VP of Engineering

About evermore

evermore is a technology company that administers Smart Benefits to connect people to products and services they need, when they need them, so they can live healthier lives. We partner with payers and retailers to deliver expansive benefits for things like healthy foods, OTC medications, or transportation. evermore is reinventing benefits administration so that everyone benefits with more value for each and better outcomes for all. evermore is a Series B stage company, backed by leading investors including General Catalyst, Define Ventures, Lightspeed Venture Partners, Pinegrove Capital Partners, and Qiming Venture Partners. 

The Job at a Glance 

As VP of Engineering at evermore, you'll lead the engineering organization responsible for building and scaling our proprietary software platform, the technical backbone of a business operating at the intersection of healthcare, retail, and financial technology. You are a strategic partner to our CTO, Director of Product, and Leadership Team, shaping not just how software is built, but how engineering capability itself evolves as a competitive advantage. 

You bring a rare combination: the technical depth to credibly lead architects and staff engineers, the business fluency to influence executive decisions, and the organizational instincts to build and sustain high-performing teams — including distributed and globally blended ones. Your work will directly and positively impact the lives of everyday people who are older and/or have lower incomes, making healthcare more accessible and personalized for underserved populations — our products make a tangible difference in people's lives. 

What You Will Do 

Working within an organization created at the intersection of health care, retail and financial technology, no two days will look the same.  Typical responsibilities of the role include:  

- Technical Strategy & Architecture 

• Own the long-term technical vision for the product engineering organization, ensuring alignment between architectural decisions and business strategy 
• Guide teams on system design and architecture, knowing when to build, buy, or partner, and when to invest in foundational platform work versus move fast on delivery 
• Introduce and mature ML/AI-informed capabilities within the platform, partnering with data and product teams to identify where intelligent automation and predictive features can drive outsized user value 
• Drive the engineering organization's approach to data, both as a product input and as a tool for measuring the health and performance of the systems you build 

- Delivery & Operational Excellence 

• Set and uphold a high bar for delivery quality, velocity, and reliability across multiple concurrent product workstreams 
• Establish a mature approach to estimation, technical debt management, and build/buy tradeoffs at an organizational level — not just at the team level 
• Benchmark software delivery performance against comparable organizations and use that data to set credible, ambitious targets 
• Lead and continuously improve practices across a geographically distributed engineering organization, including teams working across time zones, ensuring consistency in standards, culture, and output quality without friction for your domestic teams 

- People & Organizational Leadership 

• Lead a multi-layered engineering organization including engineering managers, staff engineers, and individual contributors; you are a builder and developer of leaders 
• Partner with recruiting and HR to maintain a staffing plan aligned to product priorities — including proactively identifying capability gaps, succession risks, and opportunities to deepen the bench 
• Set the tone: high expectations, fast pace, psychological safety, and a genuine commitment to making Evermore the career highlight for every engineer here 
• Coach and sponsor emerging managers and technical leaders, with a demonstrated track record of developing people into bigger roles 

- Executive Partnership & Influence 

• Serve as a trusted technical advisor to the CTO and business leadership, translating complex engineering tradeoffs into clear business terms 
• Gather and analyze engineering performance data to drive organizational decisions, surface risks early, and demonstrate impact 
• Present and demo work compellingly — to executives, to the board, and across the business — making engineering legible and exciting to non-technical audiences 

About You 

While every candidate brings a unique resume and prospective, an ideal candidate will include:  

• 10+ years in engineering leadership, including managing managers and leading organizations of meaningful scale and complexity 
• A track record of developing leaders (managers, staff engineers, and high-potential ICs) with references ready to speak to your coaching and sponsorship 
• Hands-on engineering background in a relevant discipline; experience in data engineering, ML/AI platforms, or data-informed product development is a strong plus 
• Experience leading distributed or globally blended engineering teams, with the operational maturity to maintain quality and culture across geographies 
• Proven business partnership skills. You've worked closely with product, commercial, and executive stakeholders and know how to translate between technical and business contexts fluently 
• A quantitative mindset: you build dashboards, write queries, and use data to prove or disprove your own hypotheses about engineering performance 
• Strong presence as a communicator and presenter. You can hold a room with engineers and executives alike 
• Solid computer science fundamentals 
• Bachelor's degree in a technical discipline or equivalent experience strongly preferred; advanced degree a plus 

Other Requirements

• Travel may be required from time to time as part of the role, for company events and business needs
  
• evermore is a remote-first, distributed workforce. Candidates should be comfortable with, and equipped to work within, a distributed remote team, including having reliable internet access and basic home office equipment. evermore will provide a work laptop, and mouse/keyboard upon request   
• Legal authorization to work in the US is required. At this time, evermore will not consider candidates who need sponsorship, now or in the future 
• All offers for employment are contingent upon successful completion of a background check 

What We Offer 

• Competitive base salary ranging from $251,750 to $267,825 , discretionary bonus, and equity; depending on experience/qualifications 
• Benefits  
  • Medical, Dental, and Vision insurance with 90% paid employer premium contributions for all tiers 
  • 100% Employer Paid Short-Term & Long-Term Disability 
  • 100% Employer Paid Basic Life Insurance Policy  
  • Employee Assistance Program (EAP) 
  • 401(k) Program
    
• Discretionary PTO
• Paid holidays
• Parental Leave
• Flexible work schedule within core hours
• Work anywhere in the USA as we are a fully distributed team from coast to coast 

evermore is an equal opportunity employer, Minority/Female/Disability/Veteran/LGBTQIA+ – proudly embracing diversity in all its manifestations. Applicants requiring reasonable accommodation for the application and/or interview process should notify a representative of the People Operations Team via [email protected]. 

evermore participates in E-Verify, the federal program for electronic verification of employment eligibility. 

To all recruitment agencies: evermore does not accept agency resumes, please do not forward them to any evermore employees.