Forget boring number crunching—today’s episode is all about turning SaaS finance into a strategic superpower. In this episode of the Ecom Ops Podcast, host Norbert Strappler sits down with Sidharth Kakkar, a second-time founder who took Freckle to $40M ARR before selling it—and is now shaking up the finance world with his latest venture, Subscript.
Whether you’re a SaaS founder tired of drowning in Google Sheets or curious about running a zero-meeting remote company, this one’s packed with insights you don’t want to miss.
About
Sidharth Kakkar is the co-founder and CEO of Subscript, a Series A B2B SaaS platform built for CFOs. With Subscript, SaaS finance teams can automate billing, revenue recognition, dunning, and analytics—replacing chaotic spreadsheets with clean, strategic data.
Before Subscript, Sidharth scaled his previous company Freckle to $40M ARR before a successful acquisition. He’s also an investor at ASDF Ventures, and a pioneer of async, meeting-free company culture.
The Key Takeaways
From Chaos to Clarity: Why Subscript Exists
- Subscript was born from Sidharth’s own frustrations during due diligence while exiting Freckle.
- He realized spreadsheets are great for modeling but terrible for workflows and finance ops.
Financial Mistakes That Cost Real Money
- Manual errors and missed invoices are more common (and costly) than you’d think.
- Automating data input isn’t just efficient—it’s strategic.
Metrics? It Depends!
- There’s no “one-size-fits-all” when it comes to KPIs.
- First, understand what drives your business—then pick metrics that support that.
Pricing Strategy is Not Just a Number
- Your price must match the rest of your business model: product complexity, customer type, acquisition strategy, etc.
- Misaligned pricing can sink even the best products.
Freemium, Free Trial, or Pay First?
- Freemium works when adoption is slow or buyers aren’t decision-makers (think teachers).
- Free trials work better for fast, full-product experiences.
Remote, Asynchronous… and Thriving
- Subscript runs with no meetings—favoring written docs, async video, and voice notes.
- It’s not for everyone, but it’s heaven for focused thinkers who value flexibility and deep work.
Lessons from the Trenches
- What is the biggest founder lesson? Never underestimate the power law.
- That one killer product-market fit can exponentially outshine dozens of good ideas.
Conclusion
If spreadsheets have become your second home, Subscript might just be the upgrade your finance team needs. And if you’re dreaming of running a company without endless Zoom fatigue—Sidharth’s async model could inspire a whole new way of working.
See You on the Show!
Enjoyed this episode? Subscribe to the Ecom Ops Podcast for more expert insights into e-commerce operations, AI innovations, and marketing strategies.
If you’d like to be a guest or have a topic suggestion, reach out to us. We’d love to hear from you!
Stay tuned for our next episode!
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.”
