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  • Product adoption
  • Customer education
  • Enablement
  • AI + automation

I make complex products easier to learn, use, and adopt.

Hi, I’m Sai. I work across product adoption, customer education, and enablement, using AI and automation to build better experiences for customers and the teams supporting them.

Sai Cheekireddy, product adoption and customer education professional, smiling in a navy suit

Impact

Systems that keep working after I hand them off.

A few results from building onboarding, education and enablement in SaaS.

45 daysNew-hire ramp, down from about 90
8–10%Of total ARR from self-service, up from about 1%
100+GTM employees on a learning system I built from the ground up
50%+Less time spent on repetitive support tasks

What I do

I like figuring out what should exist when the answer isn’t obvious yet.

A lot of my career has lived in the space between a product being built and someone actually knowing how to use, sell, or support it.

Sometimes that means building something from scratch. Sometimes it’s taking something that’s already working and figuring out how to make it better or scale it. Give me an ambiguous problem, and I’m usually happiest turning it into something useful.

01

Product adoption

Onboarding, in-app guidance, lifecycle experiences, self-service, and turning product friction into better customer experiences.

02

Customer education

Certifications, academies, webinars, resources, and learning experiences that help customers get more from a product.

03

Enablement

Onboarding, training, content systems, and resources that help GTM teams understand the product and do their jobs better.

04

AI + automation

Using AI and automation to make adoption, education, and enablement faster to build, easier to scale, and more useful.

What it’s like to work with me

He was instrumental in moving our self-service revenue from ~1% of total ARR to closer to 8–10%.
Christopher NolanDirector of Growth Marketing, Alignable

Work with me

Two ways to work together.

For hiring teams

Building a product adoption, customer education or enablement team?

  • 8+ years across SaaS sales, onboarding, customer education and GTM enablement
  • Hands-on with Pendo, Highspot, Mindtickle, Intercom, Salesforce and Skilljar
  • Comfortable building from zero or scaling what already works

For companies that need help

Need part-time or project-based help?

  • In-app onboarding and Pendo guides that reduce repetitive support
  • Customer, partner and employee certification programs
  • LMS and enablement platform setup, content and migrations
  • AI and automation for education, analysis and GTM workflows

Certified in design thinking, AI fluency, product analytics and more.

IBMAnthropicPendoScrum AllianceAtlassianAppleSkilljar by GainsightZoomInfo ChorusLinkedIn LearningBloomberg