Site Reliability Engineer (SRE) (All Levels) at MainStreet

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At MainStreet, we’re problem solvers. 

Our products aim to do one thing: save startup founders and small business owners time, money, and peace of mind. We started by demystifying complicated tax credits, saving over $100M – and countless hours of tax code research 🥱– for founders in nearly every industry. Then, we introduced MainStreet Procurement, simplifying expense management and contract negotiation for teams without the means to do it themselves, as well as our treasury management product that helps customers earn better yields on their cash reserves. Since our sort-of viral beginnings in 2019, we’ve raised a $60M Series A (more on that later), launched three product lines (with more in the works), and grew from 3 employees to 160+.
We owe our success to the strength of our team. Before joining MainStreet, we helped build companies like Intuit, PayPal, Google, Apple, Coinbase, Gusto, LinkedIn, Slack, and more. We’re 100% remote, spanning across 30+ states and Canada. We’re fellow founders, engineers, accountants, designers, dog (and cat) lovers, adventurers, coders, and parents. We move fast. We think big. We don’t take ourselves too seriously. And we’d love for you to join us.

The opportunity

MainStreet is looking for multiple Site Reliability Engineers to help us build and scale the infrastructure and processes used by the Product Engineering organization. You’d join as the third member of our SRE team so you’d have a chance to directly influence the roadmap and technology choices as we rapidly scale our team and infra. You’ll be responsible for shaping building things like our deployment, monitoring and alerting, telemetry and tracing infrastructure.

What you'll do

  • Help define the future of and contribute directly to MainStreet’s infrastructure
  • Partner with Product teams to ensure the underlying platforms and services they need to power their products are ready to scale
  • Help us define how to monitor the availability and provide a holistic view of MainStreet Engineering’s system health
  • Measure and optimize system performance in service of providing a top notch customer experience
  • Borrow from your experience to help us uplevel our team’s technology and processes as we scale and iterate rapidly
  • Be a steward of core security and design principles

What we're looking for

  • 3-10 + years experience building and maintaining production systems with a focus on Devops or Site Reliability Engineering
  • Experience with Google Cloud or AWS cloud infrastructure
  • Experience with infrastructure automation tooling such as Terraform, Puppet, Chef, or Ansible
  • Experience with maintaining monitoring and alerting systems 
  • Ability to program with one or more programming languages, such as Python, Java, C/C++, Ruby, and JavaScript
  • Someone who can own and drive technical decisions with a grounding in solving problems for our customers and business
  • Someone that thrives in a highly collaborative and fast paced environment
  • Someone comfortable with working cross functionally across multiple functions: Engineering, Product, Design, IT, Operations
  • A willingness to learn on the job and take on tasks as needed
  • Excellent communication skills
  • Ability to work independently and communicate over the phone and with video chat software, such as Zoom
  • Bonus if you have: Deep understanding of Google Cloud PlatformPrior experience with Incident ManagementFamiliarity with TypeScriptExperience with stewardship of SOC2 compliance processesExperience hosting and monitoring a production React/Express ApplicationPassion for startups, finance, accounting, and taxes, or all of the above

- Base salary range for this position is $100,000 - $250,000 and is based upon years of experience that is commensurate with the level of the position in addition to location
- Bonus that is commensurate with the level of the position
- Robust equity program with significant upside potential
- Benefits including medical, dental, vision, disability, life, 401k plus additional perks to make your work from home life better

About MainStreet

MainStreet takes a holistic approach to small business management so you can grow smarter, not harder. We plug into your accounting and payroll systems to check for savings opportunities in unlikely places. From complex government tax credits to exclusive discounts on the tools you use every day, we save you thousands of dollars, hundreds of hours, and countless headaches.

Throughout the year, you’ll track expenses and savings through your MainStreet dashboard and tag us in on big purchases and contract negotiations. Come tax season, we’ll do the paperwork and even let your CPA take all the credit. Consider us your silent partner-in-savings, your financial secret weapon, your smart (not a) bank – whatever you want to call us. We’ve got your back so you can get back to building your business. ✨

Our $60M Series A
We’ve raised over $60M from an incredible community of partners, operators, and founders, including SignalFire (who led our Series A), Ryan Hoover (Product Hunt founder), Ashton Kutcher’s Sound Ventures, Des Traynor (Intercom co-founder), Gradient Ventures (a Google Venture Fund), Ron Conway’s fund SV Angel, Shrug Capital, and Tusk Ventures.

How we think about diversity

We try to make sure the diversity of our customers is reflected in the team that serves them. Because when we include people of all races, genders, sexual orientations, ages, and identities — we end up building a better experience for everyone who uses MainStreet.

We know we need to be intentional in our hiring practices in order to overcome systemic biases we may be blind to. So, if your lived experience has given you a unique perspective on business, startups, or any other aspect of our business – even if you don’t meet all the requirements – please still apply and let us know so we can make sure your application gets the attention it deserves.

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Technology we use

  • Engineering
  • Sales & Marketing
    • JavaLanguages
    • TypeScriptLanguages
    • Node.jsFrameworks
    • SalesforceCRM

An Insider's view of MainStreet

What's something quirky about your company?

Joining a fully remote company, I didn't think it would be possible to form the relationships that I have so far. Its almost weird to me how naturally the employees of MainStreet truly make it a "backyard BBQ" kind of company.


Core Operations Associate, Procurement

How do you collaborate with other teams in the company?

I am always amazed by the talent across the organization. As a Product Manager, I am able to work cross-functionally and experience working with an array of talented people. Not to mention, they are kind people who are genuinely full of joy, positive energy and sometimes quite humorous.


Product Manager

What makes someone successful on your team?

In the first few months I joined MainStreet, I was able to see the dedication and excitement of the team payoff. We were able to standup the Procurement product line and get that up and running. It wasn't just the individual success, but the success of a whole team that was able to accomplish this.


Senior Operations Manager

What is your vision for the company?

Having recently joined MainStreet, I joined because I was excited about the work MainStreet is doing. As a FinTech company helping small businesses, I know that I will be a part of disrupting the market and helping so many businesses along the way.


Head of Quality Assurance

How would you describe the company’s work-life balance?

I spent the last 6-years working living the agency life, which meant hardly any work-life balance. MainStreet helps me protect my energy and creativity, so I can show up as my best self every day.


Senior Brand Designer

What are MainStreet Perks + Benefits

Volunteer in local community
Every employee can take up to 2 days of PTO every year to dedicate to volunteering or political activities, and two hours to vote in any local, state, or federal election.
Partners with Nonprofits
Friends outside of work
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Documented equal pay policy
Unconscious bias training
Diversity manifesto
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Wellness Programs
Retirement & Stock Options Benefits
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Perks & Discounts
Company Outings
Professional Development Benefits
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within

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