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Conversica Executive “Dos and Don’ts” Playbook

Artificial Intelligence
Leadership

Conversica Executive “Dos and Don’ts” Playbook

Jim Kaskade
May 31, 2025

An AI Startup CEO’s Reflection

Artificial Intelligence
Leadership

An AI Startup CEO’s Reflection

Jim Kaskade
April 18, 2025

Creating CEO Playbooks

Leadership

Creating CEO Playbooks

Jim Kaskade
May 6, 2019

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Jim Kaskade (he/him) Follow 135,557 2,469

CEO for 25 years. Focused on AI, Security, Identity, IoT, Big Data, Social, Mobile, & Cloud. Decade in data warehousing, business intelligence, data mining.

Jim Kaskade (he/him) @jimkaskade ·

5h 2084248287129792599

Slipped deals are not bad luck. They are a forecast and qualification problem in disguise.

Playing it fwd (get my CEO Playbooks): https://operatoros.jameskaskade.com/

#OperatorOS

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Jim Kaskade (he/him) @jimkaskade ·

2 Aug 2083885678157250779

A customer who buys once is a transaction. A customer who expands is a relationship. Build the latter.

Playing it fwd (get my CEO Playbooks): https://operatoros.jameskaskade.com/

#OperatorOS

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Jim Kaskade (he/him) @jimkaskade ·

2 Aug 2083800859797029084

Your best new customers look exactly like your best existing customers. Start there.

Playing it fwd (get my CEO Playbooks): https://operatoros.jameskaskade.com

#OperatorOS

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Jim Kaskade (he/him) @jimkaskade ·

1 Aug 2083523439130825158

Your best new customers look exactly like your best existing customers. Start there.

Playing it fwd (get my CEO Playbooks): https://operatoros.jameskaskade.com/

#OperatorOS

Twitter feed video.

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