Victoria Ashton

Inspirer
DISC Type : di

Chief People Officer at Lob

San Diego, California, United States

Overview

Victoria Ashton is the Chief People Officer at Lob and a Limited Partner at Stage 2 Capital, specializing in scaling growth and aligning people strategy with business goals. She holds a Master of Jurisprudence in Labor and Employment Law from Tulane University Law School, providing a unique legal perspective to her HR leadership.

Her dual role as a CPO and a VC Limited Partner gives her a distinct insight into both corporate scaling and startup ecosystems.

Personality Overview

Decisive

Fast Adopter

Charming & Persuasive

They respond well to objective pitches but also attach some value to relationships.  They measure a product on its merit but can be influenced by strong testimonials. They don’t mind taking a stand if they believe in something.

Topics They Care About

Scaling People Ops
She has extensive experience guiding companies through pivotal growth stages, helping scale teams from seed stage through Series B funding.
AI in HR
She is actively preparing for AI's impact on HR, from navigating AI-assisted candidate screening to reimagining workforce design and the need for continuous employee reskilling.
Innovative Recruiting
Pioneered a "fractional-to-full-time" executive hiring model, valuing it as a low-risk strategy to ensure a strong mutual fit before making a long-term commitment.

Media Appearances

Victoria has no verified media appearances

Work History

10-2025
Chief People Officer at Lob
1-2025 - 11-2025
Senior Vice President, People at Lob
6-2022 - 1-2025
Vice President, People at Lob
3-2021
Limited Partner at Stage 2 Capital
8-2021
Board Member, Executive Committee at Connect

Education

Masters of Jurisprudence in Labor and Employment Law from Tulane University Law School
Bachelor's degree from University of Maryland Global Campus

More Information

Social Presence :

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Exp : 7 Location : San Diego, California, United States Job Level : Leadership Designation : Chief People Officer at Lob
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Insights For Selling To Victoria

During A Call Or A Meeting

DO's

  • Focus on the big picture and the strategic value of your product
  • Keep your pitch focused on the impact but insert some anecdotes into it
  • Clearly address the competitive aspects

DONT's

  • Don’t keep repeating the same information, it could make them impatient
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be very informal even if they are being so themselves

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Victoria is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Victoria

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Victoria move?

  • If they develop confidence in your product and you, then they can make fast decisions.
  • Can Victoria take some risk or not?

  • If necessary, they have the ability to take risky decisions.

You And Victoria

Personality Compatibility


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