---
title: 'Shop Your Way - DevOps Engineer at Shop Your Way'
canonical: 'https://feeny.ai/job/shop-your-way-devops-engineer-shop-your-way-united-states-c7p38nq9qfgp'
type: 'job'
last_seen: '2026-09-07'
---

# Shop Your Way - DevOps Engineer at Shop Your Way

- **Company:** Shop Your Way
- **Location:** United States
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2022-10-13
- **Last confirmed live:** 2026-09-07
- **Apply:** https://jobs.lever.co/syw.com/ba49e52b-d7ad-4ee3-9f8d-490fe7dac94a

## Job description

Do you consider yourself an innovator, a builder, a game-changer? Do you have what it takes to transform the payments, loyalty, and commerce space? Do you want to help develop and scale truly “never been done before” services and technologies?

If yes, then we want to hear from you at Shop Your Way

SYW Overview Shop Your Way (“SYW”) is a high-growth FinTech and e-Commerce enablement platform that leverages a proprietary technology infrastructure to service some of the largest and most innovative brands in America. SYW powers multiple business and consumer services, including SYW Rewards and the SYW Mastercard, along with a leading mobile app and digital destination.

When bundled together as part of our Pay Your Way (“PYW”) service, we have a truly differentiated loyalty + credit solution for our business partners and their customers, without the hassle of setting up a direct credit relationship with a bank or underwriter. This integrated module makes it easy for Partners of any size to improve their conversions, drive new revenue, save on transaction and payment costs, and create more repeat business.

Today, we’re providing this “loyalty-card as a service” to Raise (gift cards) and Way (mobility) – two of the “Andreessen Horowitz Top 50 Marketplaces” – and other national brands. Now, we’re expanding our offering to include other new application services while also unlocking new channels. SYW is at an exciting inflection point, built for scale and driving growth.

Key Highlights include: ●  Recent investment of +$30M of “growth capital” from Private Equity / Hedge Fund sponsor ●  Long-term strategic partnership with Citibank powering a multi-billion dollar credit portfolio ●  Compelling pipeline of New Business Development initiatives, focused on SYW 5321 Card Externalization (“loyalty-card as a service”) ●  Proprietary, best-in-class loyalty and data technology platform built to power $10+ billion of partner business ●  A sizable (9 million active) yet hyper local member base of active shoppers ●  A valuable rewards currency, with more new places to burn – from gift cards to sports media to parking, car wash, electrical vehicle charging to crypto and ETFs ●  A multi-tender, proprietary “wallet” with rewards, gift cards, and credit ●  Platform can be white-labeled and quickly integrated into existing retail and loyalty systems  https://business.syw.com/

Roles Summary: DevOps Engineer

Will be responsible for automation and implementation of tools and processes which enable rapid development and deployment of software. Will guide the mission to cover continuous integration/deployment in a delivery pipeline that will perform automated system tests, deploy infrastructure and applications code quickly (including cloud and serverless), and provide operational metrics back to development and business teams.

Will be solving incredible puzzles and troubleshooting unbelievable issues while maintaining the ShopYourWay Platform and Applications.

Ideal candidates for this role will have a blend of development and operational experience that provides them with a good understanding of the developer team needs, while also balancing business satisfaction and maintaining production systems and applications uptime.

Requirements:

- Maintenance and high-availability of databases: SQL (MySQL, PostgreSQL) and NoSQL (Mongo, DocumentDB)
- Security and Performance principles of Web Platforms and Mobile Applications.
- VMware Stack (VMware Templates, vSwitch, Clusters, HA, vMotion and etc.)
- Monitoring tools:  ELK, Grafana, Zabbix etc.
- Strong knowledge of Network (protocols, layers, principals).
- Linux and Windows OS internals and troubleshooting.
- Hands-on experience in Firewalls, Load Balancers, VPN, CDN is an advantage.

Experience & Knowledge:

- Must be AWS Certified DevOps Engineer - Professional
- Must be familiar with Linux and Windows systems, Shell Scripts, and one of the programming languages in Java or Python or .NET
- Capable of creating network architecture and constructing the network infrastructure to configure HW and SW networking devices/services, e.g. routers, switches, firewalls, proxies, load balancer, DNS, LDAP, Active Directory, etc., and experience in administration of Juniper firewall and switch is a big plus.
- Experience of building code pipelines CI/CD using  Jenkins, TeamCity or others.
- Hands-on experience  in maintenance and troubleshooting of  Databases (SQL and NoSQL)
- Experience in configuration management of Heterogeneous Systems
- Strong experience with cloud services, AWS preferred (Serverless architecture, provision, manage, scaling, security).
- Experience with virtualization technology and automation.
- Coding experience (PHP, Python, bash)
- Hands-on experience to build and automate monitoring tools
- RHCE is a big advantage.
- AWS Solutions Architecture or AWS SysOps Certification preferred.
- Strong troubleshooting skills in network interoperability and system integration
- Strong understanding of monitoring, tuning, and troubleshooting services.

## About Shop Your Way

## Company Overview
- **One-liner**: Shop Your Way (SYW) is a high-growth FinTech and partner-enablement platform that powers loyalty, payments, and data services for some of the largest brands in America.
- **Entity Type**: Private (Privately Held, Transform SR Brands, LLC)
- **Headquarters**: Hoffman Estates, Illinois, USA
- **Founded**: 2009
- **Founders**: Not publicly available

## Core Business
- **Primary industries**: FinTech, Loyalty Programs, Payments, Data Services, Consumer Services
- **Target customers**: B2B (brands, retailers, financial institutions) and B2C (consumers through rewards programs); mid-market to enterprise clients
- **Mission / purpose**: “Built for scale & growth” – enabling partners to enhance customer engagement through integrated loyalty, payments, and data solutions.

## Products & Services
- **SYW Rewards Platform**: A proprietary loyalty and rewards engine that allows brands to manage points, offers, and member engagement.
- **SYW Mastercard / Shop Your Way 5321 Visa Credit Card**: Co-branded credit cards that integrate rewards with everyday spending (launched in 2025 in partnership with Fidem Financial and Transformco).
- **Sears Home Advantage**: A free membership program for homeowners, powered by Shop Your Way (launched 2024).
- **Digital Properties & Partner Network**: A scalable technology infrastructure that powers multiple consumer-facing digital properties and a growing network of partner brands.

## Market Standing
- **Valuation / Market Cap**: Not disclosed
- **Key Metric**: Estimated annual revenue between $250M and $500M (LeadIQ, 2026) – *not publicly confirmed*
- **Notable Investors / Partners**: Transformco (parent), Fidem Financial, Unifimoney (SYW invested in Unifimoney), Way.com (partnership)
- **Growth Signals**: 
  - Launch of new co-branded Visa credit card (Nov 2025)
  - Expansion into home services with Sears Home Advantage
  - Headcount data conflicts: one source reports 24 employees (with -1.9% YoY), another reports ~103 employees (LeadIQ) – likely the larger figure reflects the full SYW entity including Transformco support. Recent job postings indicate active hiring for remote roles.

## Competitive Advantages
- **Proprietary technology stack**: Microservices-based, cloud-native infrastructure that enables rapid integration and scaling for large enterprise partners.
- **Expansive partner network**: Relationships with major brands and retailers (e.g., Sears, Kmart) and emerging fintech partners.
- **Integrated model**: Combines loyalty, payments, and data services in a single platform, reducing complexity for clients.
- **Patent portfolio**: Multiple granted patents in social shopping, personalization, and gesture-based commerce (2019–2024).

## Strategic Focus
- **Scaling the partner network** and onboarding new brands across retail, financial services, and home services.
- **Expanding financial services** through co-branded credit cards and embedded lending (e.g., “Credit as a Service” mentioned in job postings).
- **Enhancing data and personalization capabilities** to drive member engagement and retention.

## Why Work Here
- **Culture**: High-growth FinTech environment with a focus on innovation and scale; described as “built for scale & growth.”
- **Work policy**: Remote-friendly with a remote work program; job postings are listed as “Remote – Full-Time U.S.A.” (Lever). However, the company also has an onsite office in Hoffman Estates, IL.
- **Perks**: Health insurance, dental insurance, and a remote work program (Built In).
- **Engineering culture**: Technical team includes Senior Director of Engineering, Technical Lead; tech stack includes microservices, fintech, Segment, and Martech.
- **Growth opportunity**: As a private company with a strong partnership network, employees can work on high-impact projects for Fortune 500-level brands.

## Sources
1. [Built In – Shop Your Way Company Profile](https://builtin.com/company/shop-your-way-syw)
2. [LinkedIn – Shop Your Way Company Page](https://linkedin.com/company/shop-yourway)
3. [LeadIQ – Shop Your Way Company Overview](https://leadiq.com/c/shop-your-way/5ac549195400005201ba69c5)
4. [Lever – Shop Your Way Careers Page](https://jobs.lever.co/syw.com/)
5. [Shop Your Way Website](https://www.shopyourway.com/)
6. [PR Newswire – Unifimoney Seed+ Investment from Shop Your Way](https://www.prnewswire.com/news-releases/unifimoney-secures-seed-investment-from-shop-your-way-301487932.html)
7. [Newswire – Way.com Partnership](https://www.newswire.com/news/way-com-unlocks-new-ways-for-users-to-save-with-shop-your-way-partnership)

## Other roles at Shop Your Way

- [Shop Your Way - QA Engineer](https://feeny.ai/job/shop-your-way-qa-engineer-shop-your-way-hyderabad-h2n0k47bn8hr) — Hyderabad, India
- [Shop Your Way - React Native Developer](https://feeny.ai/job/shop-your-way-react-native-developer-shop-your-way-united-states-dc14cz4f8cct) — United States
- [Shop Your Way - Full-Stack Software Engineer](https://feeny.ai/job/shop-your-way-full-stack-software-engineer-shop-your-way-united-states-sjqmdev7h4s4) — United States
- [Shop Your Way - Android Developer](https://feeny.ai/job/shop-your-way-android-developer-shop-your-way-united-states-k03n1xs5rmbw) — United States
- [Shop Your Way - Cloud Data/Systems Engineer](https://feeny.ai/job/shop-your-way-cloud-data-systems-engineer-shop-your-way-united-states-a00a73aybrjz) — United States
- [Shop Your Way - Product Manager, Payments](https://feeny.ai/job/shop-your-way-product-manager-payments-shop-your-way-united-states-a94pa2swctnt) — United States
- [Pay Your Way -Credit as a Service: Analyst, Sales Operations](https://feeny.ai/job/pay-your-way-credit-as-a-service-analyst-sales-operations-shop-your-way-united-7wzq6bz1a0sv) — United States
- [Pay Your Way -Credit as a Service: Sales Enablement Lead](https://feeny.ai/job/pay-your-way-credit-as-a-service-sales-enablement-lead-shop-your-way-united-dhmz4te1bppr) — United States
- [Pay Your Way - Credit as a Service: Head of Sales, Magento Platform](https://feeny.ai/job/pay-your-way-credit-as-a-service-head-of-sales-magento-platform-shop-your-way-f961m01qz8ek) — United States
- [Shop Your Way - Product Marketing Manager](https://feeny.ai/job/shop-your-way-product-marketing-manager-shop-your-way-united-states-e56jrc72vtnp) — United States