How many investments has Season Two Ventures made?

Season Two Ventures has 15 tracked investments.

What stage does Season Two Ventures invest at?

Season Two Ventures invests at the Seed, Series A, Series B, Growth stages.

What sectors does Season Two Ventures focus on?

Season Two Ventures focuses on Enterprise Software, Fintech, Healthtech.

Where is Season Two Ventures located?

Season Two Ventures is headquartered in Orange, US.

Who does Season Two Ventures co-invest with?

Season Two Ventures most often shares deals with Colossa Ventures, Alkemi Growth Capital, Alteria Capital, among 30 tracked co-investors.

Season Two Ventures

Venture capital

Orange · Seed–Growth · 6 people tracked

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Investment thesis

Season Two Ventures specializes in early-stage and growth-stage B2B investments spanning multiple sectors, including technology, fintech, and healthcare. The firm emphasizes a founder-focused approach, evaluating not only business potential but also the vision, passions, and goals of the entrepreneurs it partners with. It leverages an extensive network of industry experts, advisors, and fellow entrepreneurs to provide portfolio companies with resources, insights, and growth opportunities.

Invests inEnterprise Software Fintech Healthtech

Source: firm website, verified Aug 7, 2026.

Stage

Seed–Growth

Orange, CA, US

Instruments

Equity

Tracked investments

Team · 6 people

from public directories

Sajan Pillai· Managing Partner· Orange, Californiain 𝕏

Sajan Pillai is Chairman of McLaren Strategic Ventures. Previously, he served as CEO of UST Global, where he oversaw the company's expansion from 20 to more than 25,000 employees and managed operations across eleven countries. He holds patents in Internet Computing and Data Systems and has held senior management positions in the software industry.

Harsha Vardhan· Partner· Indiain 𝕏

Harsha Vardhan is Business Head at Titan Engineering & Automation Limited and co-founder of Lil'Goodness, a food and nutrition brand that appeared on Shark Tank India Season 2. With over 10 years of experience building businesses in corporate and startup environments, he was part of the founding team at Tata Health, a digital health platform connecting consumers, providers, and insurers, where he led product development, go-to-market strategy, and operations through to revenue stage. He is an early-stage investor in B2B SaaS startups and a graduate of the Indian Institute of Management, Calcutta and the Tata Administrative Services.

John Vilina· Partner· Newport Beach, Californiain

Akshay Karia· VP Investments· Indiain

Anjali Nair· Principal· Indiain

Anjali Nair is an independent director and technology consultant at Titan Engineering & Automation Limited. She identifies investment opportunities in startups and mid-market companies, focusing on capital raising, scaling operations, and global expansion. In her board roles, Nair has contributed to revenue development, digital transformation initiatives, and complex M&A transactions while maintaining regulatory compliance and FEMA guideline adherence.

Chirag Sandha· VP Investments· Indiain

Chirag Sandha is a Director at Woverp Management Consultants Private Limited with experience in venture capital and private equity. He holds expertise in investment advisory and deal structuring, and is a Chartered Accountant credentialed by The Institute of Chartered Accountants of India.

What they invest in

from 13 of 15 portfolio companies

AI & Machine Learning ×7Fintech ×5Data & Infrastructure ×4Digital Health ×3Media & Entertainment ×3SaaS ×3Enterprise Software ×2B2B Marketplaces ×1

HQs:India×8United States×2

Investments · 15 tracked

founders shown can be your intro path

4BaseCare4basecare.com in

4baseCare develops AI-powered precision oncology tools that combine genomic data, clinical history, and real-world evidence to support cancer treatment decisions, molecular tumor board collaboration, biomarker discovery, and clinical trial design.

AI & Machine LearningBiotechDigital Health

Hitesh Goswami(CEO)Kshitij Rishi(COO)Puneet Pantane(CDO)

Co-investorsFirst In Ventures Merak Ventures Mount Judi Ventures Yali Capital

Aerchainaerchain.io in 𝕏

Aerchain provides an AI agent platform for enterprise procurement, including an assistant (Aera) and specialized agents for intake, supplier evaluation, negotiation, vendor onboarding, analytics, and contract management.

AI & Machine LearningEnterprise SoftwareSaaS

Co-investorsLumis Partners Pavestone

Ambeegetambee.com in 𝕏

Ambee provides environmental and climate intelligence data platforms, including air quality, pollen, wildfire, and natural disaster datasets, that help businesses understand how climate and environmental variables impact their operations and risk.

AI & Machine LearningCleantechClimate TechData & InfrastructureSaaSBengaluru, IN

Madhusudhan Anand(Co-founder & CTO)

Co-investorsChakra Growth Fund Inventus Capital Partners Riso Capital Techstars Venture Catalysts

Bwdisruptbwdisrupt.com

Clear Streetclearstreet.io in

Clear Street is an investment banking platform providing advisory and capital markets services, including equity and debt offerings, M&A, and corporate access, primarily for growth-stage technology, fintech, blockchain, and energy transition companies.

Cloud ComputingData & InfrastructureEnterprise SoftwareFintechNew York, US

Chris Pento(Founder)in

Co-investorsNextGen Venture Partners

Cleareyecleareye.ai in

Cleareye.ai builds ClearTrade®, an AI-based trade finance platform that automates document processing, transaction screening, sanctions checks, and detection of trade-based money laundering (TBML) patterns.

AI & Machine LearningCybersecurityFintech

Hilabshilabs.com inOct 2017

HiLabs uses AI to detect and clean inaccurate healthcare data, helping health plans and payers improve operations, regulatory compliance, and patient access to care.

AI & Machine LearningData & InfrastructureDigital HealthHealthtechOlney, US

Amit Garg(Co-founder & CEO)Neel Butala(Co-founder & Chief Medical Officer)Amir Desai(President & Chief Growth Officer)Mrugesh Majmudar(Chief Financial Officer)Sanjay Acharya(Chief Product Officer)Prateek Bansal(Chief Administrative Officer)

Co-investorsF-Prime Capital Partners

Inc42inc42.com in 𝕏

Inc42 runs educational programs for startup founders in India, including a 12-week D2C accelerator (D2CX), a 6-week D2C launch program (D2CX Foundations), and a 6-month startup management course (ManagementX).

EdTechFuture of WorkMedia & Entertainment

Co-investorsAlkemi Growth Capital Alteria Capital Arkam Ventures Colossa Ventures Golden Sparrow Ventures, Llc Peaceful Progress +3 more

Lumiqlumiq.ai

LUMIQ builds data platforms that combine data science and data engineering to turn raw data into data products for the financial services industry, serving insurance, banking, capital markets, and lending clients.

AI & Machine LearningData & InfrastructureFintech

Co-investorsRedstart Labs

READ COMPLETE ARTICLEyourstory.com 𝕏

YourStory is an Indian digital media outlet that publishes news, profiles, and features on startups, entrepreneurs, technology, and business.

Media & Entertainment

Co-investors645 Ventures Alteria Capital Cactus Venture Partners Colossa Ventures Kalaari Capital Orbit Startups+2 more

Twixor* BFSItwixor.com

Co-investorsAxilor Ventures

Uvikuvik.in in

Uvik provides a white-label SoftPOS SDK that turns Android devices into payment terminals, supporting Visa, Mastercard, and RuPay contactless payments with PIN-on-Glass and NCMC transit fare collection.

FintechMobility & TransportationSaaS

Vccirclevccircle.com in 𝕏

VCCircle is an Indian financial news and media platform covering venture capital, private equity, startups, and limited partners through news, interviews, and analysis.

FintechMedia & Entertainment

Co-investorsAlkemi Growth Capital Colossa Ventures Endiya Partners Granite Hill Taurus Ventures

Vitrayavitraya.com

Vitraya builds AI-based software for automated health insurance claims processing, using medical natural language processing, supervised learning models, and large language models.

AI & Machine LearningDigital HealthInsurTech

Co-investorsADB Ventures Cactus Venture Partners

Warehousenowwarehousenow.in

Warehouse Now operates a network of on-demand warehousing and supply chain management services across 150+ cities in India, offering flexible storage space on a pay-per-use model without long-term lock-ins.

B2B MarketplacesE-commerceLogistics & Supply Chain

Portfolio news

latest coverage across their companies

Ambee Secures $3.5 | Signalbase

Ambee · trysignalbase.com · Apr 13, 2026

Frequently asked questions

How many investments has Season Two Ventures made?: Season Two Ventures has 15 tracked investments.
What stage does Season Two Ventures invest at?: Season Two Ventures invests at the Seed, Series A, Series B, Growth stages.
What sectors does Season Two Ventures focus on?: Season Two Ventures focuses on Enterprise Software, Fintech, Healthtech.
Where is Season Two Ventures located?: Season Two Ventures is headquartered in Orange, US.
Who does Season Two Ventures co-invest with?: Season Two Ventures most often shares deals with Colossa Ventures, Alkemi Growth Capital, Alteria Capital, among 30 tracked co-investors.

Media · Podcasts & interviews

featuring the team

Season Two Ventures' Investment Pipeline | 'B2B Startups Haven't Had The Same Attention As B2C Startups', says Sajan Pillai, CEO of Season Two Ventures while talking to Megha Vishwanath about the... | By CNBC-TV18

Sajan Pillai · facebook.com

Co-investors · 2

Merak Ventures

Merak Ventures is a seed-stage venture capital firm backing B2B and emerging-technology companies in India that address real problems with potential for large-scale impact.

Both backed · 1

4BaseCare

$500K – $1.5M

Beyond Next Ventures

Beyond Next Ventures is a Japan-based deep-tech venture capital firm supporting the commercialization of research from academia and large corporations, and building startup ecosystems.

Firms observed investing alongside Season Two Ventures, from public investor directories. Shared companies are the overlap with Season Two Ventures's recorded portfolio.

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