
Why Custom AI Is (Almost Always) a Bad Idea in Recruitment
Building your own recruitment AI, or bolting one onto the ATS you already run? Both underestimate the same thing. What to buy instead, and the 5% where building is right.
Remo Vloet9 min.

Keywords and job titles no longer cut it. Contextual recruitment looks at meaning, personality, and deeper experience. Here's why it matters now.
Most AI in recruitment works at the conversation level. You have a conversation, you get a summary, data goes to your CRM. Fine. But each conversation is treated as a standalone event. As if you’re dealing with that candidate, that client, that vacancy for the first time.
Contextual recruitment breaks that pattern. It’s AI that understands the full picture. Not just what was said just now, but also what was discussed three weeks ago. Not just this vacancy, but also the five other vacancies open at the same client. Not just this candidate, but also the six other candidates you’ve spoken to for the same role.
The difference? The difference between a recruiter who starts every morning with a blank notebook, and a recruiter who knows everything. From every conversation, every wish, every nuance. Without spending hours keeping track.
Recruitment is a context-driven profession. The value you deliver as a recruiter isn’t in isolated transactions. It’s in connecting dots. You hear a candidate talk about her passion for sustainability, and three weeks later you have a client looking for someone with exactly that drive. You make that connection because you have the context.
The problem is that context doesn’t scale. If you’re having 15 conversations per day, 5 days per week, you can’t possibly remember all the details. After a month, you’ve had 300 conversations. The information disappears into CRM notes nobody rereads. Into summaries that get stored but never searched.
AI changes that. Not by replacing your memory, but by extending it. By bringing together all conversations, all data, all context, and making it searchable. Actively, not passively.
This is what the current generation of AI tools does. Each conversation is understood in its context. Summaries are adapted to the conversation type. Data gets extracted and put in the right CRM field. What was discussed ends up on the record as structured data instead of a note somebody has to reread.
This is already a massive improvement over manual note-taking. But it’s still reactive. The AI processes what just happened. It doesn’t think ahead about what should happen next.
At this level, the AI connects all conversations with the same candidate. The first phone call, the intake, the follow-up, the client meeting. All information is merged into one complete picture.
What that delivers:
This is where it gets really exciting. At this level, the AI understands not just individual candidates but the relationships between candidates, vacancies, clients, and recruiters.
Concretely:
This sounds like science fiction. But the building blocks are already there. Every conversation you record, every summary that’s made, every data point that lands in the CRM. That’s the data this AI needs. The question isn’t if this is coming, but when.
Three developments make contextual recruitment possible now:
The current generation of language models can not only summarize text but reason across multiple documents simultaneously. You can give them five conversation transcripts and ask: ‘What are the similarities and differences?’ That wasn’t possible two years ago.
Contextual AI only works when the underlying data is structured. Not as loose text in notes fields, but as structured fields in your CRM. Automatic CRM data entry makes that data structured and searchable. Without that foundation, you can’t build context.
Contextual AI gets better as more data accumulates. A team that records and processes all conversations for a year has a treasure trove of data. Patterns across hundreds of candidates. Insights about dozens of clients. That’s an advantage that isn’t easy to catch up to for a competitor just starting out.
And that’s exactly why it pays to start now. Not because contextual AI is fully available today, but because the data you build today is the fuel for tomorrow’s AI.
Contextual recruitment changes the profession in three ways:
Instead of manually searching your database on keywords, the AI proactively suggests candidates based on the total context. Not just ‘Java developer with 5 years experience,’ but ‘someone who in her conversation indicated she’s looking for autonomy, technical challenges, and a small team.’ That’s a different type of matching. Deeper. More accurate. More people-focused.
Imagine: you walk into a client meeting and the AI has prepared a briefing. Not just the vacancy requirements, but also: ‘The last three candidates for this client dropped off because of salary. The client tends to underestimate the process duration. Last time it took 6 weeks while they indicated 3.’
With that context, you enter the conversation differently. Better prepared. More as an advisor than an order-taker.
At the organizational level, contextual data offers even more value. Which industries generate the most placements? Which recruiters perform best in which segments? Where do candidates drop out of the process and why?
These kinds of insights used to require months of spreadsheet analysis. With contextual AI, you have them in real-time.
Simply is already laying the groundwork for contextual recruitment. Every conversation you record and process becomes part of a growing data layer:
Every conversation you record today makes tomorrow’s contextual AI smarter. That’s not a marketing promise. That’s simple logic: more data, better patterns, more valuable insights.
The teams starting now with systematically recording and processing conversations are building a data advantage that can’t be caught up to later. Your competitor can buy the same tool, but not the same 12 months of conversation data.
Want to get started? Read how to start with AI as a recruiter. Or see how AI strengthens candidate relationships by supporting the human side of recruitment, not replacing it.
The future of recruitment isn’t more data or more AI. It’s better context. And you’re building that context now.
With more context comes more responsibility. When AI recognizes patterns in candidate behavior and historical data, it’s important that those insights are used fairly and transparently. That means: no automatic rejections based on AI scores, always human verification for important decisions, and full transparency to candidates about how their data is used.
About the author

Remo Vloet is a co-founder of Simply, the AI Operating System for recruitment agencies: inbox, meetings, sourcing, CV parsing, search and matching, documents and automation in one system. With a background in building complex software, he contributes to the technical vision behind Simply.
LinkedInArticles by Remo VloetPartially. Level 1 (conversation context) is available now with tools like Simply. Level 2 (candidate context) is in development. Level 3 (network context) is the direction for the coming years. The foundation you lay now with conversation recording and data extraction is the prerequisite for all three levels.
An AI tool that records conversations via all channels, summarizes them, and places data structured in your CRM. That's the foundation. The more conversations you process, the richer your data becomes and the more valuable contextual insights become.
No. Contextual AI gives the recruiter better information to make decisions with. It's an assistant that brings all data together for you, not a decision-maker that chooses for you. Human judgment remains indispensable.
Traditional matching works on CV keywords: 'find someone with Java and 5 years experience.' Contextual matching works on conversation data: 'find someone who in her conversations indicated she's looking for autonomy, technical challenges, and a small-scale organization.' That's a fundamentally different and richer matching model.

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