DiscoverPlain SightTactical Intel: Jill Weston’s Guide to Startup Success
Tactical Intel: Jill Weston’s Guide to Startup Success

Tactical Intel: Jill Weston’s Guide to Startup Success

Update: 2023-10-25
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Jill Weston is the chief of staff at Invisible Technologies. In this role, her main objective is to align the company with the CEO's priorities, strategy, and goals.


  • She spends much of her week understanding the state of the business, connecting dots for leadership, and making sure people are spending time on what matters. Her wide-ranging responsibilities include addressing gaps and escalations, building company machinery, and more.

  • Jill believes an organization's greatest asset is its people. To motivate and get the most out of employees, she aims to create an environment where they feel valued, appreciated, and challenged. She wants people to be excited to come to work and contribute.

  • Effective communication and setting clear expectations are critical, especially in fast-moving startups like Invisible. Jill emphasizes the importance of addressing issues immediately rather than letting them fester.

  • Jill spent 15 years in the military, which she says prepared her well for the ambiguity, urgency and high stakes of startups. The military taught her to have a thick skin, work hard under pressure, and stay focused on the mission and greater purpose.

  • She sees many parallels between the military and startups in terms of dealing with pressure, ambiguity, and the critical need to build strong relationships and trust. Listening skills are vital in both environments.

  • As a leader, Jill aims to create a compelling vision, motivate and influence others to believe in that vision, communicate effectively, and always do the right thing with integrity. She notes that integrity is core to leadership.

  • When asked about motivation, Jill emphasized the importance of believing in a vision and cause. At fast-growing Invisible, she notes that reinforcing the culture and values repeatedly is crucial as the company scales. Storytelling and clear communication help spread the vision.

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Tactical Intel: Jill Weston’s Guide to Startup Success

Tactical Intel: Jill Weston’s Guide to Startup Success

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