compensation will be a combination of salary, bonus and equity.


Benefits


Cloaked employees have 401K, as well as top of the line Health, Dental, and Vision benefits.

We offer flexible work arrangements and the ability to work remotely as needed. Cloaked provides a home office stipend in addition to a new company laptop (and other tech depending on the role).


Perks

 

🌴Competitive PTO: We encourage employees to take a minimum # of vacation per quarter. We see PTO as a preventative burnout measure and are committed to changing the industry standard.


🤸Monthly health stipend: Used for any kind of physical, mental or emotional care you’d like to take for yourself, be it a gym membership, a meditation app, or time with a personal trainer.


🥗 Late Night Meals: We understand that sometimes work can get in the way of meal prep. In response to that, we offer employees a monthly meal stipend to be used when they don't have time to get a home cooked meal going!


🧠 Professional Growth: Opportunities for career development and personal growth are provided to all employees who seek to further their knowledge and capabilities through an unlimited professional development fund. Additionally team members are encouraged to regularly attend conferences and industry events.


We are really excited about having you join our mission-driven team and help us build the future of online privacy!

Average salary estimate

$275000 / YEARLY (est.)
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$250000K
$300000K

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What You Should Know About Principal Architect, Cloaked

Cloaked is on the lookout for a Principal Architect to join our innovative team in New York, NY! As a privacy startup dedicated to rebuilding consumer trust in personal data usage, we value individual privacy and user experience at our core. In this pivotal role, you'll be driving the technical execution of projects, making strategic technical decisions, and translating complex technical concepts between engineers and product managers. You'll have the opportunity to oversee the growth of our backend engineering team and align our current technical capabilities with the long-term vision of our consumer privacy ecosystem. If you have a get-it-done mindset, deep expertise in software design patterns, distributed systems, and microservices, we want you to advocate for first-principles thinking in problem-solving. Your hands-on experience with technologies like AWS, Kubernetes, and Django will be instrumental as you evaluate and integrate new technologies to propel us forward. At Cloaked, we offer a great work environment enhanced with perks such as competitive PTO, a monthly health stipend, and opportunities for professional growth. Join us to help create a world where consumers have the ultimate control over their data and privacy!

Frequently Asked Questions (FAQs) for Principal Architect Role at Cloaked
What are the responsibilities of a Principal Architect at Cloaked?

As a Principal Architect at Cloaked, you will be responsible for driving technical execution and ensuring project success. This includes strategizing key technical decisions, managing day-to-day technical problem-solving, and promoting business growth. You will play a vital role in overseeing the backend engineering team and translating technical concepts between engineers and product managers for maximum impact.

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What experience do I need to apply for the Principal Architect position at Cloaked?

To be considered for the Principal Architect position at Cloaked, candidates should have substantial experience in software design patterns, distributed systems, and microservices. A proven ability to lead engineering teams, hands-on experience with technologies like AWS and Django, and strong communication skills are also vital for success in this role.

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What technical skills are essential for the Principal Architect role at Cloaked?

Essential technical skills for the Principal Architect role at Cloaked include deep knowledge of software design patterns, distributed systems, and microservices. Familiarity with AWS, Kubernetes, Django, Python, and various databases is crucial, as well as a strategic mindset when it comes to building and implementing technology solutions.

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How can I make a positive impact as a Principal Architect at Cloaked?

You can make a significant impact as a Principal Architect at Cloaked by advocating for first-principles thinking, aligning technical realities with the long-term vision, and helping grow our backend engineering team. Promoting innovative solutions and ensuring alignment across technical and product decisions are key ways to influence our mission of fostering online privacy.

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What benefits come with the Principal Architect position at Cloaked?

The benefits for the Principal Architect position at Cloaked include above-market compensation, equity, flexible work arrangements, and generous health benefits including dental and vision. Additional perks include competitive PTO, a monthly health stipend, professional growth opportunities through an unlimited development fund, and a supportive team environment.

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Common Interview Questions for Principal Architect
Can you describe your experience with microservices architecture?

When answering this question, focus on specific projects where you implemented microservices, detailing your role in the design and execution process. Emphasize how you collaborated with interdisciplinary teams and the impact this architecture had on scalability and maintenance.

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How do you approach technical decision-making as a Principal Architect?

Discuss your systematic approach to evaluating options, considering factors such as long-term impact, team capabilities, and project requirements. Provide an example of a significant technical decision you've made and its outcomes.

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What strategies do you use to ensure effective communication between engineers and product managers?

Highlight your techniques for fostering open lines of communication, such as regular check-ins, collaborative tools, and documentation practices. Share an experience where improved communication led to better project outcomes.

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How do you stay up-to-date with emerging technologies?

Explain your commitment to continuous learning, whether it's through online courses, attending industry conferences, or participating in tech meet-ups. Mention specific technologies you're currently exploring and how they could benefit Cloaked.

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What is your philosophy on leading engineering teams?

Discuss your leadership style, focusing on mentorship, fostering autonomy, and encouraging innovation among team members. Offer an example of how your leadership positively influenced a team's performance.

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What challenges have you faced when adopting new technologies?

Talk about specific challenges, such as resistance to change or technical debt. Describe how you navigated those difficulties and the strategies you employed to facilitate successful technology adoption.

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How do you handle tight deadlines while managing project quality?

Provide insights into your prioritization strategies, balancing stakeholder expectations and technical quality. Highlight tools or practices you use to ensure timely project completions without compromising quality.

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Can you describe a project where you had to integrate new technology?

Share the details of a relevant project, outlining the integration process, the technology involved, and the tangible benefits attained, illustrating your adaptability and project management skills throughout the experience.

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How do you promote a culture of innovation in your team?

Discuss how you encourage creativity and experimentation within your team, such as brainstorming sessions or hackathons. Provide examples of successful innovations or process improvements that originated from team members.

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What do you see as the biggest trends in software architecture today?

Share your insights on current trends, such as cloud-native solutions or microservices, how they impact the industry, and how you believe they will evolve. This demonstrates your thought leadership and alignment with Cloaked's strategic direction.

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EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
March 16, 2025

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