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Bootstrapped Exit, Compliance Tech & Raising From Accel
An interview with Girish Redekar, Co-Founder and CEO of Sprinto. š
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HOUSEKEEPING šØ
In the wake of Charlie Kirkās murder, it was tough to find leadership anywhere you looked online. Hate, lies, deviciviseness on all sides. That is, except for the Governor of Utah, Spencer Cox, who spoke about how both sides need to come together moving forward. He also said something that struck me: āSocial media is cancer.ā

Great leadership by this guy
I found it hard after Charlieās murder to stay off Twitter. I, like many others, felt the need to understand why the incident occurred. And what were the motives of the shooter? But as the left screamed that he was a Trump donor and the right screamed heād been radicalised in colleges, I couldnāt help but think we arenāt seeing the forest through the trees here. This happened because social media is tearing at the fabric of our society. It shows us only extremes of each side, and feeds us more and more of our own ideology in tightly defined echo chambers. It is absolutely, positively, as Cox put it, digital ācancer.ā The sooner we all realise and come together on this, the sooner we can do something about it. Enjoy todayās post!

INTERVIEW šļø
Girish Redekar, Co-Founder & CEO at Sprinto
Girish Redekar, Co-Founder and CEO of Sprinto, is a two-time founder helping fast-growing technology companies build trust through automated security compliance. Sprinto enables startups and scaleups to achieve frameworks like SOC 2, ISO 27001, GDPR, and HIPAA with speed and confidence, turning what was once a manual burden into a streamlined process.
Before Sprinto, Girish co-founded RecruiterBox, a bootstrapped applicant tracking system that scaled to thousands of customers worldwide before being acquired. With experience on both sides of the founder journeyābootstrapped and venture-backedāGirish brings a rare perspective to building resilient SaaS companies, combining his engineering background with a deep understanding of governance, risk, and compliance.

What did you learn from building RecruiterBox? And from its acquisition?
RecruiterBox was a completely bootstrapped company, so we didnāt raise any venture funding. Sprinto, on the other hand, is venture-funded from the beginning, so Iāve seen both sides of the aisle. At the start of RecruiterBox, we had no idea what we were doing. It was like jumping into a pool and flailing our arms, just trying to stay afloat. Because we were bootstrapped, my co-founder and I had to learn every part of a SaaS business by doing it ourselves. First, it was writing code, then building the product, learning design, marketing, salesāyou name it. And then, we gradually built the team from the ground up.
The upside was that I learned a lot about every aspect of running a SaaS business. The downside was that I was the bottleneckāthe company grew more slowly than it could have if we had hired people who already knew those jobs better than I did. |
If you find yourself in that position as a founder, itās best to be honest with yourself and give yourself another shot. So we decided to leave it in better handsāwith people who could actually grow it. We were fairly deliberate about the transitionāit wasnāt incidental. We wanted to build a larger company, and we didnāt think RecruiterBox quite fit those ambitions. So the acquirer kept most of the team, and we went after something that offered us a larger opportunity.

Source: The Economic Times.
Sprinto was launched about a year and a half later. Iām especially pleased that some of the folks we worked with at RecruiterBox eventually came back to us once they knew we were starting something new. I think thatās a very good sign.
Tell me about the problem you're trying to solve?
If youāre a young startup selling B2B software to enterprises, SaaS means your customersā data lives on your servers. Naturally, they need assurance that their data will remain safe and secure. The typical way this is handled is through security and privacy compliancesāthings like SOC 2, ISO 27001, GDPR, HIPAA, PCI. Depending on the industry and geography, thereās a whole alphabet soup of requirements.
Getting these compliances isnāt optional. Theyāre the ticket to play at the enterprise table. Without them, you simply canāt close deals. But hereās the thingācompliance on its own is not the end goal. What companies really need is a way to stay continuously secure and resilient, because customer trust depends on it. The problem is that the process is extremely complex, and if done manually, incredibly draining. I had to manage these compliances at my previous startup, and I wouldnāt wish doing it manually on my worst enemy.
What we do at Sprinto is fast-track that entire journey. We automate the tedious, error-prone manual tasksānot just to get you audit-ready, but to help you stay secure day after day. We make it possible for companies to provide security to their customers with confidence, and to build resilience and defensibility without the heavy lift of manual work.
What was the most challenging part of going from zero to one?
Surprisingly, the hardest part wasnāt finding customers. Thatās usually the toughest challenge in going from zero to one, but in our case, we already knew this was a high-value, high-pain problem because weād faced it ourselves. Iād also spoken with plenty of founders who struggled with the same issue, so we knew the demand was real.
The real challenge was that this problem is typically solved as a service, with people. From the start, my co-founder and I were clear that we didnāt want to build a services company; we wanted to build a product company. That meant we had to be brutally honest with ourselves: Is this a service or is this a product? We spent the better part of a year taking each piece of the service and figuring out how to productize and automate it. That processāturning whatās normally a human service into a scalable productāwas the most difficult part of going from zero to one.
Thrilled to announce that @sprintoHQ is a "Great Place to Work" certified again! š
Itās famously said that culture eats strategy for breakfast, and I agree. Building a workplace where people can do their best work is not only valuable, but also incredibly hard. The amazing team
ā Girish Redekar (@grease_)
6:57 AM ⢠Dec 18, 2023
Who is your ICP, and how did it evolve over time?
Today, Sprinto has over 3,000 customers across 75 countries, so there isnāt a single, exact ICP. We operate across a few different markets. One of our earliest and strongest segments has been technology startups, where the ICP is typically the founder or the head of security. As weāve moved upmarket, the ICP has shifted to the Chief Information Security Officer (CISO) or the head of Governance, Risk, and Compliance (GRC). At a certain scale, you lose the luxury of having just one clearly defined ICP.
In the early days, though, we worked hard to get clarity. As an engineer, my natural tendency would have been to start writing code, but we deliberately resisted that temptation. We wanted to first define who we were selling to, what we were selling, and why they would buy. Before writing a single line of code, we conducted interviews with other companies to understand their processes, pain points, and motivations. |
We then worked with a few design partners to ensure we were building the right thing. By the time we started acquiring customers, our understanding of the ICP was consistentāand while it has evolved slightly as weāve scaled, it hasnāt changed dramatically.
What is the North Star metric today?
Internally, the metric we track most closely is the number of happy customers. That has two parts. First, itās the number of logosāweāre on a mission to help companies build trust with their stakeholders, customers, partners, boards, and others, so the number of organizations we enable really matters.
But itās not just about collecting logos like trophies. We also want to make sure those customers are genuinely delighted. So we track NPS and pay attention to whether itās above a certain threshold. When it is, we know weāre creating real impact. So for us, the heartbeat of the company is the number of happy customersāboth in terms of reach and satisfaction.


Tell us about raising your Series B, and why Accel invested?
On the operational side, one of the best decisions we made after our Series A was bringing someone from our Series A investors onto our team. That gave us an insiderās perspective on how VCs thinkāwhat they mean when they say certain things, what they look for, and how to decode the process. It was incredibly helpful as we prepared for Series B. We ran the raise as a very deliberate process.
Sprinto raises $20M to bring automation to security compliance management tcrn.ch/4aqnaHH
ā TechCrunch (@TechCrunch)
9:31 AM ⢠Apr 9, 2024
First, we spent time preparing. That work fell into three buckets. The first was research: building a long list of potential investors, studying their past investments, and prioritizing them into tiersāchoice one, choice two, and so on. The second was narrative: shaping how weād tell our story, not just with numbers but with a clear vision of what Sprinto was going after. The third was preparation of data rooms and supporting materials, making sure everything was ready for diligence. We also set a clear timeline. Our goal was to begin on a set date, have all conversations within six to eight weeks, and come out with a resultārather than letting talks drag on endlessly, which is what often happens without urgency.
As for why Accel invested, I canāt fully speak on their behalf, but hereās how I see it. There are different kinds of investors: purely metrics-driven, thesis-driven, and those who focus on team and opportunity. I believe Accel falls into that third category. They saw a strong team going after a very large opportunity, and that combination compelled them to double down.
What is the go-to-market strategy today? Whatās working and whatās not?
We operate across different segments, so the go-to-market looks a little different in each. But one truth that holds across all of them is that this is an urgent problem for companies. When a company faces it, it needs a solution right away. That urgency makes inbound a huge driver for us. A lot of our go-to-market is about making sure weāre found at the right moment.
That includes organic search, performance marketing, events, conferences, webinars, and now even newer channels like LLM-based search. Inbound is the core of our engine. |
Now that youāre post-Series B, whatās the next stage of product development and growth?
One of the biggest things we think about is how AI is going to impact our space. That has two sides. First, thereās how AI affects our customers. Since we operate in security, privacy, and governance, our customers face two challenges: adopting AI safely within their organizations and protecting themselves from AI-based external attacks. Meeting those demands is a growing part of our product roadmap.
Second, thereās how we can use AI ourselvesāAI for cybersecurity. Weāre incorporating AI into our tools to make life easier for our customers. Traditional solutions in this space, even with automation, still require heavy upkeep because regulations change, environments evolve, and customer demands shift. Weāve built something Iām really excited about that uses AI agents to make this upkeep almost fully autonomous.
Itās not just about reducing manual work; AI is helping us solve problems that are genuinely difficult even for humans. Seeing AI push those frontiersāand being able to deliver that value to our customersāis one of the things that excites me most about Sprintoās future.
š” Note: If you are looking for a handy guide on how to get your company SOC 2 compliant, check this out.
How are you integrating AI into your day-to-day operations?
Beyond how we use AI in the product itself, we also have a company-wide mandate to apply AI across our operations. Weāve identified around 15 internal use cases where we want to integrate AI. Itās not just about saying, āletās use AI.ā Weāve been deliberateāmapping specific use cases across GTM functions, hiring, and other areas. Personally, I use AI daily to write better, do deeper research, and analyze industry reports more closely than I ever could two years ago. So weāre approaching it in a structured way, deliberately embedding AI where it can add real value rather than just experimenting for the sake of it.

Team Sprinto.
Responsibility for this push is partly centralized and partly distributed. We have a strategy and operations team that drives the overall initiative and ensures progress. But each of the 15 use cases weāve identified is owned by the relevant function. For example, someone with domain expertise in marketing leads implementation in marketing, while someone in hiring leads it there. Itās centrally guided but locally executed.
How do you get the best out of yourself personally and professionally?
Honestly, Iām a bit old-school about this. I focus on doing the boring things rightāthe daily habits that compound over time. I try to be disciplined and present, which really means showing up and taking as many shots as possible. Startups involve a certain amount of luck, but I believe a lot of that luck comes from simply being there, every day, not losing enthusiasm even when youāre moving from one failure to the next. So I donāt have anything profound to shareājust that I stay consistent, disciplined, and focused on showing up. Thatās what works for me.
And thatās it! You can follow and connect with Girish over on LinkedIn and Twitter, and donāt forget to check out Sprintoās website.

BRAIN FOOD š§

TWEETS OF THE WEEK š£
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ā Ed Elson (@edels0n)
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ā Lenny Rachitsky (@lennysan)
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Oracle is up 41% today and its market cap hit $954B.
Larry Ellison owns 43% of the company ($410B). He only owned 27% of it at the end of 2010, when Oracle was valued at $87B (giving him a $24B stake).
How did his ownership of Oracle increase over that span? Since 2011, the
ā Trung Phan (@TrungTPhan)
3:06 PM ⢠Sep 10, 2025

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