EXHIBIT 10.10.2

August 31, 2016

Dear Jordan:

This letter (the “Agreement”) confirms the agreement between you and Etsy, Inc.
(the “Company”) regarding the resignation of your employment with the Company.

1. Resignation Date. You hereby resign your employment with the Company
effective the close of business on September 9, 2016 (the “Resignation Date”).
Your last day in the office will be August 31, 2016 and you hereby confirm the
resignation of your offices of General Counsel and Corporate Secretary as of
that date.

2. Effective Date and Revocation. You have up to twenty-one (21) days after you
receive this Agreement to review it. You are advised to consult an attorney of
your own choosing (at your own expense) before signing this Agreement.
Furthermore, you have up to seven (7) days after you sign this Agreement to
revoke it. If you wish to revoke this Agreement after signing it, you may do so
by delivering a letter of revocation to me. If you do not revoke this Agreement,
the eighth (8th) day after the date you sign it will be the “Effective Date.”
Because of the seven (7)-day revocation period, no part of this Agreement will
become
effective or enforceable until the Effective Date.

3. Separation Benefits. In exchange for your signing this Agreement and not
revoking your acceptance of this Agreement, and for your continued compliance
with your obligations under the Etsy, Inc. Severance Plan, a copy of which is
attached as Exhibit A to this Agreement (the “Severance Plan”) and your
compliance with Sections 7, 8, 9, 10, and 11 of this
Agreement, the Company will provide you with the following benefits:

(a) A severance payment in accordance with the Etsy, Inc. Severance Plan
Participation Notice you signed on April 10, 2015 and Section II(1)(A) of the
Severance Plan equal to six (6) times your Monthly Base Salary of $25,000.00,
payable according to the Severance Plan; and

(b) Reimbursement of your COBRA premiums in accordance with Section II(1)(B) of
the Severance Plan, for the Cobra Payment Period of six (6) months covering
October 2016 through March 2017; and

(c) Reimbursement of your COBRA premiums for an additional six (6) months
following the end of the COBRA Payment Period or until such time as you are    
eligible for health coverage through another employer, whichever comes first;
and

    
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(d) If the Company does not announce an open window period for trading and
pre-clear you for trading (if necessary) during November 2016 (as referenced in
the Etsy Insider Trading Policy), the Company will approve an extension of the
period for you to exercise your vested options for thirty (30) days after the
commencement of the next open window period in which you are pre-cleared to
trade (if necessary) (the “Extension End Date”), but not beyond the original
expiration date of the options.

If no trading windows in which you are pre-cleared to trade (if necessary) are
opened within one hundred eighty (180) days following the Resignation Date, you
will be released from any trading restrictions imposed under the Insider Trading
Policy, provided that you must at all times refrain from trading if you are in
possession of material non-public information.
Except for your salary through the Resignation Date and any accrued but unused
vacation, you agree that you will not be entitled to any additional compensation
from the Company, including any salary, bonus or incentive compensation, or
other remuneration or benefits of any kind, other than as set forth in this
Agreement or in a subsequent written agreement between you and the Company.

You also agree that if you violate any of your obligations under the Severance
Plan or under Sections 7, 8, 9, 10, and 11 of this Agreement, you will no longer
be entitled to receive any benefits under Sections 3(a) and (b) above.

4. Equity Grants. Your stock options and restricted stock units will vest
through the Resignation Date in accordance with the terms and conditions of the
applicable equity plan(s) and award agreement(s) pursuant to which they were
granted. Any options and restricted stock units that are unvested as of the
Resignation Date will be forfeited in accordance with those plan(s) and
agreement(s). Your vested options as of the Resignation Date will remain
exercisable until three months from the Resignation Date, or until the Extension
End Date should the benefit described in section 3(d) become applicable, but not
later than the expiration date of such options. The award agreement(s) between
you and the Company evidencing your equity awards pursuant to the Etsy, Inc.
2006 Stock Plan and the Etsy, Inc. 2015 Equity Incentive Plan will remain in
full force and effect and you agree to remain bound by them. You also
acknowledge and agree that you will remain bound by the terms of the Company’s
Insider Trading Policy, except as provided in the second paragraph of Section
3(d), above.

5. Release of All Claims. In consideration for receiving the severance and COBRA
premium payments described in Section 3 above, to the fullest extent permitted
by applicable law, you hereby waive, release and promise never to assert any
claims or causes of action, whether or not now known, against the Company or its
predecessors, successors or past or present subsidiaries, stockholders,
directors, officers, employees, consultants, attorneys, agents, assigns and
employee benefit plans with respect to any matter, including (without
limitation) any matter related to your employment with the Company or the
termination of that employment, claims for attorneys’ fees or costs, claims of
wrongful discharge, constructive discharge, emotional distress, defamation,
invasion of privacy, fraud, breach of contract or

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breach of the covenant of good faith and fair dealing, claims under Title VII of
the Civil Rights Act of 1964, the Age Discrimination in Employment Act of 1967,
the Americans with Disabilities Act, the New York State Human Rights Law, the
New York Labor Law, and the New York City Human Rights Law, and claims under any
and all other federal, state, and local statutes, regulations, and laws of any
type. However, this release covers only those claims that arose prior to the
execution of this Agreement. Execution of this Agreement does not bar any claim
that arises hereafter, including (without limitation) a claim for breach of this
Agreement. In addition, this release does not waive or limit any existing rights
you may have to vested benefits under any Company plan, including, but not
limited to, the Company 401(k) plan.

6. No Admission. Nothing contained in this Agreement will constitute or be
treated as an admission by you or the Company of liability, any wrongdoing or
any violation of law.

7. Other Agreements. At all times in the future, you will remain bound by your
Proprietary Information and Inventions Agreement (the “PIIA”) with the Company,
which you signed on October 21, 2013, and a copy of which is attached as Exhibit
B.

Section 4d(iii) of your PIIA will be replaced with:

“You will not compete against Etsy for a short period after your employment with
Etsy ends. While working for Etsy you may be given access to plans, processes,
contacts, customers, or other information that could put Etsy at an unfair
competitive disadvantage if they were shared with or used for the benefit of a
Competing Business. To protect Etsy’s legitimate interests, we require that you
agree to certain limits on actions that would be competitive with Etsy for a
short period after your employment with Etsy ends. By signing this Agreement,
you agree that for six months after your employment with Etsy ends for any
reason, you will not, without Etsy’s written permission, start, invest in, or do
work for a Competing Business in a capacity that is similar in form or function
to that which you performed in the last year of your employment with Etsy, and
that you will not divert business opportunities that otherwise might have been
available to Etsy.”

For purposes of this Agreement, the term “Competing Business” is defined as (a)
any of the following companies, and any of their subsidiaries or parent
companies that operate an online marketplace: Amazon, eBay, and Alibaba; or (b)
any business that develops or operates an online marketplace selling the types
of products sold on Etsy.com or its related websites (for example, crafts, art,
handmade goods, vintage goods, or craft supplies), or (c) any business that
develops, operates or sells software, services or tools for building or
operating e-commerce websites.

Except as expressly provided in this Agreement, this Agreement renders null and
void all prior agreements between you and the Company and constitutes the entire
agreement between you and the Company regarding the subject matter of this
Agreement. This Agreement may be modified only in a written document signed by
you and a duly authorized officer of the Company. For the avoidance of doubt,
the Indemnification Agreement dated April 15, 2015 shall remain in effect in
accordance with its terms.

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8. Company Property. You represent that you have returned (or will by the
Resignation Date return) to the Company all property that belongs to the
Company, including (without limitation) copies of documents that belong to the
Company and files stored on your computer(s) that contain information belonging
to the Company.

9. Confidentiality of Agreement. You agree that you will not disclose to others
the existence or terms of this Agreement, except that you may disclose such
information to your spouse, attorney or tax adviser if such individuals agree
that they will not disclose to others the existence or terms of this Agreement.

10. No Disparagement. You agree that you will never make any disparaging
statements (orally or in writing) about the Company or its products, services,
legal or business practices, past venture capital investors or current or past
(as of the Effective Date of this Agreement) directors, officers, and known
employees who served during your tenure at Etsy. On or before the Effective Date
of this Agreement, the Company will instruct current members of the Etsy
Executive Team (Chad Dickerson, Linda Kozlowski, Kristina Salen, Heather Jassy,
John Allspaw, and Brian Christman) to refrain from making any disparaging
statements about you. Further, certain modifications of this Agreement require
approval from the Compensation Committee of the Etsy Board of Directors; as such
the Company will inform the Compensation Committee that the Agreement includes a
mutual non-disparagement between certain personnel and you. You agree to refer
all inquiries regarding verification of your employment with the Company to
Brian Christman and/or Chad Dickerson. This Section 10 should not be read to
prevent any party from testifying in good faith under oath pursuant to a
subpoena, from cooperating in a governmental investigation or inquiry, or from
otherwise acting as required by governing law.

11. Cooperation. You agree that you will provide reasonable cooperation with and
assistance to the Company in connection with the defense or prosecution of any
claim that may be made against or by the Company, or in connection with any
ongoing or future investigation or dispute or claim of any kind involving the
Company, including any proceeding before any arbitral, administrative, judicial,
legislative, or other body or agency, including testifying in any proceeding to
the extent such claims, investigations or proceedings are related to services
performed or required to be performed by you, knowledge possessed by you, or any
act or omission by you. The Company will reimburse you for reasonable and
necessary expenses in connection with such cooperation.

12. Preservation of Rights. Nothing in Sections 9, 10, and 11, above, or
otherwise in this Agreement, shall be construed to prevent you from (a)
reporting violations of United States or other law or regulations to or (b)
participating in an investigation conducted by, or providing truthful
information to any government, regulatory, or self-regulatory agency in
accordance with law, including but not limited to the Department of Justice, the
Securities and Exchange Commission (“SEC”), the U.S. Equal Employment
Opportunity Commission (“EEOC”), the Congress, and any agency Inspector General,
or from making other disclosures that are protected under the whistleblower or
other provisions of any applicable United States or other law or regulation. You
do not need the prior authorization of the Company to make any such reports or
disclosures and you are not required to notify the Company that you have made
such reports or disclosures. Nevertheless, you acknowledge that you cannot
recover any

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monetary benefit, damages, or equitable relief with respect to any of the claims
released and waived in this Agreement through or from any charge filed by you
with a fair employment practices agency such as the EEOC or any action commenced
by a third party. However, nothing in this Agreement prevents you from obtaining
a monetary award from the SEC.

13. Disclosures. You hereby represent, acknowledge, and agree that you have,
prior to signing this Agreement, fully disclosed to the Chief Executive Officer
and Chief Financial Officer of the Company all information that you possess with
respect to any violations, or potential violations, of the securities laws or
any other laws and regulations with which the Company has an obligation to
comply.

14. Severability. If any term of this Agreement is held to be invalid, void or
unenforceable, the remainder of this Agreement will remain in full force and
effect and will in no way be affected, and the parties will use their best
efforts to find an alternate way to achieve the same result.

15. Choice of Law. This Agreement will be construed and interpreted in
accordance with the laws of the State of New York (other than their
choice-of-law provisions).

16. Execution. This Agreement may be executed in counterparts, each of which
will be considered an original, but all of which together will constitute one
agreement. Execution of a facsimile copy will have the same force and effect as
execution of an original, and a facsimile signature will be deemed an original
and valid signature.

17. Effective Date and Revocation. You agree by your signature below that you
had, and that the Company gave you, at least twenty-one (21) days to review and
consider this Agreement before signing it, and that such period was sufficient
for you to fully and completely consider all of its terms. The Company hereby
advises you to discuss this Agreement with your own attorney (at your own
expense) during this period if you wish to do so. You may accept this Agreement
by delivering a copy of the Agreement signed by you to me within twenty-one (21)
days from the day you receive the Agreement. You may revoke your acceptance of
the Agreement for a period of seven (7) days after signing the Agreement by
delivering written notification to me within that seven-day period. If you do
not revoke your acceptance of the Agreement, it will be effective on the eighth
(8th) day after you sign it. If you revoke your acceptance of this Agreement,
you will not be entitled to the benefits listed in Section 3, above. You agree
that you have carefully read this Agreement, fully understand what it means, and
are entering into it voluntarily.

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Please indicate your agreement with the above terms by signing below.

This severance offer will expire on September 23, 2016, if you do not sign this
Agreement and return it to me by that date.

Very truly yours,

/s/ Brian Christman 9/20/16
Brian Christman
SVP, People and Workplace
Etsy, Inc.

I agree to the terms of this Agreement, and I am voluntarily signing this
release of all claims. I acknowledge that I have read and understand this
Agreement, and I understand that I cannot pursue any of the claims and rights
that I have waived in this Agreement at any time in the future.

/s/ Jordan Breslow
Signature of Jordan Breslow
Dated: 9/19/2016 | 10:52 PDT

55 Washington Street • Brooklyn, NY • 11201 • 718.855.3764 (t) • 718.855.7956
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