Tech Due Diligence Volunteer: Offering "Sanity Checks" for New England Deals

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May 02, 2026

by a searcher in Cambridge, MA, USA

Hi everyone! I’m Tyler, a Cloud DevOps and AI Engineer at Akamai based in the Boston/Cambridge area (WPI grad). I’m currently an Aspiring Searcher with a long-term target of 2028 for my first acquisition. While I’m in the capital-accumulation phase, I want to build my 'deal reps' by supporting active searchers on the technical side of their due diligence. If you have a business under LOI (or a serious lead) and need a technical set of eyes, I’m offering to volunteer 5–10 hours to do a 'Technical Red Flag' report. I can help you evaluate: 1. Infrastructure & Cloud Costs: Are they overspending or sitting on a 'ticking time bomb' of legacy tech? 2. The 'Bus Factor': Could the business survive if their lead developer or IT person left tomorrow? 3. AI Opportunity: Where can we implement automation/LLMs to immediately expand margins post-close? I'm not looking for a fee — just the chance to see how the financials and legalities of a real deal come together. If you're searching in the New England area (or anywhere, really) and want a technical sanity check, feel free to DM me!
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