Director of Engineering & Tech Site Leader @Flywire | Ex-Airbnb, Amazon | GCC Strategy | IIT D| DCE

Bengaluru

Remote

Luxembourg, Luxembourg

Gurugram, Haryana, India

Gurugram

Dubai, United Arab Emirates

Gurugram

Bachelor of Engineering
Delhi College of Engineering

Research Intern, Information Security
Indian Institute of Technology, Delhi
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Download Tal BossDirector of Engineering & Tech Site Leader @Flywire | Ex-Airbnb, Amazon | GCC Strategy | IIT D| DCE
With over 17+ years of experience in engineering leadership, I specialize in scaling global payment systems and building high-performance technology organizations. Currently, I serve as the India Tech Site Leader and Director of Engineering at Flywire, where I am responsible for driving the strategic growth of our engineering footprint and delivering complex global payment solutions. My focus includes: Site Leadership: Spearheading the vision, culture, and operational growth of Flywire’s India technology hub. Engineering Strategy: Leading teams to build secure, vertical-specific payment software that solves complex financial challenges for education, healthcare, and travel sectors. Talent Development: Creating a center of excellence by mentoring leaders and attracting top-tier engineering talent. previously, I led Payment Engineering teams at Airbnb, where I focused on compliance automation and global payment experiences. My leadership philosophy is grounded in my technical roots and my experience building large-scale systems at Amazon. I am passionate about transforming complex financial friction into seamless user experiences.
India
Tech Site Lead & Director of Engineering at Flywire, Jan 2026 - Present · 9 mos, Bengaluru
Sr. Engineering Leader at Airbnb, Jan 2022 - Dec 2025 · 4 yrs, Remote, • Led the Payment Compliance Engineering organization to enhance the payment compliance experience for global guests and hosts. • Structured and automated compliance and regulations processes to streamline operations at Airbnb. • Developed a comprehensive Playbook for building tech teams in India, fostering effective team dynamics and productivity.
Sr. Software Development Manager at Amazon, 2019 - 2022 · 3 yrs, Luxembourg, Luxembourg, • Managed a technical organization of 40+ professionals across four cross-functional teams, including SDMs, TPMs, and engineers. • Defined and executed a multi-region expansion strategy across EU, AMER, and ASIAPAC, driving significant growth for selling partners. • Spearheaded the development of automated pricing solutions, expanding from a two-person initiative to a 12-person team, delivering millions of selections. • Fostered career growth for 25+ team members, achieving high organizational satisfaction through mentorship and leadership.
Associate Director of Engineering at PayU, Nov 2018 - 2019 · 3 mos, Gurugram, Haryana, India
Senior Engineering Manager at PayU, Oct 2017 - Nov 2018 · 1 yr 2 mos, Gurugram, • Led the development of a robust payment stack, processing over 100,000 Crores INR/year in GMV. • Innovated a Zero Redirect Module, applying for a patent, enhancing merchant checkout efficiency. • Spearheaded the migration to a cloud-based infrastructure, optimizing resource utilization and reducing costs.
Tech Consultant at Telr, Apr 2017 - Aug 2017 · 5 mos, Dubai, United Arab Emirates, Created Technology Due Diligence Report for Telr Payments based out in Middle East
Engineering Manager at PayU, Oct 2016 - Oct 2017 · 1 yr 1 mo, Gurugram, • Managed the migration of PayU Latam's anti-fraud system to PayU India, enhancing fraud detection capabilities. • Implemented an open-source cache system, eliminating reliance on paid solutions, resulting in significant cost savings. • Leveraged machine learning and Drools rules to provide low-latency fraud detection services to merchants.
Bachelor of Engineering, Delhi College of Engineering
Research Intern, Information Security, Indian Institute of Technology, Delhi