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Updated from Wednesday, Oct. 14.

NEW YORK (

TheStreet

) -- The planned resignation of

CIT Group

(CIT) - Get CIT Group Inc. Report

boss Jeff Peek seems very much in keeping with the times.

Peek's resignation Wednesday was not a surprise, though most people had expected him to wait until CIT's restructuring plan was on better footing. CIT presented an offer to its bondholders on Oct. 1 that would reduce its debt and stave off a bankruptcy filing while heavily diluting shareholders. The debt exchange offer expires on Oct. 29.

Since then, however, going the bankruptcy route has started to look like a more likely scenario. Two of the company's six key creditors, including bond giant PIMCO, have resigned from a steering committee of creditors. Now Peek's abrupt announcement of his resignation, which will come at the end of the year, is adding to the gloom. CIT shares tumbled Tuesday on news of Peek's plans but the stock rallied to close at $1.06 on Wednesday. It rose a further 10 cents in after-hours trading.

A

Reuters

report late Wednesday said CIT is getting closer to finalizing the terms of a new loan that would give the commercial lender $3 billion to $6.5 billion. The terms of the loan, being arranged by

Bank of America

, could be finalized as soon as this week, two sources said.

Peek seems very much like a boom-time CEO, so from a symbolic point of view, his resignation makes sense. He is a regular on New York's social circuit, married to a journalist and the principal driver behind the company's move to a pricey Manhattan headquarters in the trendy Bryant Park section of Midtown.

What he did not do was react quickly enough when the capital markets seized. He lobbied heavily to get the Federal Deposit Insurance Corp. to guarantee the company's debt, as it had done for larger lenders like

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General Electric

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,

Goldman Sachs

(GS) - Get Goldman Sachs Group, Inc. Report

and

JPMorgan Chase

(JPM) - Get JPMorgan Chase & Co. Report

, but he did not have a contingency plan.

CapitalSource

(CSE)

, another too-small-to-bail-out lender,

was more nimble

.

It is tempting to draw grand conclusions, using Peek as an example. It makes sense if CEOs like Peek, who seem more interested in the social aspects of their job than in scrubbing the numbers, get sent packing in times like these.

According to that theory,

Citigroup

(C) - Get Citigroup Inc. Report

boss Vikram Pandit should be the CEO For Our Times. Pandit may still end up proving himself, but boy is he

under fire

at the moment. Former Merrill boss John Thain, who everyone thought was a no-nonsense numbers guy, ended up having a fetish for

fancy furniture

.

Bank of America

(BAC) - Get Bank of America Corp Report

CEO Ken Lewis does not fit either the stereotype of a numbers guy or a salesman, but he's on his way out the door, and while his main numbers guy,

Greg Curl

, is a candidate to replace him, Curl's deal acumen is

under fire from at least one prominent shareholder

.

Grand theories about the qualities that make a good CEO are nice, but people, of course, are far more complex. A theory doesn't get you very far when you're trying to pick a leader.

--

Written by Dan Freed in New York

.