Pick One AI Tool, Train It, Become Hyper-Employable
by Jason Lemkin on January 1, 2026
The AI Revolution in Sales: How Agents Are Transforming Go-to-Market
Jason Lemkin has transformed his SaaStr sales team from 10 humans to 1.2 humans plus 20 AI agents, achieving the same performance with dramatically different resourcing. His experience offers a blueprint for how AI is reshaping sales and go-to-market functions.
The Current State of AI in Sales
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Traditional sales roles are being displaced at different rates:
- Support is already 50-80% AI-powered across vendors
- SDRs who qualify leads and send emails will be "90% displaced by AI next year"
- AEs (account executives) are safer for now, with 70% of their jobs secure through next year, declining to 40-50% after that
- Field sales remains largely unaffected by AI currently
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The most vulnerable roles are:
- Email-based SDRs doing cadence outreach
- BDRs qualifying inbound leads
- "Mid-pack" salespeople who don't deeply understand their products
- People who self-describe as just being "people persons" without technical depth
How to Build Effective Sales Agents
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Start with your best performers' work:
- "Take your best person on your sales team, the best marketer you have, take their email copy and use that as the template for your AI"
- Train the agent on what already works rather than starting from scratch
- Let the agent iterate and A/B test variants of your best-performing content
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Data ingestion and training process:
- Upload your website, wiki, training docs, and sales materials
- The system processes this data (through "ingestion")
- Answer the agent's questions to train it on your specific use cases
- Spend hours daily for the first 30 days correcting mistakes
- "By the thirtieth day it's gonna be pretty good"
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Continuous improvement cycle:
- Review agent outputs daily
- Correct mistakes and refine responses
- Provide additional training as needed
- "Each day you spend an hour or two correcting those mistakes"
The New Go-to-Market Organization
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Orchestration is critical:
- Dedicate someone (like a "Chief AI Officer") to manage your agents
- This person spends 1-2 hours daily reviewing agent outputs
- They segment your database to prevent agent conflicts
- "Agents work all night and they work weekends and they work on Christmas"
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Selecting the right vendor partners:
- Choose vendors who will actively help with implementation
- "The world's best software with no help training you is not going to work"
- Look for vendors offering "forward deployed engineers" (FDEs)
- Get on calls with the actual people who will help you implement
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Segmentation strategy:
- Different agents for different parts of the funnel
- Separate agents for outbound, inbound, and reactivation
- "You've got to segment your base otherwise it just becomes a mess"
How to Thrive in the AI Sales Era
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For individual contributors:
- Embrace AI tools rather than fighting them
- "Be the guy, the gal, the person that loves these tools"
- Become the expert on working with agents in your organization
- Accept that AI will make you more productive but also create more work
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For sales leaders:
- Pick one agent to solve your most painful problem
- Do the implementation work yourself - don't delegate
- "Train the agent, ingest the data, do the iterations, understand how this damn thing works"
- Expect to become more valuable as you master orchestrating agents
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For founders and startups:
- Provide hands-on implementation support to customers
- "Make sure it's awesome versus in the old days... take them two years to go live"
- Focus on delivering ROI before contracts are signed
- Understand that business process change remains the biggest barrier
The Future of Sales Careers
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Specialization and value shift:
- "We should have $250,000 a year SDRs but they'd be like at Vercel they'd be managing 10 agents not 10 people"
- The best salespeople will become more valuable, not less
- Technical knowledge and product expertise become more important than being a "people person"
- High-touch, high-value enterprise sales will remain human-led longest
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Net hiring impact:
- Despite efficiency gains, fast-growing AI companies need more sales talent
- "Net net we're gonna need more sales and go-to-market professionals than ever"
- The skills required are shifting dramatically
- "If you become a master of the universe in AI you will be hyper employable"
The Paradox of AI in Sales
- AI doesn't eliminate the need for humans, but changes how they work:
- "It is more work, it should be tiring... but this is the most exciting time of our lifetimes"
- The best salespeople get superpowers, while mediocre ones get replaced
- Organizations need fewer people but pay them more for higher-value work
- "The days of working twenty hours a week and kind of phoning it in... those are forever behind"