In this episode of the Ecom Ops Podcast, we dive into the world of modern finance ops with the brilliant mind behind Subscript an automation-first platform built specifically for B2B SaaS CFOs. Our guest is Sidharth Kakkar, a second-time founder who scaled his first company, Freckle, to $40M ARR before selling it. Now with Subscript, he’s helping finance teams ditch the manual chaos, automate everything from billing to revenue recognition, and shift into strategic mode.

Why Your CFO Shouldn’t Touch Google Sheets Again

In this episode, Norbert chats with Sidharth Kakkar, founder of Subscript and former CEO of Freckle, which he scaled to $40M ARR before its acquisition. Now, he's helping SaaS CFOs leave spreadsheets behind and lead with strategy.

Sidharth is the founder of Subscript, a B2B SaaS platform that automates billing, revenue recognition, dunning, and analytics—freeing CFOs from manual work. He also runs the company 100% remotely with no meetings, and is an investor at ASDF Ventures.

The No.1 eCom Operations hack

The best way to think about it is when you're working in your spreadsheets... and you get this feeling in the pit of your stomach that, I hope this is right—chances are you should probably be using software to take away that stress and that worry.

You Will Learn:

Why manual finance workflows are holding SaaS companies back
How to choose the right pricing strategy for your product and audience
When to go freemium, free trial, or pay-first in your SaaS journey
What it takes to scale a startup—twice

Show Notes
(00:02:16) Guest's Background and Journey
(00:03:12) Challenges and Solutions in SaaS Finance
(00:05:22) Key Metrics and Financial Mistakes in SaaS
(00:09:23) Importance of Pricing Strategy
(00:12:12) Freemium, Free Trials, and Paid Models
(00:15:32) Scaling a Business: Insights from a Second-Time Founder
(00:17:57) Subscript's Unique No-Meeting Culture
(00:20:50) Remote Work and the Future of SaaS
(00:22:25) Lessons Learned and Final Thoughts