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In  the latest episode of @ironpillar’s Big Picture podcast, I had a  delightful conversation with @jaychakrapani, my dear friend, MIT  fraternity mate, former CTO of @mcgraw-hill, @barnesandnoble and an  early employee of @trilogyeducation (acquired by @2U) and now CTO at  @glg. Jay is a key member of the  Iron Pillar Network and his expertise is extremely helpful as we  evaluate and invest in companies like @skill-lync disrupting the future  of work and education.

I  tapped into Jay’s remarkable career and especially his insights into  the future or work and future of education, domains that are deeply  important to him and to the Iron Pillar team. I loved his quote "I  have always been drawn to situations where I could apply technology  that could make a large and positive impact to a particular industry or  market"

His core messages for entrepreneurs especially in the Ed-tech space were spot-on. Jay hit on several topics including:

- Adaptive learning

- Never burning bridges

- Differences between bringing about innovation at large companies versus starting something new  – Key question to ask: Is there a “discontinuous growth opportunity” within a given structure

- It’s all about “execution”…ideas are cheap

- Distill your ideas into super small wins that you can deliver within a predictable period of time

- I am not a “zero to one” guy. I like professionalizing the operation post product-market fit

- Why  join IPN – besides the relationship that goes back decade, it’s about  the fact that Iron Pillar thinks globally and back the thinking that  ideas, innovation and businesses are not just for Silicon Valley

- Technology is the big equalizer and bridges the opportunity gap

- Covid has accelerated technology adoption in the way we work and the way we learn. There is going to be a “great equalization” of innovation and Iron Pillar is a new genre of VC that is at the heart of that transition

I  hope you enjoy this incredible conversation with Jay. Thank you Jay for  your endorsement, your generosity and helping the Iron Pillar portfolio  companies, especially those disrupting the Future of Work or Future of  Education.

@Anand Prasanna @Ashok Ananthakrishnan @pavan Gupte @Saleha Osmani @raj chinai @ashish shah @Sajid Fazalbhoy

#edtech #education #futureofwork #growthcapital #vc #venturecapital #innovation #thinkbig