Engineering Manager, Infrastructure

Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retailprofit measurement attribution and incrementalityto provide users with more value on their everyday purchases and brick-and-mortar businesses with new profitable customers. Weve helped millions of users earn 2 to 3 times more cashback than any other product and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year and that value goes directly back to our retailer partners the consumers they serve and important sustainability initiatives.

About the role:

Were looking for an Engineering Manager to lead our Infrastructure team the group responsible for Upsides core cloud platform networking security and foundational services. This team provides the compute storage networking observability and CI/CD capabilities that power every application and data product at Upside.

Youll combine deep infrastructure experience with people-first leadership to drive reliability security and scalability across our platforms while creating an environment where engineers can do the best work of their careers.

As an engineering leader at Upside you gather the right information from those around you and take thoughtful risks so teams can ship high-quality reliable software this role you will:

• Lead with platform and company outcomes over local optimization. You lean in wherever critical infrastructure risk or opportunity exists regardless of org boundaries and prioritize the success of the broader platform and product ecosystem.

• Create a safe collaborative team environment. You name problems invite open discussion and help your team learn from incidents and change without blame.

• Raise the bar. You identify and influence improvements in reliability performance security and engineering standards across services and environments.

• Provide clarity and empower autonomy. You ensure expectations SLAs and guardrails are clear so teams can move quickly and independently on a stable platform.

In addition to the leadership responsibilities above you will:

• Ensure our AWS environments are secure cost-efficient and production-ready with strong foundations in IAM networking secrets management encryption and compliance-aware controls.

• Lead the evolution of our CI/CD observability and platform toolingmaking it easier and safer for product and data teams to ship monitor and operate services independently and improving overall developer experience.

• Drive operational excellence across reliability scalability and performance including capacity planning incident management on-call health and post-incident learning culture.

• Define and track key platform health and cost metrics such as availability latency error budgets infrastructure cost per transaction and change failure rates using these insights to guide prioritization and continuous improvement.

• Partner closely with Security Data Platform and Product Engineering teams to ensure infrastructure decisions enable reliable experimentation user-centric product development and scalable data and ML systems.

• Oversee large-scale programs that span multiple teams such as cloud modernization multi-region or cell-based architecture and foundational security or resilience upgrades.

• Represent Infrastructure in cross-functional planning and technical forums translating platform risks and opportunities into clear business tradeoffs and decisions.

Why You Should Apply

• You arent afraid to challenge the status quo when it makes the team and business better. You learn from those around you while utilizing data to advocate for informed change.

• You thrive at the intersection of systems and storytelling not only building robust solutions but also communicating their purpose impact and rationale so teams can experiment iterate and act confidently.

• You care about building resilient systems that scale. You bring a mindset of continuous improvement and know when to invest in observability automation or new infrastructure to reduce toil and improve outcomes for the team and end users.

• You believe that pulling quality upstream starts with engineering. You champion best practices encourage early testing and validation and work closely with peers to build a culture of quality from the ground up.

Ideal Qualifications

• Have 3 years of experience managing infrastructure SRE or platform engineering teams and at least 3 years of hands-on experience building and operating production systems in the cloud.

• Are comfortable designing and reviewing solutions in AWS including networking container orchestration storage and IAM and can make pragmatic tradeoffs between performance reliability and cost.

• Are eager to integrate generative AI into engineering workflows to improve delivery speed quality and developer experience (e.g. runbooks incident analysis platform automation).

• Have experience with modern DevOps practices and tooling (e.g. Terraform or other IaC CI/CD systems observability stacks incident management) and know when to invest in automation and standardization to reduce toil.

• Thrive in environments where youre asked to elevate systems and bring clarity to ambiguity especially in high-growth high-change conditions.

• Communicate clearly across technical and non-technical audiences and can translate complex infrastructure and reliability tradeoffs into clear roadmaps and investments advocating for the platform in a way that balances speed quality and long-term business value.

Engineering Culture:

We want our engineering leaders to be able to make thoughtful impactful technical decisions while also having the space to coach their engineers and support their growth. We ask our managers to focus on a team of around 8 direct reports while our more senior managers may operate across two teams. The staffing for these reports is always split - we see incredible value from a mix of full-time and contract staff.

Location:

This hybrid role is based in our Austin Chicago DC or NYC -office attendance is required on Monday Tuesday and Thursday and may increase based on project-based needs and changes to Upsides in-office policy over time.

Compensation:

The US base salary range for this full-time position is $185000 - $215000 equity benefits. The final starting pay will be determined based on job-related skills experience qualifications work location and market conditions. Your recruiter can share more about the specific salary range during the hiring process.

#LI-Hybrid

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Benefits:

• Medical dental and vision coverage starting on Day 1

• Equity (ISOs)

• 401(k) program

• Family planning programs paid parental leave

• Physical fitness and wellness memberships

• Emotional and mental health support programs

• Unlimited PTO 10 paid federal holidays our annual week-long Winter Break

• Flexible work environment

• Lunch reimbursement for in-office employees

• Employee Resource Groups

• Learning and Development stipend

• Transparent culture

• Amazing mission!

Diversity and Inclusion:

Diversity drives innovation and our differences make us stronger. Were passionate about building a workplace that represents a variety of backgrounds skills and perspectives and we do not discriminate based on race religion color national origin gender sexual orientation age marital status veteran status or disability status. Everyone is welcome here!

If theres anything we can do to support a disability or special need during your application or interview process please email

This email is for accessibility accommodations only it should not be used to submit job applications.

Notice To Recruiters And Placement Agencies:

This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for and will not pay placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Required Experience:

Manager