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