Jobs

Director, Software Engineering
Boston, Massachusetts, United States of America
·
On-site
·
Full-time
·
3w ago
Compensation
$213,000 - $359,500
Benefits & Perks
•Healthcare
•401(k)
•Equity
•Unlimited PTO
•Parental Leave
•Flexible Hours
•Healthcare
•401k
•Equity
•Unlimited Pto
•Parental Leave
•Flexible Hours
Required Skills
Software engineering
Leadership
Strategic planning
Technical architecture
Team management
Director of Software Engineering
Our Opportunity
At Chewy, it is our mission to be the most trusted and convenient destination for pet parents and partners – vets and service providers – everywhere. Our success is measured by the happiness of the people and pets we serve, not simply by the amount of pet supplies we deliver. That's why we continue to think of outside-the-Chewy-box ways to delight, surprise, and thank our loyal pet lovers!
We are seeking a forward-thinking Director of Software Engineering to lead our B2C Pet Health organization's mission of delivering seamless and integrated healthcare experiences for millions of pet parents. We are looking for a strategic leader to own complex technical domains, cultivate a world-class engineering culture, and build the teams that are creating the future of pet care. This job is suited for a leader who thrives on creating an impact, communicates effectively, and is dedicated to developing individuals.
Who You Are
- You think strategically and act deliberately. Your planning horizon extends beyond quarterly roadmaps to the multi-year strategic vision. Predict challenges, align team goals with business vision, and demonstrate influence on long-term strategy.
- You lead with pragmatic ownership. You take ultimate accountability for your domain, from strategic roadmap to operational health. You make tough, data-driven decisions, strategically manage trade-offs, and when things go wrong, you own the outcome and the findings without blame.
- You are a talent multiplier. Your passion is growing engineers and leaders. Demonstrating a solid history of coaching, mentoring, and nurturing growth opportunities for your Team Members. You delegate for growth, not just to offload tasks, and you handle difficult performance conversations with empathy and directness.
- You influence with data and trust. You build consensus and inspire change through well-reasoned arguments and a deep understanding of the data. You are adept at aligning on scope, managing partner expectations, and guiding collaborators toward more viable solutions to enable your team's success while upholding the integrity of your technical vision.
- You communicate with exceptional clarity. You build shared purpose and inspire confidence through precise, structured communication. You distill highly complex technical and business problems into clear, actionable strategies that drive focus and execution across your organization.
What You'll Do
- Own the Technical Vision & Strategy: Define, communicate, and implement a clear 3-5 year technical roadmap. Champion the adoption of innovative technologies, including AI, to solve complex business challenges and create unparalleled customer experiences.
- Build and Develop High-Performing Teams: Lead an organization of approximately 40, including Associate Directors and senior individual contributors. You will be responsible for hiring, developing, and retaining top-tier talent, fostering a culture of technical excellence, and acting as a dedicated coach to grow the next generation of leaders.
- Drive a Culture of Innovation: Empower your teams to experiment, learn, and deliver breakthrough solutions. Be a key sponsor and driver for internal innovation programs that fuel events like our company-wide Innovation Days.
- Implement with Operational Excellence: Partner closely with product, design, and business partners to translate ambitious goals into concrete, well-managed execution plans. Own key business objectives, proactively de-risk complex projects, and communicate progress, risks, and trade-offs with absolute clarity to senior leadership.
What You'll Need
- A demonstrable history of leading engineering organizations that have shipped complex, large-scale platforms in a fast-paced, agile environment.
- 12+ years of experience in software engineering, with a significant portion in a leadership capacity, including proven experience managing other managers.
- A track record of leading through ambiguity, creating clarity from complexity, and delivering measurable results on multi-faceted, strategic problems.
- Deep technical expertise with the ability to operate at depth, guide teams through complex architectural challenges, and maintain an exceptionally high bar for quality.
- Proven experience authoring strategic documents and technical proposals for executive-level consumption.
- Bachelor's degree in Computer Science, a related field, or equivalent experience.
Bonus Points
- Experience applying AI/ML to solve real-world business problems.
- Experience in high-growth technology domains such as e-commerce, healthcare tech, or platform-as-a-service.
Compensation & Benefits
The base salary range for this role is $213,000 - $359,500. The specific salary offered to a candidate may be influenced by a variety of factors including but not limited to the candidate's relevant experience, education, and work location. In addition, this position is eligible for 401k and a new hire and annual equity grant. C08+ positions may also be eligible for annual bonus.
We offer different types of insurance and benefits, such as medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident. We offer parental leave, family services benefits, backup dependent care, flexible spending accounts, telemedicine, pet adoption reimbursement, employee assistance program, and many discounts including 10% off pet insurance and 20% off at Chewy.com. Exempt salary team members have unlimited PTO, subject to manager approval. Team members will receive six paid holidays per year. Team members may be eligible for paid sick and family leave in compliance with applicable state and local regulations.
Equal Opportunity
Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, results of genetic testing, veteran status, as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law, and you need an accommodation during the application process or to perform these job requirements, or if you need a religious accommodation, please contact CAAR@chewy.com. To access Chewy's California CPRA Job Applicant Privacy Policy, please click here.
Our Operating Principles
Rooted in our mission to be the most trusted and convenient destination for pet parents and partners, everywhere, we're guided by our Chewy Operating Principles (or OPs for short), which serve as a common framework that drives our character, capabilities, ingenuity and operations. Our 10 Operating Principles guide us every day:
- Customers First
- Deliver Results
- Earn Trust
- Accelerate Time
- Act as an Owner
- Debate Openly; Commit Fully
- Build High-Performing Teams
- Keep it Simple
- Think Big
Total Views
0
Apply Clicks
0
Mock Applicants
0
Scraps
0
Similar Jobs

Software Development Manager, Amazon FSx for Lustre
Amazon · Boston, MA, USA

Early Talent - Area/Shift Manager (Madrid)
Amazon · Getafe, M, ESP

Sr. Operations Engineer, Urban Fulfilment
Amazon · Bellevue, WA, USA

Sr. Software Engineer, iOS, eBay Live
eBay · San Jose

Data Center Manager, Data Center Engineering Operations
Amazon · Zaragoza, ESP
About Chewy

Chewy
PublicA food database that provides personalized meal plans, food analytics, AI-based food discovery, and tracks fitness journey.
1-50
Employees
Chennai
Headquarters
$7.5B
Valuation
Reviews
2.9
25 reviews
Work Life Balance
2.1
Compensation
3.2
Culture
2.3
Career
3.1
Management
1.8
35%
Recommend to a Friend
Pros
Good pay and compensation
Career advancement opportunities
Regular raises and recognition
Cons
Poor management and leadership
Excessive work hours and workload
Lack of employee care and support
Salary Ranges
1,354 data points
Junior/L3
L2
L3
L4
L5
L6
Mid/L4
Senior/L5
Director
Junior/L3 · Business Intelligence Engineer I
1 reports
$133,383
total / year
Base
$115,766
Stock
-
Bonus
-
$133,383
$133,383
Interview Experience
12 interviews
Difficulty
3.1
/ 5
Duration
14-28 weeks
Offer Rate
33%
Experience
Positive 0%
Neutral 58%
Negative 42%
Interview Process
1
Application Review
2
Recruiter Screen
3
Online Assessment
4
Technical Phone Screen
5
Onsite/Virtual Interviews
6
Offer
Common Questions
Coding/Algorithm
Technical Knowledge
Behavioral/STAR
System Design
Culture Fit
News & Buzz
Chewy CTO Retirement Puts Spotlight On AI And Membership Roadmap - Yahoo Finance UK
Source: Yahoo Finance UK
News
·
4w ago
Federated Hermes Inc. Buys 640,490 Shares of Chewy $CHWY - MarketBeat
Source: MarketBeat
News
·
4w ago
GameStop's Ryan Cohen eyes 'very big' consumer megadeal that could increase company's value tenfold - CNBC
Source: CNBC
News
·
5w ago
Is Chewy (CHWY) Pricing Reflect Recent Share Weakness And DCF Versus P/E Signals - simplywall.st
Source: simplywall.st
News
·
5w ago