Document:

exv4w4

Exhibit 4.4

	 	 	 	 	 

	8.5% SERIES A CONVERTIBLE 8.5% SERIES A CONVERTIBLE PREFERRED STOCK PREFERRED STOCK
8.5% Series A Convertible Preferred Stock (par
value $0.01 per share) (liquidation preference
$10.00 per share) of
INCORPORATED UNDER THE LAWS Alon USA Energy, Inc.
OF THE STATE OF DELAWARE CUSIP 020520 20 1
UNLESS THIS CERTIFICATE IS PRESENTED BY AN AUTHORIZED REPRESENTATIVE OF THE DEPOSITORY TRUST
COMPANY, A NEW YORK CORPORATION (“DTC”), TO THE CORPORATION OR ITS AGENT FOR REGISTRATION OF
TRANSFER, EXCHANGE OR PAYMENT, AND ANY CERTIFICATE ISSUED IS REGISTERED IN THE NAME OF CEDE & CO.
OR IN SUCH OTHER NAME AS IS REQUESTED BY AN AUTHORIZED REPRESENTATIVE OF DTC (AND ANY PAYMENT IS
MADE TO CEDE & CO., OR TO SUCH OTHER ENTITY AS IS REQUESTED BY AN AUTHORIZED REPRESENTATIVE OF
DTC), ANY TRANSFER, PLEDGE OR OTHER USE HEREOF FOR VALUE OR OTHERWISE BY OR TO ANY PERSON IS
WRONGFUL IN AS MUCH AS THE REGISTERED OWNER HEREOF, CEDE & CO. HAS AN INTEREST HEREIN.
TRANSFERS OF THIS GLOBAL SECURITY SHALL BE LIMITED TO TRANSFERS IN WHOLE, BUT NOT IN PART, TO
NOMINEES OF DTC OR TO A SUCCESSOR THEREOF OR SUCH SUCCESSOR’S NOMINEE AND TRANSFERS OF PORTIONS OF
THIS GLOBAL SECURITY SHALL BE LIMITED TO TRANSFERS MADE IN ACCORDANCE WITH THE RESTRICTIONS SET
FORTH IN THE CERTIFICATE OF DESIGNATION REFERRED TO BELOW.
IN CONNECTION WITH ANY TRANSFER, THE HOLDER WILL DELIVER TO THE REGISTRAR AND TRANSFER AGENT SUCH
CERTIFICATES AND OTHER INFORMATION AS SUCH REGISTRAR AND TRANSFER AGENT MAY REASONABLY REQUIRE TO
CONFIRM THAT TRANSFER COMPLIES WITH THE FOREGOING RESTRICTIONS.
Alon USA Energy, Inc., a Delaware corporation (the “Corporation”), hereby certifies that
is the record owner of
This
Stock is fully paid and non-assessable shares of preferred stock of the Corporation
designated the “8.5% Series A Convertible Preferred Stock,” par value $0.01 per share and
liquidation preference $10.00 per share (the “Convertible Preferred Stock”). The shares of
Convertible Preferred Stock are transferable on referred one TRANSFER the books and
records of the Corporation maintained by the Registrar, in person or by a duly authorized attorney,
upon surrender of this certi_cate duly endorsed and in proper form for transfer. The designation,
rights, privileges, restrictions, preferences and other terms and provisions of the Convertible
of
Preferred Stock represented hereby are issued and shall in all respects be subject to the provisions of the Certi_cate of Designation of the Corporation, dated October 27, 2010, as the same may be amended from time to time in accordance with its terms (the “Certi_cate of Designation”). Capitalized terms used herein but not de_ned shall have the respective meanings given them to in the Certi_cate of Designation.
The Corporation will provide a copy of the Certi_cate of Designation to a Holder without charge upon written request to the Corporation at its principal place of business. to the in
Reference is hereby made to select provisions of the Convertible Preferred Stock set forth on the reverse hereof, and to the Certi_cate of Designation, which select provisions and the Certi_cate of Designation shall for all purposes have the same e_ect as if set forth herein. By Mellon certi_cates AGENT’S the
Upon receipt of this certi_cate, the Holder is bound by the Certi_cate of Designation and is entitled to the bene_ts thereunder. Unless the Transfer Agent’s Certi_cate of Authentication hereon has been properly executed, the shares of Convertible Preferred Stock evidenced hereby shall not be entitled to any bene_t under the Certi_cate of Designation or be valid for any purpose.
Investor within CERTIFICATE
WITNESS WHEREOF, Alon USA Energy, Inc. has executed this certi_cate and a_xed its seal as of the date set forth below. Dated: representing mentioned
Dated:
Services 
OF            AUTHORIZED Certi_cate
AUTHENTICATION as shares
TRANSFER of
LLC Convertible of
Designation
OFFICER
AGENT
Preferred.
Secretary Executive Chairman of the Board

 

 

Alon USA Energy, Inc.

8.5% Series A Convertible Preferred Stock

Dividends on each share of Convertible Preferred Stock shall be payable in cash, shares of
Common Stock or a combination of cash or shares of Common Stock at a rate per annum set forth on
the face hereof as provided in the Certificate of Designation.

The shares of Convertible Preferred Stock shall be convertible into the Corporation’s Common Stock in the manner and according to the
terms set forth in the Certificate of Designation.

At any time from and after October 28, 2013, if the Daily VWAP of the Common Stock equals or
exceeds 130% of the then-prevailing Conversion Price for at least 15 Trading Days in a period of 30
consecutive Trading Days, the Corporation may, at its option, require that each then outstanding
share of Convertible Preferred Stock be automatically converted into a number of shares of the
Common Stock equal to the then applicable Conversion Rate.

If any Holder of shares of Convertible Preferred Stock elects to convert its shares in connection
with a Fundamental Change, the Corporation will increase the conversion rate for shares of
Convertible Preferred Stock surrendered for conversion in the manner and according to the terms set
forth in the Certificate of Designation.

On or after October 28, 2017, the shares of Convertible Preferred Stock shall be redeemable as
provided in the Certificate of Designation.

As required under Delaware law, the Corporation shall furnish to any Holder upon request and
without charge, a full summary statement of the designations, voting rights preferences,
limitations and special rights of the shares of each class or series authorized to be issued by the
Corporation so far as they have been fixed and determined.

ASSIGNMENT

     FOR VALUE RECEIVED, the undersigned assigns and transfers the shares of Convertible Preferred Stock
evidenced hereby to:

	 	 	 

	PLEASE INSERT SOCIAL SECURITY OR OTHER 

IDENTIFYING NUMBER OF ASSIGNEE
	 	 
	 
	 	 
	
 
	 	 

 

(INSERT ADDRESS AND ZIP CODE OF ASSIGNEE)

 

 

 

and irrevocably appoints:

agent 

to transfer the shares of Convertible Preferred Stock evidenced hereby on the books of
the Transfer Agent and Registrar. The agent may substiture another to act for him or her.

Dated 

	 	 	 	 	 
	X 	 	 
	X 	 	 
	 
	NOTICE:  	THE SIGNATURE(S) TO THIS ASSIGNMENT MUST CORRESPOND WITH THE NAME(S) AS WRITTEN
UPON THE FACE OF THE CERTIFICATE IN EVERY PARTICULAR, WITHOUT ALTERATION OR ENLARGEMENT OR ANY CHANGE WHATSOEVER. 
 	 

Signature(s) Guaranteed

	 	 	 	 	 
	 	 	 
	 	By  	 	 
	 	 	 	 
	 	 	SIGNATURE MUST BE GUARANTEED BY AN “ELIGIBLE GUARANTOR INSTITUTION” (I.E., A BANK,
STOCKBROKER, SAVINGS AND LOAN ASSOCIATION OR
CREDIT UNION) MEETING THE REQUIREMENTS OF THE
REGISTRAR, WHICH REQUIREMENTS INCLUDE MEMBERSHIP
OR PARTICIPATION IN THE SECURITIES TRANSFER
AGENTS MEDALLION PROGRAM (“STAMP”) OR SUCH OTHER
“SIGNATURE GUARANTEE PROGRAM” AS MAY BE
DETERMINED BY THE REGISTRAR IN ADDITION TO, OR IN
SUBSTITUTION FOR, STAMP, ALL IN ACCORDANCE WITH
THE SECURITIES EXCHANGE ACT OF 1934, AS AMENDED.exv10w1

Exhibit 10.1

SECOND AMENDMENT TO LOAN AGREEMENT

THIS SECOND AMENDMENT TO LOAN AGREEMENT dated as of September 30, 2010 (the “Second
Amendment”), is by and between IPG PHOTONICS CORPORATION, a Delaware corporation with a
principal place of business at 50 Old Webster Road, Oxford, Massachusetts 01540 (the
“Borrower”) and BANK OF AMERICA, N.A., a national banking association with an office at 100
Front Street, Worcester, Massachusetts 01608 (the “Bank”).

WITNESSETH:

WHEREAS, the Borrower and the Bank entered into a Loan Agreement dated as of June 4, 2008, as
amended by a First Amendment to Loan Agreement dated as of February 25, 2010 (together, the
“Agreement”); and

WHEREAS, the Borrower and the Bank have agreed to certain modifications to the Agreement, subject
to the terms and conditions of this Second Amendment.

NOW, THEREFORE, in consideration of the agreements contained in this Second Amendment and in the
Agreement, and other good and valuable consideration, the receipt and sufficiency of which are
hereby acknowledged, the Borrower and the Bank agree as follows:

A. Amendments to the Agreement.

     1. Definitions. (a) The following defined terms are added to Article 1.0 of the
Agreement:

““Amendment Date” means September 30, 2010.

“Net Cash” mean the sum of cash, cash equivalents and marketable securities
less Funded Debt.

“Restricted Payment” means any dividends, or make any other payment or
distribution by a person on account of its capital stock or the capital stock of a
subsidiary.”

     The definitions of “EBITDA”, “Funded Debt”, “Maturity Date”, “Revolving Credit Termination
Date” and “Swap Contract” set forth in Article 1.0 of the Agreement are restated to read as
follows:

““EBITDA” means, for any applicable fiscal period, calculated on a
consolidated basis, net income less income or plus loss from
discontinued operations and extraordinary items, plus income taxes,
plus interest, plus accrued interest with respect to any put or call
rights of the Borrower, plus depreciation, depletion, amortization and other
non-cash charges, all as determined in accordance with GAAP.

 

 

“Funded Debt” means the sum of all Indebtedness for borrowed money of the
Borrower on a consolidated basis (including, without limitation, all Obligations)
net of inter-company indebtedness.

“Maturity Date” means, with respect to the Term Note, June 30, 2015 or such
later date as is agreed to by the Bank in a written instrument executed by a duly
authorized officer of the Bank.

“Revolving Credit Termination Date” means, with respect to the Revolving
Credit Note, June 30, 2015 or such other date as is agreed to by the Bank in a
written instrument executed by a duly authorized officer of the Bank, provided that
the Borrower may elect to terminate this Agreement upon at least fifteen (15) days
prior written notice to the Bank and full, final and indefeasible payment of all the
then outstanding Obligations.”

“Swap Contract” means an interest rate swap agreement with respect to the
Term Note to be entered into by the Borrower no later than October 15, 2010, in a
form and with a counterparty acceptable to the Bank it its sole discretion.””

     2. Credit Facilities. Section 2.07 of the Agreement is restated to read as follows:

“2.07 Revolving Credit Facility Fee.

The Borrower shall pay to the Bank, quarterly in arrears, as of the last day of each
and every calendar quarter, a fee calculated at an annual rate based upon a 360-day
year for the actual number of days outstanding, for each quarter, based on a
percentage of the average unused portion of the Revolving Credit Loan Commitment
(the “Revolving Credit Facility Fee”). Notwithstanding the foregoing, the
percentage to be used in calculation of the Facility Fee shall increase or decrease
based upon the ratio of Funded Debt to EBITDA, as follows:

	 	 	 	 	 
	Ratio of Funded Debt to EBITDA	 	Unused Facility Fee
	less than 1.0 to 1.0
	 	 	.25	%
	equal to or greater than 1.0 to 1.0,
but less than 1.5 to 1.0
	 	 	.30	%
	equal to or greater than 1.5 to 1.0
	 	 	.35	%” 

     3. Restricted Distributions. Section 5.02(F) of the Agreement is restated to read as
follows:

2

 

(F) Neither the Borrower nor any Subsidiary (other than a wholly owned Subsidiary of the Borrower)
will declare or pay any Restricted Payment if, at the time of both declaration and payment of such
Restricted Payment and immediately after giving effect to the payment thereof:

     (i) an Event of Default shall have occurred and be continuing; and

     (ii) either (a) the Net Cash of Borrower shall be less than $30,000,000 and the ratio
of Funded Debt to EBITDA shall be less than 1.50:1.00, or (b) the Net Cash of Borrower shall
be less than $40,000,000 and the ratio of Funded Debt to EBITDA shall be equal to or greater
than 1.50:1.00.

Notwithstanding the foregoing, the provisions set forth in the immediately preceding
paragraph shall not prohibit:

	 	(a)	 	The payment of any dividend within sixty (60) days after the
date of declaration of such dividend if the payment of such dividend would have
been permitted on the date of declaration;
	 
	 	(b)	 	the acquisition of any shares of capital stock of the Borrower
or its Subsidiaries either (A) to the extent that such exchange shall be for
shares of capital stock of the Borrower or (B) through the application of net
proceeds of a substantially concurrent sale for cash (other than to a
Subsidiary of the Borrower) of shares of capital stock of the Borrower; or
	 
	 	(c)	 	repurchases by the Borrower of capital stock of the Borrower
from current or former officers, directors, employees and consultants of the
Borrower or any of its Subsidiaries or their authorized representatives upon
the death, disability or termination of employment of such employees or
termination of their seat on the board of the Borrower, or pursuant to the
terms of any agreement under which such capital stock was issued or any
agreement with respect to such consulting arrangement, in an aggregate amount
not to exceed $1,000,000 in any calendar year and not to exceed $5,000,000 in
the aggregate during the term of the Loans.

B. Representations and Warranties. The Borrower hereby represents and warrants that:

     1. No Event of Default pursuant to the Agreement has occurred and is continuing, and no event
has occurred and is continuing that, but for the giving of notice or the passage of time or both,
would constitute an Event of Default;

     2. No material adverse change has occurred in the business prospects, financial condition, or
results of operations of the Borrower since the most recent financial statements provided to the
Bank through the date hereof; and

3

 

     3. Except as has been disclosed to the Bank by the Borrower in writing on or before the date
hereof, each of the representations, warranties and covenants contained in the Agreement is true
and correct in all respects as if made on and as of the date hereof except to the extent any such
representation and warranty pertains to a specific date other than the date hereof.

C. Ratification of Obligations. All Obligations of the Borrower to the Bank are hereby
ratified and confirmed. The Agreement, as amended hereby, shall remain in full force and effect
pursuant to its terms and provisions as set forth therein. This Second Amendment shall not
extinguish, terminate or impair any of the Obligations of the Borrower, whether under the
Agreement, the Notes or otherwise. This Second Amendment does not, and shall not be construed so
as to subordinate, release or impair the priority of any mortgage, security interests or liens held
by the Bank on any assets of the Borrower.

D. Facility Fee. In consideration of the accommodations provided to the Borrower by the
Bank as set forth in this Second Amendment, the Borrower agrees to pay to the Bank,
contemporaneously with execution of this Second Amendment, a facility fee in the amount of
$100,000.00 (the “Facility Fee”).

E. Bringdown. The Borrower hereby certifies to the Bank that:

     1. since June 4, 2008 (the “Closing Date”) to and including the date hereof, there
have been no amendments to or changes in the Articles of Incorporation, Foreign Corporation
Certificate or By-Laws of the Borrower as attached to the Secretary’s Certificate dated the Closing
Date and delivered to the Bank on or about the Closing Date;

     2. nothing has occurred which would lead the Secretary of the State of Delaware or the
Secretary of The Commonwealth of Massachusetts to refuse to issue a certificate of legal existence
and good standing and a certificate of good standing, respectively, as of the date of this Second
Amendment;

     3. all taxes required to be paid or withheld and deposited by the Borrower as of the date of
this Second Amendment have been paid or withheld; and

     4. the resolutions adopted by the Borrower and attached to the Secretary’s Certificate dated
the Closing Date and delivered to the Bank on or about the Closing Date have not been rescinded or
amended, remain in full force and effect and apply to this Second Amendment.

F. Acknowledgement. The Borrower hereby acknowledges and agrees that it knows of no claim,
cause of action, defense, right of setoff or recoupment or counterclaim against the Bank with
respect to the Agreement, the Notes, the Obligations or any related loan documents as of the date
hereof.

G. Continued Effectiveness. The Agreement, as hereby amended, and shall remain in full
force and effect pursuant to its terms and provisions as set forth therein.

4

 

H. Capitalized Terms. All capitalized terms not otherwise defined herein shall have the
same meanings set forth in the Agreement.

IN WITNESS WHEREOF, each of the parties hereto have duly caused this Second Amendment to be
executed by its duly authorized representative as a sealed instrument as of the day and year first
above written.

	 	 	 	 	 	 	 	 	 

	 	 	 	 	IPG PHOTONICS CORPORATION	 	 
	 
	 	 	 	 	 	 	 	 
	/s/ Kacey L.
Richards 

	 	 
	 	By:
	 	/s/
Timothy P.V. Mammen
 

	 	 
	Witness

	 	 
	 	 	 	Timothy P.V. Mammen,
	 	 
	 

	 	 	 	 	 	Vice President and Chief Financial Officer
	 	 
	 
	 	 	 	 	 	 	 	 
	 	 	 	 	BANK OF AMERICA, N. A.	 	 
	 
	 	 	 	 	 	 	 	 
	/s/
Todd Mandella 

	 	 
	 	By:
	 	/s/
John B. Desmond 
	 	 
	Witness

	 	 
	 	 	 	John B. Desmond,
	 	 
	 

	 	 	 	 	 	Senior Vice President	 	 

THE COMMONWEALTH OF MASSACHUSETTS

Worcester, ss.

     On
this 30th day of September, 2010, before me, the undersigned notary public, personally
appeared Timothy P.V. Mammen, Vice President and Chief Financial Officer of IPG Photonics
Corporation, proved to me through satisfactory evidence of identification, which was o photographic
identification with signature issued by a federal or state governmental agency, o oath or
affirmation of a credible witness, ý
 personal knowledge of the undersigned, to be the person whose
name is signed on the preceding document, and acknowledged to me that he signed it voluntarily for
its stated purpose as Vice President and Chief Financial Officer of IPG Photonics Corporation.

/s/
Cornelia J. Couture                
 

Notary Public

My Commission Expires:

5

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