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#253
November 24, 2025

EP253 The Craft of Cloud Bug Hunting: Writing Winning Reports and Secrets from a VRP Champion

Guests:

Topics:

Cloud Posture and Hygiene Cloud Security Practices
29:29

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Topics covered:

  • We hear from the Cloud VRP team that you write excellent bug bounty reports - is there any advice you'd give to other researchers when they write reports?
  • You are one of Cloud VRP's top researchers and won the MVH (Most Valuable Hacker) award at their event. What do you think makes you so successful at finding issues? 
  • What is a Bugswat?
  • What do you find most enjoyable and least enjoyable about the VRP?
  • What is the single best piece of advice you'd give an aspiring cloud bug hunter today?

Do you have something cool to share? Some questions? Let us know:

Transcript

This session featured a detailed interview with full-time security researchers Sivanesh Ashok and Sreeram KL. The discussion moved beyond standard technical "how-to" advice and focused on the operational reliability, financial modeling, and psychological aspects of professional bug hunting within the Google Vulnerability Reward Program (VRP). The guests provided a rare look into the "secret sauce" of high-earning researchers: collaboration over competition and a focus on integration seams rather than isolated code flaws.

1. The Art of the Report: Empathy for the Triager

The guests established that the primary differentiator between a good bug report and a great one is not technical complexity, but rather reproducibility.

Triager-Centric Approach: The guests write reports specifically for the person triaging the bug, not the product team fixing it. Their goal is to make the triager's life as easy as possible.

Structure: They prioritize clear, step-by-step reproduction instructions over long-winded technical explanations. The "why" and "how" of the bug are secondary to proving it exists.

Outcome: This approach builds trust with the VRP team, leading to faster validations and a better professional reputation.

2. The Economics of Collaboration

Perhaps the most unique insight was their financial and operational model. Unlike the solitary stereotype of a hacker, Ashok and KL operate as a unified firm.

The 50/50 Split: They split all bounties 50/50, regardless of who found the bug. This removes ego and the incentive to hoard information.

Operational Continuity: This model mitigates the inherent volatility of freelance security work. If one partner is burnt out or busy with life, the other continues to earn, smoothing out income spikes and troughs.

Multiplier Effect: They explicitly noted that "1 + 1 does not equal 2." By collaborating, they sanity-check ideas and solve problems that would stall a solo researcher, effectively making 1 + 1 equal 4 in terms of output.

3. Technical Strategy: Hunting in the "Seams"

The guests revealed that their most profitable bugs are not found in core products, but in the integrations between them.

The Threat Model Gap: Product Team A (e.g., Gmail) and Product Team B (e.g., Cloud) may have secure threat models individually. However, when these products interact, the threat models often fail to account for the other’s assumptions.

Organizational Psychology: They exploit the siloed nature of large engineering organizations. They assume that product teams do not talk to each other, creating blind spots at integration points.

Example: They cited a hypothetical scenario where a Generative AI tool (like Gemini) interacts with Android OS. The Android team never anticipated an AI agent unlocking a phone, creating a vulnerability in the handshake between the two secure systems.

4. VRP Loyalty and Vendor Trust

The discussion touched on the often-contentious relationship between hackers and vendors.

Google Exclusivity: The guests hunt almost exclusively on Google programs. They cited consistency, fair treatment, and the ability to speak to human decision-makers as key reasons.

"Good Faith" Handling: Contrary to industry horror stories of vendors silencing researchers, they reported that Google assesses bugs on merit, not on PR risk.

Incentives: They noted the recent 5x increase in Google’s bounty payouts has significantly impacted their "bottom line," validating their choice to treat this as a full-time career.

5. Operational Discipline

The guests shared their internal "tech stack" for managing their business:

Data Hoarding: They log all HTTP request history (via Burp Suite) into an Elasticsearch instance. This allows them to query years of historical data when they have a new idea, retroactively finding bugs in traffic captured months prior.

The "Siberian Freezer": They maintain spreadsheets of potential bugs and half-baked ideas. During dry spells, they revisit this "freezer" to thaw out old leads, ensuring a steady pipeline of work.

Timeline of Key Topics

Introduction & Value Proposition: Hosts Tim Peacock and Anton Chuvakin introduce the guests and frame the episode as a utilitarian guide to making money through bug bounties.

Optimizing Bug Reports: The guests explain their philosophy of writing for the triager first, prioritizing reproduction steps over technical theory to ensure quick validation.

Vendor Trust & Selection: A discussion on why the guests hunt exclusively on Google. They contrast Google’s "good faith" behavior with other vendors who might downplay bugs to save face.

The Full-Time Viability Question: Addressing whether bug hunting is a sustainable career. The guests admit they had the advantage of starting as students with low risk, noting it is harder to transition from a salaried career later in life.

The 50/50 Collaboration Model: The guests detail their revenue-sharing model. They explain how splitting everything evenly eliminates competition between them and encourages total information sharing.

Managing Volatility: How the team deals with the anxiety of irregular income. They discuss the importance of "marinating" in a target and using downtime to revisit old notes.

Technical Deep Dive – Integration Bugs: The conversation shifts to where they find bugs. The insight is revealed: bugs live in the "seams" between products (e.g., Gmail interacting with Cloud) where threat models conflict or gaps exist.

VRP Program Feedback: The guests provide feedback on the Google VRP, citing the recent 5x bounty increase and the ability to dispute/discuss rulings with actual humans as major positives.

The "Meet Cute": The story of how the two guests met on Instagram via a mutual friend to collaborate on a specific exploit chain.

Primary Advice for New Hunters: The importance of consistency and patience. The guests warn against the expectation of instant results and advise spending weeks learning a single target deeply.

Tooling & Methodology: Specific advice on logging data. The guests recommend saving all proxy traffic (Burp history) to Elasticsearch to allow for retroactive bug hunting on historical data.

Recommended Resources: The guests advise playing CTFs (Capture The Flags) to build raw technical skills, which differ from the "situational" skills of bug bounty hunting. They also recommend the "Awesome Google VRP Writeups" repository and the "Critical Thinking Bug Bounty Podcast."

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