Executive Overview
Sashko Stubailo is the CTO and co-founder of Flipturn, based in Los Angeles, United States. He brings over 11.5 years of professional experience in software engineering and technology leadership, with a consistent record of innovation in both fast-growth startups and established technology firms. At Flipturn, Sashko is focused on advancing smart fleet management for electric vehicles (EVs) by integrating cutting-edge charging and data solutions, supporting both commercial and municipal fleets.
Current Role and Responsibilities
Flipturn – CTO / Co-founder
Tenure: July 2022 – Present
Location: Los Angeles, CA (Headquarters: Brooklyn, NY)
Company Focus: Flipturn provides EV-focused fleet operations systems, notably the flagship Flipturn Connect platform. This product aggregates real-time data and actionable insights across vehicles, chargers, drivers, and operational costs, enabling clients to:
- Adopt EVs at scale
- Gain real-time visibility into fleet status via dashboards
- Optimize efficiency, reduce utility and operational costs through detailed analytics
- Quickly identify and address issues, promoting both cost savings and sustainability
Flipturn’s Target Audience and Value Proposition:
- Commercial and municipal fleet operators aiming to accelerate EV adoption
- Organizations requiring centralized monitoring, analytics, and actionable reporting on EV utilization
Team Structure at Flipturn:
- Sashko Stubailo: CTO / Co-founder
- Allison Tielking: Founding Engineer
- Bryan Williams: Software Engineer
- Staffing: 1-10 employees, with ongoing recruitment for engineers
Career History and Achievements
Stripe (2018–2022) – Engineering Manager, Payments UI & Dashboard
- Led frontend payments teams, contributing to the development of Stripe Elements and Stripe.js
- Launched the new Payment Element, improving integration and user experiences for payment processes
- Managed the team responsible for the Stripe Dashboard, overseeing architectural and visual upgrades to streamline operations for Stripe’s vast business clientele
Apollo GraphQL (2015–2018) – Engineering Manager, Open Source
- Oversaw open source initiatives; led and nurtured a collaborative engineering team
- Advanced adoption, community engagement, and product innovation in the GraphQL ecosystem
Meteor Software (2014–2015) – Software Engineer
- Led the official Windows port
- Drove integration of Meteor + React
- Served as release manager, ensuring timely and stable platform updates
Other Technical Experience
- Software Development Engineer Intern:
- Palantir Technologies (2012–2013)
- Amazon (2011)
- Web Development Consultant:
- Panjiva (2013)
Education
Massachusetts Institute of Technology (MIT)
- Bachelor of Science (BS), Computer Science
- 2010–2014
- Acquired a strong foundation in system design, programming, and complex algorithms
South Pasadena Senior High School
- Graduated prior to MIT studies (dates not specified)
Professional Strengths and Skills
- Enterprise software development & architecture
- Team leadership and product strategy
- Payments technology and user experience (UX) optimization
- EV fleet data analytics and system integration
- Open source community leadership and collaboration
- Innovation in sustainability-oriented technology
Industry Impact and Thought Leadership
Sashko Stubailo has a track record of building and scaling technology platforms that streamline business operations and accelerate market transitions—in payment systems at Stripe, open-source software at Apollo GraphQL, and now EV fleet management at Flipturn. His leadership is characterized by an ability to blend technical execution with broader business and sustainability objectives, ensuring that product development is aligned with both market needs and long-term environmental impacts.
Notably, Sashko’s work at Flipturn positions him at the forefront of the EV transformation movement, focusing on sustainable fleet operations and smart infrastructure integration. This aligns with increasing industry demands for efficient, cost-effective, and eco-friendly fleet solutions.
Key Links
- LinkedIn: [linkedin.com/in/stubailo](http://www.linkedin.com/in/stubailo)
- Flipturn Website: [getflipturn.com](https://getflipturn.com)
- Contact Email: hello@getflipturn.com
Additional Highlights
- Resides in Los Angeles, expanding Flipturn’s relevance on both the US East and West Coasts
- Flipturn recently attracted attention in the tech industry, having secured $4.5 million in seed funding (July 2023, TechCrunch)
- Demonstrated history of hiring and leading high-performing engineering teams
- Focused on promoting sustainable practices through technology in EV fleet management and beyond
Summary
Sashko Stubailo is a highly qualified technology executive with deep experience across payments, open-source software, and now electric vehicle infrastructure. At Flipturn, he is driving product innovation that supports EV adoption at scale for fleets, emphasizing unified data systems and actionable analytics. His ability to bridge technical expertise and sustainability goals establishes him as a strategic leader in the electrification of transportation and digital fleet operations.
