Director of Engineering
Vagaro•Pleasanton, CA
•$260,000 - $285,000•Onsite
About The Position
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.
Requirements
- 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 Haves
- 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.
Responsibilities
- 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.
- 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.
- 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.
Benefits
- Competitive salary
- Performance-based bonuses
- 15 accrued days of PTO
- 10 company holidays annually
- Comprehensive healthcare, dental, and vision plans
- Discounts on attractions, theme parks, shows, sports events, movies, hotels, and more through TicketsAtWork
- $30/month reimbursement for any Vagaro service
- $50 monthly stipend for our onsite microkitchen
- Complimentary DoorDash DashPass subscription
- College Assistance Reimbursement
- Access to EAP & Work/Life Programs
- LinkedIn Learning account
- 401k program with 4% matching
- Optional life/supplemental insurance
- Access to our on-site gym
- Flavored water dispenser
- Basketball court
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What This Job Offers
Job Type
Full-time
Career Level
Director
Education Level
No Education Listed
