# Bob Jacobson

> Bob Jacobson is a startup investor at Chaifetz Group (Chicago). See 0 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Chaifetz Group](https://shizune.co/investors/profile/chaifetz-group)
- Location: Chicago, United States
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/bob-jacobson-b9b72912

Bob Jacobson is a startup investor at Chaifetz Group in Chicago. Bob Jacobson is the Chief Financial Officer of Chaifetz Group. He has served as Chief Financial Officer of ComPsych Corporation since 1996. At Compsych, Bob is responsible for all financial functions of the organization, including accounting procedures and controls, banking relations, insurance and treasury functions.Prior to Compsych, Bobserved as Vice President Finance for Medical Management of America, Director of Accounting for Pittway Corporation and Controller for Pittway’s First Alert division. Bob began his career with Ernst & Young.Bob received a bachelor’s degree from Cornell University and master's of business administration degree from the Booth School of Business at the University of Chicago. Bob is also a Certified Public Accountant.

## About Chaifetz Group

VC Fund · Chicago, United States

Chaifetz Group is a venture capital and private equity firm specializing in early and mid-stage growth companies. Led by entrepreneur and investor Dr. Richard A. Chaifetz, Chaifetz Group has an established track record of building businesses and working with management teams to create lasting value.Chaifetz Group was founded in 2012 and is basedin Chicago, I.L.

3 contacts available at Chaifetz Group.

| Name | Title | Profile |
| --- | --- | --- |
| Bob Jacobson | CFO | https://shizune.co/investors/profile/bob-jacobson-2 |
| Ross Chaifetz | Principal | https://shizune.co/investors/profile/ross-chaifetz |
| Richard Chaifetz | Founder and Chairman | https://shizune.co/investors/profile/richard-chaifetz |

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