Ed Sim - Issue #21

great roundup this week - i had a great time participating on CXO Talk discussing AI, solid discussion on priced seed vs converts, and a solid read on what ifs for Trello


Building AI: A Software Maker's Perspective | CXOTALK

I had the opportunity to talk about our approach to AI with Michel Krigsman from CXO Talk and boldstart portfolio co founders Sean Chou from Catalytic and Keith Brisson from Init.ai


Kustomer: Transforms The Way Your Team Operates With Intelligent CRM

what is CRM for support, interesting to see how Brad Birnbaum and Kustomer are positioning as new expanded category - worth reading as Brad and Jeremy previously founded assist.ly which Salesforce bought and became Desk.com


Scaling Startups

Why Trello Failed to Build a $1 Billion+ Business – Product Habits

couldn’t cross chasm to be system of record, others like Asana and Git copied but I would argue incredibly capital efficient with only $10mm raised and over $400mm exit


Convertible and SAFE Notes – AVC

food for thought from Fred Wilson of Union Square Ventures on why he believes Convertible and Safe Notes screw founders - i, for one, am happy to do both but prefer priced rounds if founder raises over a $1.5-2mm


Don’t Start a Customer Relationship with a Lie | Kellblog

well said, if it says free trial don’t put me in touch with AE - clearly CAC for SaaS is going up


Enterprise Tech

Google revamps Drive with File Stream and expanded Quick Access, launches Gmail add-ons | VentureBeat | Cloud | by Jordan Novet

add-on framework for gmail is a huge deal, esp for enterprise apps - can stay in gmail and add to salesforce, etc



Now We Know Why Microsoft Bought LinkedIn – Backchannel

huge deal - Reid Hoffman to join Microsoft board - culture at MSFT changing and this is a big move!


Cloudera Said to Tap Morgan Stanley, JPMorgan, BofA for IPO - Bloomberg

enterprise IPO market heating up - firsr mulesoft filed, then Alteryx, and now Cloudera


‘Homo Deus’ Author Yuval Noah Harari Says Authority Shifting from People to AI - CIO Journal. - WSJ

fascinating look at long term impact of AI on society….The source of authority in the world is shifting from humans and their stories to algorithms going over big data. And we see more and more all around us how more authority is invested in the algorithms. If you apply to the bank for a loan, chances are your fate is decided by an algorithm. And even the bank doesn’t understand why the algorithm decided not to give you a loan.


Random, thought provoking, or plain fun...

1 MIN READING: The fisherman and the businessman

food for thought…


By Ed Sim

Ed Sim's weekly readings and notes on VC, software, and scaling startups - #enterprise #seed #DeveloperFirst #IntelligentAutomation #DataInfra #CloudNative #Cybersecurity

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