Sid Masson, co-founder and CEO of Wokelo AI, discusses the impact of AI agent automation on startup staffing and sales functions.
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“I'm not one of those who's trying to say that, you know, AI SDRs are going to replace the whole need of sales or account executives. That's not going to happen anytime soon.”
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Insight
Sid Masson: Founders must design v1 product interactions themselves
“And I think we've come to a conclusion that if you're building something net new, because the, Business aspect of it, the product aspect of it is only in your brains, right? It's only the two of you or the three of you, how many co-founders you are. For that t…”
Sid MassonSep 19, 2025▶ 17:03Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
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Masson: Triangulate contradictory data sources to spot investment risks
“And triangulating these three things together, looking for conflicting contradictory data is often the most interesting to highlight those areas of risk.”
Sid MassonSep 19, 2025▶ 5:19Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
Insight
Masson: Platforms cannot specialize in both public and private markets simultaneously
“We realized that you cannot be a specialist in both public and private markets at the same time. You need to start with your beachhead.”
Sid MassonSep 19, 2025▶ 7:30Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
Insight
Masson: AI users prefer proactive inbox delivery over manually generating reports
“As more and more AI tools profilerate people are getting lazier and they would not come, want to come to a platform and generate reports. They just want the AI to know when you need that information and hit it in your inbox at the right time.”
Sid MassonSep 19, 2025▶ 10:09Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
AssertionNot checkable as stated
Masson: AI agents already handle 30% to 40% of task workloads
“Taking up 30, 40% of workload across tasks is definitely a reality we're seeing right now, both internally and with some of the network and partners that we have.”
Sid MassonSep 19, 2025▶ 20:43Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
Insight
Masson: VCs respond to digital channels; PE requires in-person meetings
“For VCs, you can attract them through a lot of online or digital presence on LinkedIn or X because they're more tech savvy, but you're not going to find much luck with you know, old school investment bankers or private equity funds who would, you know, who you…”
Sid MassonSep 19, 2025▶ 33:59Transforming Due Diligence with AI: Wokelo’s Automation of Private Market Research and Risk Analysis
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