Save time, stay compliant and save money while creating the best leave experience for your employees. Tilt is a third-party leave administration software built with our own proprietary technology and automation, backed by leave law experts, software engineers, and Leave Success Managers that blend software and the human touch. The problem is that you’re overworked, unsure, and unsupported. The average leave takes 25 hours to manually manage, and getting it wrong can mean lawsuits which can end up costing nearly $78,000. You want a smoother process and assurance that you’re legally compliant, but: you don’t have the bandwidth, time, budget, or expertise, and great dedicated leave management that works is hard to find. Confusing spreadsheets, random email chains or not offering anything are just temporary fixes that end up costing your company thousands of dollars each year while you and your employees are left feeling lost. You need a solution that will scale for you and with you. That’s why Tilt was created. To make leave NOT suck. Sparked by one too many unjust leave experiences, our Founder and CEO Jen Henderson has been leading this charge since 2017 because she knew there had to be a better way. And it’s here. With streamlined processes, an HR dashboard, employee views, compliance and management for all leave types, HRIS integration, payroll calculations, and a dedicated Tilter for you and your employee to offer support through the entire journey. Tilt will save you time, money, and undue stress. When an employee requests a leave, we’ll automatically determine eligibility, create custom step-by-step instructions, track FMLA usage along with any other time they quality for, calculate their payroll, and put in all in one place for you and them to see. Finally, have time to be there for your people and help your company thrive, but for a price you can invest in.

VP of Engineering @ Tilt

Tilt is looking for a VP of Engineering to join our team and help us scale our business by driving measurable outcomes in engineering execution, team performance, and organizational scalability. You will translate strategic priorities into operational success, ensuring engineering delivers secure, scalable, and high-performing solutions. Partnering closely with the CTO, you will lead efforts to align engineering capabilities with business goals to drive innovation and achieve customer satisfaction. This position is a full-time role reporting to our CTO. We want you to be successful here at Tilt! Below is a description of your role and responsibilities.

Roles & Responsibilities 📎

• Leading the implementation of scalable and performant architectures, keeping tech debt to manageable levels and improving system throughput.
• Developing and mentoring Engineering Managers and Staff Engineers to own key technical decisions, fostering accountability and alignment across teams.
• Ensuring systems maintain at least 99.9% uptime and meet defined performance SLAs, with a goal of improving reliability over time.
• Establishing clear technical goals for engineering leaders, ensuring progress toward innovation and scalability.
• Collaborating with Engineering Managers to create a consistent approach to technical design reviews and mentorship, improving technical standards across the organization.
• Driving cross-team initiatives to adopt best practices in coding, testing, and operational excellence, leading to managing defects to acceptable levels.
• Encouraging Staff Engineers to lead technical deep dives, workshops, and knowledge-sharing sessions, elevating the technical expertise of the entire team.
• Collaborating with security to meet compliance and regulatory requirements, maintaining certifications like SOC 2 with no major audit findings.
• Building a high-performing team with engagement scores trending above 80+, and contribute to maintaining regrettable retention of top talent above 95%.
• Developing engineering leaders to own and deliver on key objectives in alignment to long term goals, ensuring successful delivery of engineering initiatives are driven independently by cross-functional empowered teams.
• Collaborating with People & Culture to enhance the career progression framework by establishing clear and proactive tools that empower individuals to self-assess their growth areas, align with their managers on developmental goals, and build competencies effectively.
• Ensuring all team members have a clear understanding of their responsibilities and accountabilities, fostering transparency and alignment across roles.
• Aligning with Product and Design to deliver on customer-focused roadmaps, achieving at least 85% successful completion of quarterly priorities.
• Partnering with Sales and Customer Success to reduce priority-1 customer-reported issues and maintain low post-launch defect rates.
• Facilitating seamless cross-team communication, reducing misaligned or delayed initiatives.
  
  

You’re a great fit if 🤩

• You have B2B SaaS experience at a Series B scaleup or equivalent
• You have demonstrated experience driving integrations and collaborating with partners, vendors, platforms, or ecosystems to deliver seamless solutions
• You have the proven ability to scale engineering teams from 30 to 50+ while delivering consistent business outcomes
• Demonstrated experience managing nearshore and contract staff to effectively augment core teams while maintaining quality and accountability
• Track record of leading organizations to measurable improvements in engineering efficiency, reliability, and security
• Experience building high-performing teams with clear accountability and continuous improvement practices
• Experience in HRTech, FinTech or HealthTech is a plus
• You have high levels of empathy and can connect deeply with Tilt’s mission
• You are fearlessly flexible and curious; aka you thrive in an environment where we don't have all the answer but are willing to help us figure them out
  
  

Virtues/Competencies 🔐

• Health & Family First
  
  

You balance work and personal life effectively

You get things done at a pace consistent with the business needs

You show up and are reliable

You encourage others to put their health and family first

• Autonomy + Team. Always
  
  

You are highly organized and can manage multiple priorities and deadlines at once

You are focused on scale and building - you understand that pace is equally as important as quality

• Be Curious
  
  

When you don’t have all of the answers, you dig in and ask questions

You don’t let negative assumptions drive your actions and instead assume positive intent and find truth

You are intentional in discovering the paths of self development Tilt has to offer and seek out opportunities to engage in professional growth

• Love Our Customers
  
  

You show empathy and compassion; you strive to meet people where they are to offer maximum support

• Fearlessly Flexible
  
  

You go with the flow and deal with (lots) of ambiguity

You’re not afraid to work without clear direction

Total Compensation 

The projected annual salary range is $200,000 - $250,000 USD plus stock options (ISOs), because we believe everyone should have some stake in our business. We are people-first and we truly give a damn about our people.

Additional Benefits Include

Comprehensive medical, dental, and vision benefits paid at 100% for all employees and 50% for dependents.

401k + match (100% match on the first 3%, 50% match on the next 2%)

$100 monthly to spend on “What Matters Most”

Responsible Time Off - take what you need, when you need it!