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FreeWill

Senior DevOps Engineer

Job Summary

The role involves piloting technical initiatives to improve FreeWill's cloud and engineering platforms, focusing on serverless technologies and cloud architecture. Candidates should have over 5 years of experience with AWS services, DevOps toolsets, and scripting languages, with a strong emphasis on secure cloud design and scaling complex web applications. The position offers opportunities for collaboration in a fast-paced startup environment and involves explaining complex solutions and fostering a culture of ownership and innovation. Benefits include flexible work arrangements, comprehensive health coverage, stock options, and professional development support.

Required Skills

CI/CD
DevOps
AWS
Observability
Cloud Security
S3
Infrastructure-as-Code
EKS
Lambda
Serverless Architecture
API Gateway
Network Design
CloudFront
RDS
Serverless Framework
Scripting (Bash, Python)
IAM Governance

Benefits

Work from Home
Home Office Budget
Flexible Hours
Paid Parental Leave
401K
Disability Insurance
Competitive Salary
Team Events
Unlimited PTO
Commuter Benefits
Professional Development Budget
Company Stock Options
Referral Bonuses
Medical/Dental/Vision Insurance
Life and AD&D Insurance
Co-Working Budget
Free Medical Membership

Job Description

FreeWill is an award-winning, social-good startup that has partnered with 2,200+ nonprofits who support our mission while generating $12B in gift commitments for nonprofits since we were founded in 2017. We’ve been featured in the New York Times, Forbes, Oprah’s magazine, and our co-CEOs have even been named to Town & Country’s “Top 50 Philanthropists” list.

All of this is because we’ve figured out how to make some powerful (but complicated!) ways to donate much easier and more accessible. Our products make things easier for the donors who want to change the world and for nonprofits doing heroic work around the planet.

In the last 8 years, we’ve grown from 5 people to 200+ (all smart, tenacious, and kind), and continue to grow. We’d love to have you be a part of this adventure. In 2024, we were named a "Most Loved Workplace" by both Newsweek and Best Practice Institute and in 2025, we were named as one of Forbes' Best Startup Employers and the 2025 Most Loved Workplaces® for Diversity; you can also check us out on Glassdoor! Curious about company culture and management at FreeWill? Check out the 2025 Best Manager Ever podcast featuring Anthony Sottile, FreeWill's VP of Partner Success on either Spotify or Apple.

Full-time • Excellent Benefits • Work from Anywhere in the US (except AL, CO, or LA)

About the role

We are looking for a compassionate and experienced DevOps engineer who wants to make an impact at a mission-driven company. You are excited to work with a low-ego, highly collaborative team, a fast-paced startup environment, and take on a high level of responsibility across many projects. You solve problems through continual experimentation, risk-taking, and learning from experience.

FreeWill has set compensation and a non-negotiation policy for fairness reasons (we don't think that an individual's pay should be determined by how comfortable they are negotiating). As a result, we like to be transparent and up front about the compensation. When we make an offer, we provide multiple options so that employees can choose between compensation packages that prioritize salary or stock options. The offers for this role will be between $160,000 and $170,000.

This role reports to our Platform Engineering Manager.

If you are interested in the role, please apply to our website. Please do not contact recruiters or FreeWill employees by email or phone.

Responsibilities

  • Pilot technical initiatives that improve the quality, velocity, and sustainability of FreeWill's cloud and engineering platforms
  • Clearly explain solutions to complex problems and demonstrate the ability to pilot and impart knowledge effectively
  • Work to foster a culture of ownership, empowerment, and psychological safety while interacting with a multitude of diverse teams
  • Foster a curiosity for technology that can make your team's lives easier
  • Contribute ideas to improve our product, technology, and team practices

Required Skills and Experience

  • 5+ years of experience with AWS, specifically with serverless architecture (API Gateway, Lambda, Cloudfront, S3), EKS, and RDS
  • Prior production experience with the Serverless Framework
  • Familiar with modern DevOps toolsets for Infrastructure-as-code, CI/CD, and observability.
  • Experience with scripting languages, such as Bash or Python
  • Experience scaling production cloud systems for complex web applications
  • Demonstrated expertise in secure cloud architecture, network design, and IAM governance.

Hiring Process

The hiring process for this role is as follows:

  • Recruiter Phone Screen (30 minutes)
  • Hiring Manager Interview (30 minutes)
  • Take Home Exercise (1 hour)
  • Final interviews with 4 FreeWill team members (4 separate interviews ranging from 30-60 minutes)
  • Offer (contingent on positive references)

Please note that steps in the hiring process can and may change and the Recruiter will be your point of contact in sharing about any updates in terms of the process. If you are selected to move forward in this process, the Recruiter will share more details about the hiring process and interviewers. However, this is a good estimate of what you can expect. For most roles, our hiring processes take an average of 4-6 weeks.

Benefits

In addition to the immense personal and professional satisfaction you’ll gain from helping to raise $1T for high impact nonprofits in a kind and joyful work environment, full time employees at FreeWill are eligible for the following benefits:

  • Work from home
  • Unlimited PTO
  • Flexible hours
  • Competitive salary
  • Commuter benefits
  • Company stock options
  • 401k
  • Medical/Dental/Vision (some single coverage medical plans are 100% employer paid, subsidized rates for spousal, parent-child, and family coverage)
  • Short-term and long-term disability insurance
  • Life and AD&D insurance
  • Free One Medical membership
  • Paid parental leave for all parents

Perks

  • Regular (virtual) team events
  • $250 monthly co-working budget which can be used for local co-working spaces
  • $300 annual budget to outfit your home office or cover utility bills
  • $1,000 referral bonuses for growing our FreeWill community
  • $1,000 annual professional development budget

FreeWill is an equal opportunity employer and we value diversity. We are committed to finding talent that is not determined on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law.

We are a remote-first company that’s able to hire in 47 states and D.C. Unfortunately, we are unable to hire in Colorado, Alabama, or Louisiana at this time. We also can’t sponsor working visas, so all applicants will need to have work authorization in the US.

Don’t check off every box in the requirements listed above? Please apply anyway! Studies have shown that marginalized communities - such as women, LGBTQ+ and people of color - are less likely to apply to jobs unless they meet every single qualification. FreeWill is dedicated to building an inclusive, diverse, equitable, and accessible workplace that fosters a sense of belonging – so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to still consider submitting an application. You may be just the right candidate for this role or another one of our openings!

AI Policy

We are excited to engage with candidates who can demonstrate their experience and skills through their own words and work, not through AI-generated content. We want to understand your genuine interest in the company and your unique perspectives, not simply AI-driven responses. We ask that you refrain from use of AI-generated content during the hiring process which includes phone screens, video interviews, tech screens, or other assessment stages except as otherwise indicated to you by the Recruiter.

For example: Using ChatGPT to generate scripted answers to application questions or during phone screens and video interviews is strongly discouraged and will result in not moving forward in the hiring process. However, the use of an AI design tool to enhance the design of a presentation deck is permitted.

The Recruiter will be able to provide additional guidance during the hiring process if needed. If hired at FreeWill, we do encourage the use of AI in your role to build upon or enhance your skill set.

#LI-DNI

#LI-DNP

Interested in this job?

Application deadline: Open until filled

Logo of FreeWill

FreeWill

FreeWill lets you make your last will and testament quick, easy, and completely free. It is a simple online legal will maker that helps you compile will forms to print and sign, or to take as a basic will template to an estate planning lawyer. FreeWill is built alongside will making experts.

See more jobs
Date PostedJuly 25th, 2025
Job TypeFull Time
LocationRemote- USA
SalaryCompetitive rates
Exciting remote opportunity (requires residency in United States) for a Senior DevOps Engineer at FreeWill. Offering competitive salary (full time). Explore more remote jobs on FlexHired!

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