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PerkSpot is searching for a Principal Engineer to join our Engineering team! Founded in 2006, we are on a Mission to Save Our Members Money by providing exclusive access to the best discounts available - anywhere. We ensure employees see offers curated to their interests, allowing them to save on electronics, home goods, meal delivery, mortgages, travel, and all the other little—and big—things that will make life a bit easier.

The Principal Engineer is a key technical leader within the software engineering team. This role focuses on driving technical strategy, leading complex architectural initiatives, and delivering high-impact solutions across multiple projects. As an individual contributor, the Principal Engineer collaborates closely with cross-functional teams to ensure scalable, maintainable, and high-performance systems, while mentoring engineers and fostering a culture of technical excellence.

This position is required to be in the office 3 days a week Tuesday, Wednesday, & Thursday. Our offices are located in River North just north of downtown Chicago, IL.

What you’ll accomplish:

+ Define and evolve the architecture and design of complex systems and platforms.

+ Provide technical leadership across engineering teams on design patterns, best practices, and coding standards.

+ Proactively identify & recommend to leadership strategic technical initiatives, including system modernization, SDLC, unsupported tools, areas of risk and performance optimizations.

+ Collaborate with product managers and stakeholders to align technical solutions with business goals.

+ Lead technical reviews, provide design feedback, and set standards for code quality and testing.

+ Identify areas for improvement and lead efforts to reduce technical debt.

+ Recommend system and data changes to improve user experience and prepare for next-level generation of the software.

+ Author and manage development standards & policies.

+ Serve as a mentor, technical coach and role model to engineers.

+ Supervise implementation of new software features and provides training to the engineering team.

+ Perform Senior code review approvals.

+ Ensure optimal up-time and performance by collaborating with DevOps Engineers.

+ Participates in Architecture Board.

+ Stay informed of emerging trends in software development and evaluate new technologies.

What we’re looking for:

+ 10+ years of software engineering experience with a strong background in system architecture and software design.

+ Expertise in one or more programming languages (e.g., Java, Python, C#, Go, etc.).

+ Deep experience with distributed systems, cloud platforms (e.g., AWS, Azure, GCP), and CI/CD pipelines.

+ Strong understanding of data structures, algorithms, and software engineering principles.

+ Is certified in mission-critical areas such as Privacy Protection, Payment Compliance, Taxation and other State/ Federal laws, etc.

+ Proven experience in leading cross-team technical initiatives.

+ Excellent communication and collaboration skills.

Preferred Skills & Qualifications:

+ Experience in mentoring and developing engineering talent.

+ Background in DevOps, SRE, or infrastructure as code is a plus.

+ Open-source contributions or technical publications.

+ Experience in a regulated or high-availability environment (e.g., fintech, healthcare).

About PerkSpot:

PerkSpot is the trusted employee discount platform that provides meaningful, personalized savings on the things that matter most. Our approach is simple, inspiring others to love where they work by offering the steepest, most intentional discounts on over 1,000 reputable brands. From local deals to big-name nationwide offerings, our 98% retention rate speaks for itself.

We are an established company with a strong foundation, growing consistently and steady. What does that mean for you? The opportunity to hit the ground running and see the impact of your work! As a leader in the industry, we’re committed to doing more - developing better products, reaching more employers, and getting more members engaged with our platform. Our passion is to make every place a great place to work, starting with our own.

Your first few months as a PerkSpotter:

Providing value doesn’t have to wait, from day one we are open to your big ideas. In your first few months, you will..

+ Meet the team! We think our people are pretty great so we want to ensure you’re introduced to all of the right team members to help you succeed. You’ll spend quite a bit of time with our team of VP of Engineering, Engineering Managers, as well as with our Product team!

+ Get to know PerkSpot! Immerse yourself in the business, engage with internal stakeholders, and participate in monthly company-wide All Hands meetings.

+ Sharpen your skills! You will become very familiar with the technology and tools that we use; Microsoft .NET, Azure, JavaScript, and SQL, just to name a few.

+ See your impact! Your work will drive technical excellence and support the development of engineers.

+ Participate in company-wide events! Whether it’s office miniature golf or a raffle gameshow, company culture is at the forefront of our business.

The pay:

PerkSpot offers competitive industry rate salaries with the goal of retaining and growing talented individuals.  We regularly review and adjust our compensation structure as needed to ensure equity and across teams and levels.  The salary range for this position is $180,000 - $190,000 plus $8,000 annual bonus.

What We Offer:

+ Competitive salary, matching 401K, and company paid disability.

+ Comprehensive medical, dental, and vision insurance is effective on your first day of employment!

+ Time off is required. We want our team members to rest, relax, and recharge, so we encourage employees to take 20 days off each year.  Plus, we offer 8 paid company holidays and our office is closed from Christmas Eve through New Year's Day.

+ Summer Fridays are great and are an annual tradition between Memorial Day and Labor Day every year.

+ To help you get a jump start on company holidays, we close at 1 pm the day prior to each company holiday as “holiday eve.”

+ Tenure is valued and rewarded. In addition to PTO, we offer a paid Sabbatical for up to 3 months to employees at 5 years and 10 years of service.

+ Commuting can be expensive – we get it.  So, we provide a monthly transportation stipend and free lunch every Wednesday.

+ Connection and relationship building is everything. We offer regular outings, virtual events, fun community-interest Slack channels, and occasional happy hours.

How to apply:

All applications will be kept strictly confidential. Please submit a resume and cover letter telling us how you stack up to the qualifications, plus any other information you feel would be relevant to PerkSpot. Don’t be afraid to show your spark and personality!

All positions require a full background screening.

PerkSpot is an equal opportunity employer. Offering a diverse, equitable, and inclusive work environment is a priority at PerkSpot. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin, disability or protected veteran status, or any other legally protected basis, in accordance with applicable law.

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