Rob Cheshire in

Rob Cheshire

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Channels & Alliances Lead at Userlane
📍 Reading, England, United Kingdom

Rob is an entrepreneurial sales leader specializing in building AI-supercharged partner ecosystems within the enterprise software industry. He has an extensive track record of exceeding sales targets at firms like Userlane, Cyara, and Oracle by leveraging Global System Integrators and defining innovative go-to-market strategies. People who have worked with him describe him as dedicated, sincere, and a true professional.

He is a graduate of The University of Salford and holds recent certifications in using the AI assistant Claude, reflecting his passion for learning and applying new technologies to his field.

Unique fact: Rob is at the forefront of his field, explicitly using AI tools like ChatGPT, Gemini, and NotebookLM to innovate every aspect of partner ecosystem management.

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Experience
20 Years
Current Role
Channels & Alliances Lead
Location
Reading, England, United Kingdom
Personality Overview

How Rob shows up

Communication Style
Decision Approach
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Priorities

Topics Rob cares about

AI in Sales
His professional focus is leveraging AI tools like ChatGPT and Gemini to enhance and supercharge every stage of the partner ecosystem, from discovery to management.
Partner Ecosystems
He has deep experience defining partner strategy, launching indirect go-to-market models, and driving revenue through alliances with GSIs like Accenture, Deloitte, and PwC.
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Career

Work history

5-2024
Channels & Alliances Lead
Userlane
6-2022 - 3-2024
Worldwide GSI Sales Director
Cyara UK Ltd
12-2018 - 7-2022
CX Named Account Sales
Oracle
1-2018 - 11-2018
VP Business Development
OmPrompt
1-2013 - 1-2018
Nordic Sales Manager
Flexera Software
In the press

Media appearances

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Education

Rob has no verified education history

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Behavioral profile

DISC profile (public)

DISC behavioral profile

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