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In this episode, Jack Cochran and Matthew James are joined by Ben Hills, Founder and CEO of Iris, to discuss how to scale presales teams effectively while avoiding burnout. They explore the difference between healthy high performance and unsustainable overwork, the role of AI in streamlining repetitive tasks like RFPs, and practical strategies for building scalable processes that enhance rather than replace human expertise.
To join the show live, follow the Presales Collective's LinkedIn page or join the PSC Slack community for updates. The show is bi-weekly on Tuesdays, 8AM PT/11AM ET/4PM GMT.
Follow the Hosts
Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/
Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/
Connect with Ben Hills: https://www.linkedin.com/in/benjaminhills/
Links and Resources Mentioned
Join Presales Collective Slack: https://www.presalescollective.com/slack
Iris: https://heyiris.ai/
Timestamps
00:00 Welcome
04:04 Iris
05:14 Ben's background
14:29 Healthy high performance vs burnout
21:55 Common scaling mistakes and the headcount trap
29:14 Effective AI tools for presales teams
35:04 The future of AI-to-AI RFP processes
37:46 Final advice on embracing AI
Key Topics Covered
Understanding Burnout vs. High Performance
Why burnout isn't just about hours worked
The importance of connecting work to larger purpose and outcomes
Creating time-bound periods of intense work with clear endpoints
Scaling Without Adding Headcount
The "mythical man month" problem in presales
Building playbooks and processes before hiring
Separating "in the business" vs "on the business" work
The Rocks, Pebbles, Sand Framework
Planning for big quarterly tasks (rocks)
Managing predictable weekly activities (pebbles)
Handling unexpected fire drills (sand)
AI Tools That Actually Work
RFP automation and response generation
Call transcript analysis for product feedback
Demo automation with synthetic data
Why AI SDRs haven't lived up to the hype
The Future of RFPs and AI
Model Control Protocol (MCP) for AI-to-AI communication
Maintaining personalization in automated processes
The buyer's perspective on RFP proliferation
By Jack Cochran4.9
3838 ratings
In this episode, Jack Cochran and Matthew James are joined by Ben Hills, Founder and CEO of Iris, to discuss how to scale presales teams effectively while avoiding burnout. They explore the difference between healthy high performance and unsustainable overwork, the role of AI in streamlining repetitive tasks like RFPs, and practical strategies for building scalable processes that enhance rather than replace human expertise.
To join the show live, follow the Presales Collective's LinkedIn page or join the PSC Slack community for updates. The show is bi-weekly on Tuesdays, 8AM PT/11AM ET/4PM GMT.
Follow the Hosts
Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/
Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/
Connect with Ben Hills: https://www.linkedin.com/in/benjaminhills/
Links and Resources Mentioned
Join Presales Collective Slack: https://www.presalescollective.com/slack
Iris: https://heyiris.ai/
Timestamps
00:00 Welcome
04:04 Iris
05:14 Ben's background
14:29 Healthy high performance vs burnout
21:55 Common scaling mistakes and the headcount trap
29:14 Effective AI tools for presales teams
35:04 The future of AI-to-AI RFP processes
37:46 Final advice on embracing AI
Key Topics Covered
Understanding Burnout vs. High Performance
Why burnout isn't just about hours worked
The importance of connecting work to larger purpose and outcomes
Creating time-bound periods of intense work with clear endpoints
Scaling Without Adding Headcount
The "mythical man month" problem in presales
Building playbooks and processes before hiring
Separating "in the business" vs "on the business" work
The Rocks, Pebbles, Sand Framework
Planning for big quarterly tasks (rocks)
Managing predictable weekly activities (pebbles)
Handling unexpected fire drills (sand)
AI Tools That Actually Work
RFP automation and response generation
Call transcript analysis for product feedback
Demo automation with synthetic data
Why AI SDRs haven't lived up to the hype
The Future of RFPs and AI
Model Control Protocol (MCP) for AI-to-AI communication
Maintaining personalization in automated processes
The buyer's perspective on RFP proliferation

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