Raymond Sandza

Observer
DISC Type : ci

Chief Strategy Officer at Homebase

San Francisco, California, United States

Overview

Raymond Sandza is the Chief Strategy Officer at Homebase, focusing on new products and leveraging data for business growth. An alumnus of MIT and the Stanford Graduate School of Business, he has a strong background in operations and analytics. Colleagues describe him as smart with strong analytical capabilities.

He is passionate about utilizing Homebases real-time data to facilitate academic research on small business economics, supporting studies published in prominent journals.

Unique fact: He previously built and managed the core insurance operations teams for a Medicare Advantage company from the ground up.

Personality Overview

Example Seeker

Curious

Assertive

They can sound friendly and charming but can quickly change gears to become inquisitive and probing.  They ask a lot of questions and rely heavily on information and collaterals. They are generally strong communicators and are not easy to convince.

Topics They Care About

AI for Small Business
He is focused on how AI and automation can improve software onboarding and cross-selling to better serve small businesses.
Data-driven Research
Actively promotes using Homebase's proprietary data for academic research to generate insights into the small business economy.
Operational Analytics
His career history shows a focus on using operational analytics and dashboarding to manage supply-side operations and core business functions.

Media Appearances

Raymond has no verified media appearances

Work History

1-2025
Chief Strategy Officer at Homebase
9-2019 - 12-2024
VP Data & Analytics at Homebase
7-2020 - 1-2024
VP/GM of Homebase Payroll at Homebase
8-2015 - 2-2017
Director of Operations at Clover Health
6-2014 - 8-2015
Director Of Operations at Taskrabbit

Education

2008 - 2010
MBA from Stanford University Graduate School of Business
1999 - 2003
Bachelor of Science from Massachusetts Institute of Technology

More Information

Social Presence :

Prographics :

Exp : 11 Location : San Francisco, California, United States Job Level : Leadership Designation : Chief Strategy Officer at Homebase
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Insights For Selling To Raymond

During A Call Or A Meeting

DO's

  • Use phrases like ‘clear proof that’, ‘data shows’ etc.
  • Persuade objectively how your product will help them achieve their goals
  • Ask them questions to understand their needs better while staying affable

DONT's

  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t try to rush them into a decision, provide all necessary information first
  • Don’t brush off any concerns, take all questions seriously

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Raymond is

  • Proven value, strong testimonials are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Raymond

  • They are practical yet friendly, don’t expect a clear no very often.

Insights For Deal Planning

    How fast (or slow) will Raymond move?

  • They like to analyze well and then make their decisions.
  • Can Raymond take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Raymond

Personality Compatibility


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