VP of Software Engineering

TrueML is a mission-driven financial software company that aims to create better customer experiences for distressed borrowers. Consumers today want personal, digital-first experiences that align with their lifestyles, especially when it comes to managing finances. TrueML’s approach uses machine learning to engage each customer digitally and adjust strategies in real time in response to their interactions. 

The TrueML team includes inspired data scientists, financial services industry experts and customer experience fanatics building technology to serve people in a way that recognizes their unique needs and preferences as human beings and endeavoring toward ensuring nobody gets locked out of the financial system.

What You'll Do (Technical Leadership & Strategy):

• Help define and execute the engineering strategy and technical roadmap aligned to company objectives.
• Lead system architecture decisions to ensure scalability, resilience, and long-term maintainability.
• Provide hands-on technical leadership—diving into code, architecture, infrastructure, and complex problem-solving when needed.
• Ensure engineering best practices, including code quality, testing standards, deployment processes, and security guidelines.

What You'll Do (Product Execution & Operational Excellence)

• Lead engineering execution from ideation through launch, overseeing full product lifecycles in a 0→1 environment.
• Collaborate with Product and Design to define requirements, scope features, and build predictable roadmaps.
• Drive delivery excellence—ensuring high velocity, clear accountability, and data-driven prioritization.
• Oversee engineering processes, sprint execution, and resource allocation.
• Strengthen DevOps, observability, continuous integration/delivery pipelines, and on-call reliability.
• Ensure security, compliance, data protection, and architectural governance

What You'll Do (Team Leadership & Cross-Functional Collaboration)

• Build, scale, and mentor a high-impact engineering organization (internal, contract, nearshore, or hybrid).
• Establish a culture of ownership, innovation, technical rigor, and continuous improvement.
• Recruit top engineering talent and develop career paths, performance standards, and scalable organizational structures.
• Partner with Product, Design, Operations, and Executive teams to align engineering initiatives with business priorities.
• Communicate technical decisions, tradeoffs, and impacts clearly to both technical and non-technical stakeholders.
• Champion cross-functional collaboration, transparency, and high-quality execution across teams

Who You Are (Qualifications):

• 10+ years of hands-on engineering experience, with deep technical expertise in modern technologies, cloud-native approaches, and extensible architecture.
• 5+ years leading engineering teams, including experience as a Director, Head of Engineering, or VP.
• Proven record of building and launching 0→1 products in a startup or fast-growth environment.
• Strong ability to switch between strategic planning and tactical execution.
• Demonstrated expertise in system design, distributed systems, and cloud-native infrastructure (AWS).
• Experience setting engineering culture, standards, and operational excellence.
• Strong communication and stakeholder-management skills.
 

How You Can Stand Out ("Preferred" Qualifications):

• Experience in SaaS, AI/ML, B2B, or enterprise products (tailor to your product).
• Ability to manage hybrid engineering teams (contract/agency + in-house).
• Experience with security, compliance, or highly regulated environments if relevant to your product.
• Prior experience scaling engineering teams from early-stage to growth-stage.

What We Offer (Perks & Benefits)

• Flexible vacation

• Medical/dental/vision insurance

• Traditional/Roth retirement savings options

• Company-paid disability and life insurance

• Flexible Spending Account & Limited FSA

• Family-friendly parental leave, volunteer and voting time off

• On-demand wellness platform access for you and 5 friends and family

• PerkSpot discount program for 900+ merchants nationwide

This role supports a global, cross-functional business and operates primarily in a Remote-First environment. However, flexibility outside of standard business hours and occasional local or international travel may be necessary for global operations support, company meetings, training, offsites, and collaborative projects.

This position primarily involves computer-based work, requiring extended periods at a computer, participation in virtual meetings, and use of standard office technology. We will consider reasonable accommodations to enable individuals to perform the essential functions of the role.

Maintaining a reliable internet connection and a professional work environment is expected. The ability to protect confidential company, employee, customer, and business information while working outside of a company office is also required.

We collect personal information for employment purposes. We do not sell personal information. Most of the information we have is provided to us by you and/or collected as part of the employment process. For more details on how we use, share, and delete personal information see our Privacy Policy.

We are  an equal opportunity employer. We promote, value, and thrive with a diverse and inclusive team. Different perspectives contribute to better solutions and this makes us stronger every day. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or other protected characteristics.