Vagaro

Director of Engineering

Vagaro$260K — $285K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in software engineering with 4+ years in leadership roles
  • Demonstrated experience in scaling teams and modernizing tech stacks
  • Expertise in Azure cloud services and REST/microservices architecture
  • Proficiency in modern JavaScript/TypeScript front-end frameworks
  • Strong communication skills at both IC and C-suite levels

Responsibilities

  • Lead and grow a team of 10-30 engineers, fostering a culture of ownership and trust
  • Own technical roadmap, balancing product velocity, reliability, and technical debt
  • Lead architectural decisions, ensuring high engineering quality and CI/CD best practices
  • Collaborate with Product and Design for high-quality agile delivery
  • Define and execute AI/ML strategy, integrating advanced technologies into products

Benefits

  • Competitive salary and performance bonuses
  • 15 accrued PTO days plus 10 company holidays annually
  • Comprehensive healthcare, dental, and vision plans
  • Monthly stipends for food and beauty perks
  • Opportunities for professional growth through college assistance and learning programs
  • 401k matching program for financial security
  • Access to on-site gym and recreational facilities
Full Job Description
What you'll Be Doing: We are a large-scale SaaS and Fintech company seeking a Director of Engineering to lead and scale our engineering organization. Reporting to the CPTO and working closely with the CEO, you will own technical vision, engineering execution, and team culture on a modern Azure-based stack - driving the organization across team growth, delivery, platform modernization, and AI/ML integration.

*This role is based onsite in Pleasanton, CA Monday through Friday*

Compensation
  • Base Annual Salary: $260,000 - $285,000
  • Annual Bonus: Up to 20%

Your Impact:
  • Team Leadership
    • Manage and grow a team of 10-30 engineers; build career ladders, develop leaders, and foster a high-performance culture built on ownership and trust.
  • Technical Strategy & Delivery
    • Own the technical roadmap in partnership with the CPTO and CEO - balancing product velocity, platform reliability, and technical debt.
    • Lead architectural decisions across Azure, front-end, and REST API services; champion engineering quality, CI/CD, and best practices.
    • Partner with Product and Design to drive predictable, high-quality delivery and agile execution.
  • AI, Innovation & Cross-functional Influence
    • Define and execute an AI/ML and GenAI strategy - from LLM integration to scalable MLOps foundations - that differentiates the product.
    • Communicate engineering strategy and trade-offs clearly to the CPTO, CEO, and partners across Sales, Customer Success, and Security.

What you Bring:
  • 10+ years in software engineering with 4+ years leading engineering teams in SaaS and/or Fintech environments.
  • Proven ability to scale teams, ship product, modernize platforms, and embed AI - simultaneously, not sequentially.
  • Deep expertise in Azure cloud services and REST API / microservices architecture; strong command of observability and security standards.
  • Fluency in modern JavaScript/TypeScript front-end ecosystems.
  • Exceptional communicator who operates at IC level and C-suite level equally well - with strong product sense and business acumen.

Nice to Have:
  • Hands-on experience integrating AI/ML, LLMs, or GenAI into production applications.
  • Experience in regulated industries (Fintech, healthcare) and related compliance frameworks (SOC 2, PCI-DSS).
  • Hands-on React experience in a production environment.

What you Bring:
  • High-visibility leadership role with direct access to the CPTO and CEO - your voice shapes company direction.
  • Opportunity to build, modernize, and scale an engineering organization at enterprise scale.
  • Be at the forefront of embedding AI/ML into a SaaS and Fintech product that impacts thousands of customers.
  • Competitive compensation, benefits, and the energy of a collaborative on-site team in Pleasanton, CA.

Why You'll Love Working Here: 💖
  • Attractive Compensation & Performance Bonuses: Enjoy a competitive salary paired with performance-based bonuses
  • Generous PTO: 15 accrued days, plus 10 company holidays annually.
  • Health & Wellness: Comprehensive healthcare, dental, and vision plans for you and your family.
  • Exclusive Perks: Discounts on attractions, theme parks, shows, sports events, movies, hotels, and more through TicketsAtWork. 🎟
  • Beauty Perks: $30/month reimbursement for any Vagaro service, including health, beauty, or wellness treatments. 💅
  • Food Perks: $50 monthly stipend for our onsite microkitchen and a complimentary DoorDash DashPass subscription. 🍽
  • Growth Opportunities: College Assistance Reimbursement, access to EAP & Work/Life Programs, and a LinkedIn Learning account.
  • Financial Security: 401k program with 4% matching and optional life/supplemental insurance.
  • Stay Active: Access to our on-site gym, flavored water dispenser, and basketball court to keep you fit and energized! 🏀

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