Sajan Pillai
Founder, Managing Partner & Chief Executive Officer @ Season Two Ventures
California City, United States
Sajan Pillai is a seed investor at Season Two Ventures in California City focused on Software and Health Care. Sajan Pillai is CEO of UST Global. A farsighted leader and an innovation agent, Pillai has an inimitable view of how technology can change the world. His focus on world-class customer experience and transforming the world has earned him many a laurel and he continues to seek avenues to make a difference to society.His vision has made him atrusted partner to the national leaders of Mexico, Spain, United Kingdom, Saudi Arabia, Greece, Rwanda, Panama, Costa Rica, Russia and Kazakhstan and he is in discussions with many of them to establish digital and technology centers in their countries.With an extensive background in information technology, and nourished by the power of technology, Pillai has held several senior management positions in the software industry. He has also architected and managed several large software systems for MCI Telecommunications, U.S. Pillai also hold patents in internet computing and data systems.His inspiring leadership has seen UST Global growing leaps and bounds and he is today leading the organization into the digital era. He led the company’s founding team in 1999. From 20 employees back then, there are more than 15,000 employees today, operating in 21 countries across North America, Asia and Europe.
- Total investments:
- 8
- Last investment:
- Lead investor:
- 75%
Last updated:
For AI agents: llms.txt
Industries Sajan Pillai invests in
Stages Sajan Pillai invests in
Countries Sajan Pillai invests in
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
Investment Focus
Industry
- Software 2 (25%)
- Health Care 2 (25%)
- Customer Service 2 (25%)
- Artificial Intelligence 2 (25%)
- SaaS 1 (13%)
Stage
- Seed 5 (63%)
- Series A 1 (13%)
Country
- India 4 (50%)
- Singapore 1 (13%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| The world has changed. Enterprises are re-imagining customer engagements on social and messaging channels preferred by their customers, thereby enabling structure in an inherently unstructured medium. We enable business transactions over messaging channels. We orchestrate end-to-end fulfillment via digital customer journeys over all messagingchannels, powered with intelligent business process automation, across banking, insurance, retail, fmcg, logistics, travel, healthcare and other industries. Menu driven flows where customers choose their service, intent driven communications via AI/NLP (natural language processing) engines, seamless transfer to live agents where human intervention is required, dynamic rich cards to improve user experience – all enable hyper-personalization, elevate customer experience, improve customer loyalty, lower customer acquisition and service costs, and increase revenue.Twixor is headquartered in Singapore, with offices pan-India, and serving a global client base, several of who are in the Fortune 500. Using patented technology, Twixors’ low-code no-code omnichannel messaging and intelligent automation platform enables enterprises with customer acquisition, engagement and transaction solutions over all traditional digital (websites, SMS, email, QR codes) and new instant messaging channels (WhatsApp, FB Messenger, RCS, Telegram and more). We invite you to join us on this journey of accelerated digital transformation. | $2.4M / Series A / May 02, 2022 | ||
| The world has changed. Enterprises are re-imagining customer engagements on social and messaging channels preferred by their customers, thereby enabling structure in an inherently unstructured medium. We enable business transactions over messaging channels. We orchestrate end-to-end fulfillment via digital customer journeys over all messagingchannels, powered with intelligent business process automation, across banking, insurance, retail, fmcg, logistics, travel, healthcare and other industries. Menu driven flows where customers choose their service, intent driven communications via AI/NLP (natural language processing) engines, seamless transfer to live agents where human intervention is required, dynamic rich cards to improve user experience – all enable hyper-personalization, elevate customer experience, improve customer loyalty, lower customer acquisition and service costs, and increase revenue.Twixor is headquartered in Singapore, with offices pan-India, and serving a global client base, several of who are in the Fortune 500. Using patented technology, Twixors’ low-code no-code omnichannel messaging and intelligent automation platform enables enterprises with customer acquisition, engagement and transaction solutions over all traditional digital (websites, SMS, email, QR codes) and new instant messaging channels (WhatsApp, FB Messenger, RCS, Telegram and more). We invite you to join us on this journey of accelerated digital transformation. | $1M / Seed / Dec 15, 2021 | ||
| Vitraya is making a tech platform to settle claims between healthcare providers and insurers who offer health insurance products. | $1.5M / Seed / Dec 15, 2021 | ||
| The world has changed. Enterprises are re-imagining customer engagements on social and messaging channels preferred by their customers, thereby enabling structure in an inherently unstructured medium. We enable business transactions over messaging channels. We orchestrate end-to-end fulfillment via digital customer journeys over all messagingchannels, powered with intelligent business process automation, across banking, insurance, retail, fmcg, logistics, travel, healthcare and other industries. Menu driven flows where customers choose their service, intent driven communications via AI/NLP (natural language processing) engines, seamless transfer to live agents where human intervention is required, dynamic rich cards to improve user experience – all enable hyper-personalization, elevate customer experience, improve customer loyalty, lower customer acquisition and service costs, and increase revenue.Twixor is headquartered in Singapore, with offices pan-India, and serving a global client base, several of who are in the Fortune 500. Using patented technology, Twixors’ low-code no-code omnichannel messaging and intelligent automation platform enables enterprises with customer acquisition, engagement and transaction solutions over all traditional digital (websites, SMS, email, QR codes) and new instant messaging channels (WhatsApp, FB Messenger, RCS, Telegram and more). We invite you to join us on this journey of accelerated digital transformation. | $2.4M / Series A / Dec 15, 2021 | ||
| Aerchain provides an enterprise procurement platform that automates sourcing, vendor evaluation, contract negotiation, and compliance using modular artificial intelligence agents. The company’s software is designed to transform traditional procurement workflows by enabling AI-driven intake of requirements, guided sourcing, automated vendoronboarding, intelligent evaluation of proposals, and lifecycle contract management without heavy manual work. Its platform offers configurable workflows and integrations with existing enterprise systems to help procurement teams streamline the full source‑to‑pay process. Aerchain’s approach uses AI agents to interpret natural language inputs, match suppliers from catalogs or market data, generate requests for proposals, evaluate responses, and assist in negotiation tasks. The system also consolidates procurement data to support spend analysis, risk insights, and decision intelligence across sourcing events. Aerchain supports supplier management and procurement orchestration through automated tools that aim to simplify complex multi‑line sourcing and tactical-to-strategic procurement challenges. Its technology interfaces with ERP and procure‑to‑pay systems to extend automation across an organization’s purchasing processes. | $3M / Seed / Sep 21, 2021 | ||
| 4baseCare provides precision oncology solutions with advanced genomics to help cancer patients. The company focuses on leveraging advanced genomic technologies to provide personalized cancer treatment solutions. By analyzing the genetic profile of cancer patients, 4baseCare aims to identify targeted therapies that are more effective and have fewerside effects compared to traditional treatments. Their services include genomic testing, data interpretation, and personalized treatment recommendations, which are designed to improve patient outcomes and support healthcare providers in delivering precision medicine. The company collaborates with various stakeholders, including hospitals, research institutions, and pharmaceutical companies, to advance cancer care and research. | $2M / Seed / Mar 11, 2021 | ||
| Lil'Goodness is a children-focused food and nutrition startup. We engage with moms through our app and our social pages. | $661K / Seed / May 04, 2020 | ||
| Lil'Goodness is a children-focused food and nutrition startup. We engage with moms through our app and our social pages. | $400K / Seed / Dec 10, 2019 |
Co-Investors
About Season Two Ventures
Season Two Ventures operates as an early stage venture fund focused on deep tech/AI enabled B2B solutions for large businesses in healthcare, fintech, retail, energy and utilities.
Season Two Ventures Contacts
| Name | Phone | Socials | |
|---|---|---|---|
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Sajan Pillai
Founder, Managing Partner & Chief Executive Officer
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FAQ
What does Sajan Pillai invest in?
Sajan Pillai invests primarily in Software, Health Care and Customer Service startups, most often at Seed and Series A stage. Most of the 8 investments tracked by Shizune back companies in India. The Investment Focus section breaks down every industry, stage and country in the portfolio.
How do I contact Sajan Pillai?
Public channels for Sajan Pillai include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
When did Sajan Pillai last invest?
The most recent investment recorded for Sajan Pillai closed in May 2022. Shizune tracks 8 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Sep 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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