Senior Software Architect

Outlier uses creativity and capital to buy, start and grow exceptional businesses. We are one of the largest private companies in the US but likely different than you’ve seen before. We buy and grow businesses that are leaders in their niches. We also start our own businesses when we see opportunities where we can’t take advantage of through acquisition. Over 12,000 people work under our brands every day, driving $1B in revenue. Yet despite our scale, we remain flat and nimble with hands-on leadership, operations and a focus on measurable results. Our brands span multiple industries including healthcare, real estate, entertainment, consumer durables and aerospace, with a specialty in building franchise organizations. 

We offer significant growth opportunities across our network of businesses, promoting from within whenever possible. We don’t pay attention to formalities or backgrounds – if you can get the job done, we want you here. 

The Senior Software Architect will be responsible for evaluating, identifying, programming, and overseeing various technology solutions for our Outlier businesses. The Senior Software Architect will be working with one or more of our Groups including real estate, healthcare and/or entertainment. Each of these businesses is powered by a powerful technology suite, hosted within Amazon Web Services, that is used by end consumers/customers (booking, billing, CRM, multichannel communications and more), stores/clinics/brokerages (business/store operations) and employees (website management, inventory, billing, reporting and more). Our platforms run over the internet, are accessed by thousands of users for critical real-time operations and operate on databases ranging up to millions of records in size. Additionally, the Senior Software Architect will be charged with developing new products for internal and external clients.


  • Architect, develop, lead, and document technology solutions

  • Collaborate with business units and project sponsors to build functional and non-functional requirements for new applications

  • Develop high-level product specifications with attention to system integration

  • Define all aspects of development from appropriate technology and workflow to coding standards

  • Successfully communicate all technology concepts and guidelines to developers on the Technology Team

  • Oversee progress of the Technology Team on various projects to ensure consistency with design/architecture

  • Provide technical guidance and coaching to Technology Team developers

  • Assess and direct resolutions for critical issues in existing applications

  • Ensure technology solutions meets all requirements of quality, security, modifiability, and extensibility

  • Ensure that applications run efficiently, and procedures lead to uptime/availability, performance/speed, ease of use and reliability

  • Ensure that procedures are adhered to for public systems (websites) that deliver on requirements for search performance, mapping, mobile accessibility, etc.


  • A natural fit with Outlier’s core values

  • Proven experience in the field of architecture, development, and deployment of high-volume applications

  • Experience in software development and coding in various languages (C#, .NET, Java, PHP, etc.)

  • Strong knowledge of software and application design and architecture

  • Excellent oral and written communication skills

  • Voracious appetite for learning, demonstrating a strong desire to keep up with the latest in development technologies

  • A technical mindset with great attention to detail

  • Technology background that includes management of applications with large databases

  • Experience in working with Amazon Web Services

  • Bachelor’s degree in Computer Science, Computer Systems Engineering, or another similar technical discipline or equivalent combination of education and experience

  • Passion for what you do


  • A nimble business environment with the opportunity to grow and make a difference 

  • Flat organization to encourage efficient decision making and creativity 

  • A team that appreciates and values your contributions 

  • A place to be yourself and have fun 

  • Comprehensive healthcare plans including dental and vision 

  • Company paid HRA contribution (cash toward uncovered/deductible medical expenses) 

  • Medical FSA and Dependent Care FSA 

  • Disability and life insurance 

  • 401K Program 

  • Career development and training

  • Flexible paid time off

  • Flexible work schedule

  • Casual work environment

  • Healthy food and snacks (and sometimes donuts)

  • Customized work space

  • And more! 

Jill Howard-Allen

Email your resume to jhowardallen@outlier.com and I’ll be in touch soon.