.406 Ventures

Payal Agrawal Divakaran


Payal joined .406 in 2015 and brings a wide range of technology experiences to the firm. She co-leads the Healthcare investing activity at the firm.

Prior to joining .406, Payal was at Harvard Business School, where she co-founded a company called SpotRocket in the job recruiting software space. The company’s proprietary algorithm ranked 20,000+ global startups and provided the ability to slice and dice the data to help students identify high potential job opportunities. The company participated in the Rock Center Accelerator program.

Prior to her entrepreneurial stint and also while in business school, Payal spent time in Corporate Development at Eventbrite. She helped the company to develop an M&A strategy and to navigate important foundational pieces such as creating a market landscape, housing competitive intel and setting processes for due diligence.

Prior to HBS, Payal was an Associate at Spectrum Equity, a technology growth equity investor in Boston with $7.0B under management. She sourced and executed on deals in the software, information services, data/analytics, security and internet spaces. She sourced the firm’s first investment in online gaming in a business called Jagex, based in the UK, which was acquired by Shanghai Hongtou Network Technology.

Payal started her career pursuing technology investment banking at J.P. Morgan in NYC at the height of the financial crisis. She spent most of her time in the software and financial technology spaces, and was an analyst on Xerox’s $8.3B acquisition of ACS, Visa's $2.0B acquisition of CyberSource, and VisaNet Brazil's $3.7B IPO. 

Payal received her MBA, with Distinction, from Harvard Business School and her BS in Electrical Engineering and minor in Management from MIT.

Sector Focus: Healthcare


Business Insider: The 41 Most Important VCs in Boston

Point Health Podcasts: Why Payers Actually Have the Most Aligned Incentives To Change Healthcare

The VentureFizz Podcast: Payal Agrawal Divakaran and Kathryn Taylor Reddy - .406 Ventures

Redox Podcast - Investing in Healthcare from a VC Perspective

Meet More of the .406 Team

  • How I want entrepreneurs to perceive .406

    Helpful, knowledgeable and thoughtful partners

  • Best job

    So far, this one!

  • Favorite book

    The Power of Habit by Charles Duhigg

  • Favorite destination

    Maui, Hawaii. My husband and I stayed at the site of a USTA Pro Circuit Event and received pro instruction and played tennis twice every day.

  • Favorite job

    Certified FIFA soccer referee in high school

  • Least favorite job

    Planning my wedding

  • Best part of the day

    Coming home to my kids' smiling faces

  • Fond childhood memory

    Taking apart any and all electronics I could find in our apartment – I just had to see the insides.

  • Grew up in

    Waltham, MA (but have lived in Winchester, Bhopal (India), Waltham, Dracut, Cambridge, Mumbai (India), NYC, Boston, SF, Cambridge, and now Brookline (in that order)

  • Hidden talent

    Used to dance on a professional Bhangra (upbeat Indian folk dance) team

  • I can’t live without my

    Family. My husband (Sanjay), my daughter (Veera), and my son (Ishaan) are the best.

  • Most fun I have ever had

    In college at MIT: learned a ton, got involved, made great friends and met my future husband

  • Most important lesson learned

    Listen more, talk less

  • Key to success

    Organization and persistence

  • What I do for fun

    Watch Boston sports

  • Peak of my athletic career

    MIT Women’s Varsity soccer

  • Your nickname

    Payalstyle, given to me on the basketball court in elementary school

  • Why I chose VC

    For the pace of learning and innovation; for the opportunity to help entrepreneurs

Payal 's Portfolio


Acquired by

CloudHealth Technologies

View the Case Study

Acquired by

Acquired by


Acquired by

Acquired by