Letter from Lands' End, Inc. to Sarah Rasmusen relating to employment, dated October 16, 2017

Your offer is contingent upon our Board of Directors approval and upon satisfactory completion of a criminal background check, employment authorization and verification and confirmation that you are not subject to any restrictions arising out of your prior employment which would be breached or violated by your accepting a position with Lands’ End.

The primary work location will be in our Dodgeville, WI office. All requested business travel and lodging will be at company expense subject to Lands’ End’s applicable Travel & Entertainment Employee Expense Policy.

Annual base salary of $310,000 paid in bi-weekly payments (your first check will be a live check followed by direct deposit the next pay period). Increases will be determined based on a number of factors, with performance typically being the most significant factor. Since you are beginning employment with Lands' End after the start of our new fiscal year you will be first eligible for merit increase consideration in the 2018 merit cycle.

You will receive a one-time cash sign-on bonus of $75,000 (“Sign-On Bonus”). If your employment is terminated by Lands’ End for Cause (as defined in the Executive Severance Agreement) or by you without Good Reason (as defined in the Executive Severance Agreement) prior to the second anniversary of your Start Date, within 30 days of your last day worked, you will be required to pay back the pre-tax amount of the Sign-On Bonus paid to you within the 365 days immediately preceding the date your employment is terminated. For the avoidance of doubt, you shall not have to return any such amounts if your employment terminates by Lands’ End without Cause, by you for Good Reason

You will be eligible for an annual target bonus incentive (“AIP”) opportunity of 50% of your base salary. The portion of the bonus target paid each year is based on your performance and the company’s fiscal results. Since you are beginning employment after the start of the fiscal year, your incentive opportunity under the 2017 AIP will be prorated from your start date through February 2, 2018, the last day of the company’s 2017 fiscal year.

You will be eligible to receive a restricted stock unit grant valued at $50,000 as of the grant date. Equity awards are approved by a committee of our Board of Directors and are made quarterly. It is expected that the next quarterly award will be made in early December, soon after the public release of our third quarter results. This grant will be made under the Lands’ End, Inc. 2014 Stock Plan (As Amended and Restated) (“the 2014 Plan”), be subject to the terms of a Restricted Stock Unit Agreement, which will be provided to you and vest 25%, 25% and 50%, on the first, second and third anniversaries of the grant date.

You will be eligible to participate in the Lands' End Retirement Plan, which includes 401(k) employee contribution and Company Match features. As a past participant you will have the opportunity to start employee deferrals immediately upon rehire. Lands’ End will begin matching your contributions at 50% on the first 6% of your eligible earnings, beginning January 1, 2019, if you work 1,000 hours in 2018.

In recognition of your previous related experience, you will receive 20 business days of vacation as of your start date, with an additional 5 business days after ten years of service.

With this position, for our 2018 fiscal year, it is our intent to offer an annual long-term incentive with a target value of 75% of your base salary which is $232,500 annualized. Further details regarding the Fiscal 2018 LTI target award will be provided following approval by the Compensation Committee.

As a condition of employment, you will be required to sign an Executive Severance Agreement (ESA). While the terms and conditions of the ESA will govern, here is a summary of some of the items covered by the ESA: If your employment with Lands’ End is terminated by LE (other than for Cause, death or Disability) or by you for Good Reason (as defined in the ESA), you will receive twelve (12) months of salary continuation, equal to your base salary at the time of termination, reduced by any interim earnings you may otherwise receive. Under the ESA, you agree, among other things, not to disclose confidential information and, for eighteen (18) months following termination of employment, not to solicit our employees. You also agree not to aid, assist or render services for any ‘Lands’ End Competitor’ (as defined in the ESA) for twelve (12) months following termination of employment. The non-disclosure, non-solicitation and non-compete provisions apply regardless of whether you are eligible for severance benefits under the ESA.

All aspects of this offer are subject to approval by the Compensation Committee of the Lands’ End Board of Directors.