Season Two Ventures
VC Fund
Bengaluru, India
Season Two Ventures is a VC fund in Bengaluru focused on Information Technology and Artificial Intelligence. 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.
- Total investments:
- 17
- Last investment:
- Lead investor:
- 35%
Last updated:
For AI agents: llms.txt
Industries Season Two Ventures invests in
Stages Season Two Ventures invests in
Countries Season Two Ventures invests in
Round sizes
Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Round size
- Seed
- $75k–$4.1M
- Series A
- $2.4M–$35M
Investment Focus
Industry
- Information Technology 4 (24%)
- Artificial Intelligence 4 (24%)
- Software 3 (18%)
- Health Care 3 (18%)
- Financial Services 3 (18%)
Stage
- Seed 7 (41%)
- Series A 4 (24%)
- Venture - Series Unknown 3 (18%)
- Pre-Seed 1 (6%)
Country
- India 8 (47%)
- United States 4 (24%)
- Singapore 1 (6%)
Team
| Name | Title | Investments | Links | |
|---|---|---|---|---|
Sajan Pillai
Founder, Managing Partner & Chief Executive Officer
|
Founder, Managing Partner & Chief Executive Officer | Total investments: 8 | Find email |
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Vitraya is making a tech platform to settle claims between healthcare providers and insurers who offer health insurance products. | $5M / Series A / Mar 02, 2023 | ||
| Vitraya is making a tech platform to settle claims between healthcare providers and insurers who offer health insurance products. | $4.1M / Seed / Jan 05, 2023 | ||
| Lumiq is a data and analytics company that powers data-driven decision-making for financial enterprises. | $5.3M / Series A / Oct 19, 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. | $2.4M / Series A / May 02, 2022 | ||
| Uvik is a technology leader in the FinTech Certified for PIN on Glass entry as well by the credit card schemes, including Visa, Mastercard, and RuPay after rigorous security testing. | Venture - Series Unknown / Jan 01, 2022 | ||
| Warehouse Now is a provider of Warehousing space solutions, Warehousing Infrastructure and logistics solution to help in business growth. | Venture - Series Unknown / Jan 01, 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 | ||
| Clear Street’s mission is to give every sophisticated investor access to every asset, in every market, through a unified platform built for speed, transparency and scale.We give our clients the technology, tools and service once reserved for the largest institutions, rebuilt with modern infrastructure. Our single, cloud-native, end-to-end capitalmarkets platform powers investor growth today and is transforming how they can interact with markets tomorrow. | $35M / Series A / Nov 03, 2021 | ||
| See all 17 investments → | |||
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FAQ
What does Season Two Ventures invest in?
Season Two Ventures invests primarily in Information Technology, Artificial Intelligence and Software startups, most often at Seed and Series A stage. Most of the 17 investments tracked by Shizune back companies in India. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Season Two Ventures's check size?
Season Two Ventures typically joins rounds of $75k–$4.1M at Seed and $2.4M–$35M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Season Two Ventures participates in.
How do I contact Season Two Ventures?
Public channels for Season Two Ventures include LinkedIn 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.
Who are the partners at Season Two Ventures?
The team at Season Two Ventures includes Sajan Pillai (Founder, Managing Partner & Chief Executive Officer). The Team section lists each member with their title, investment count and links.
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 Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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