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Deal Desk Analyst (Mid or Evening Shift & Weekend Shift)

February 24, 2026

Description Keeper Security is hiring an experienced and proactive Deal Desk Analyst to join our Sales Operations team. This is a 100% remote position from select locations, with an opportunity to work a hybrid schedule for candidates based in the Chicago, IL metro area. Keeper’s cybersecurity software is trusted by millions of people and thousands of organizations, globally. Keeper is published in 23 languages and is sold in over 150 countries. Join one of the fastest-growing cybersecurity companies and be responsible for collaborating with sales to support the structure and optimization of deals. About Keeper Keeper Security is transforming cybersecurity for people and organizations globally. Keeper’s intuitive solutions are built with end-to-end encryption to protect every user, on every device, in every location. Our zero-trust privileged access management platform deploys in minutes and seamlessly integrates with any tech stack to prevent breaches, reduce help desk costs and ensure compliance. Trusted by millions of individuals and thousands of organizations, Keeper is the leader for password, passkey and secrets management, privileged access, secure remote access and encrypted messaging. Learn how our zero-trust and zero-knowledge solutions defend against cyber threats at <a href="http://keepersecurity.com">KeeperSecurity.com</a>. About the Role As a Deal Desk Analyst, you will work with the Deal Desk Manager and assist with the day-to-day deal desk operational functions, providing complete accuracy to all submitted invoicing sale transactions. You will collaborate closely with sales and other supporting functional teams to ensure process efficiency while advising the Director of Sales Operations on all aspects of the deal desk global processes. Shift: Tuesday - Saturday, 10a - 6p CT OR Sunday - Thursday, 6p - 2a CT Responsibilities <ul> <li>Help manage and facilitate the end-to-end deal process, from opportunity creation to deal closure</li> <li>Act as a point of contact for the sales team for all deal-related inquiries and approvals</li> <li>Develop in-depth knowledge of Keeper’s licensing and pricing models to provide deal structuring and quoting sales support</li> <li>Analyze and structure deals to align with company pricing strategies and profitability goals</li> <li>Help manage the day-to-day deal approval process, connect with sales as needed, ensuring the accuracy of deal submission at all levels</li> <li>Work closely with sales, finance, and legal teams as required to support transactional needs</li> <li>Provide ongoing training and guidance to the sales team on deal desk processes, pricing guidelines, and policy education</li> <li>Communicate effectively across the organization and at all cross-functional team levels</li> <li>Conduct detailed analysis of deals, including profitability, discounting trends, and deal velocity</li> <li>Analyze pipeline data to identify trends, insights, and areas of opportunity in the Quote to Cash Cycle that can be used to improve deal performance</li> <li>Implement best practices and standard operating procedures to enhance efficiency and accuracy</li> <li>Work in a highly productive environment with minimal oversight, setting priorities and goals to drive fulfillment</li> </ul> Requirements <ul> <li>2+ years of experience in a deal desk, sales operations, or similar role</li> <li>Knowledge of the SaaS industry and subscription-based business models</li> <li>Knowledgeable about finance/revenue recognition and contract guidelines</li> <li>Understanding of sales processes and contract management</li> <li>Proficiency in CRM systems (e.g., Salesforce)</li> <li>Passionate about data and analytics as a lever to improve business performance</li> <li>Highly skilled problem solver with the ability to make thoughtful decisions in a fast-paced environment</li> <li>Detail-oriented with strong organizational skills and the ability to manage multiple priorities</li> <li>Excellent communication and interpersonal skills with the ability to collaborate effectively with various teams</li> <li>Bachelor’s degree in Business, Finance, Economics, or a related field or equivalent work experience</li> <li>Due to this role’s involvement in FedRAMP and GovCloud, all applicants must be a “U.S. Person”</li> </ul> Benefits <ul> <li>Medical, Dental & Vision (Inclusive of domestic partnerships)</li> <li>Employer Paid Life Insurance & Employee/Spouse/Child Supplemental life</li> <li>Voluntary Short/Long Term Disability Insurance</li> <li>401k (Roth/Traditional)</li> <li>A generous PTO plan that celebrates your commitment and seniority (including paid Bereavement/Jury Duty, etc)</li> <li>Above market annual bonuses</li> </ul> Keeper Security, Inc. is an equal opportunity employer and participant in the U.S. Federal E-Verify program. We celebrate diversity and are committed to creating an inclusive environment for all employees. Classification: Exempt<div class="content-conclusion"> Keeper Candidate Privacy Notice This notice explains how Keeper Security processes your personal data during recruitment. Depending on the role and location, the Controller of personal data (the organization responsible for determining why and how personal data is processed) will be Keeper Security Inc. (US), Keeper Security EMEA Ltd. (Ireland), or Keeper Security APAC K.K (Japan). 1. Data We Collect Information You provide: <ul> <li class="pf1">Contact details, CV/resume, cover letter</li> <li class="pf1">Employment history, qualifications, work eligibility</li> <li class="pf1">Application responses and uploaded documents</li> </ul> Information We generate: <ul> <li class="pf1">Interview notes, assessments, communications</li> <li class="pf1">Scheduling information</li> </ul> Information From Others: <ul> <li class="pf1">Recruiter/referral information who submit your profile</li> <li class="pf1">References (with your consent, before final offer)</li> <li class="pf1">Public professional profiles</li> <li class="pf1">Background verification (post offer)</li> </ul> Voluntary Diversity and Equal Opportunity Information <ul> <li class="pf1">We may ask you to voluntarily provide diversity information including race/ethnicity, gender, disability status and veteran status (US). Providing this information is optional and Keeper collects this data in order to comply with EEOC and similar requirements</li> </ul> 2. How We Use Your Data <ul> <li class="pf1">Assess your application and suitability</li> <li class="pf1">Manage interviews and recruitment workflow</li> <li class="pf1">Consider you for other/future roles (we may seek your consent to keep your information on our systems beyond the retention period specified)</li> <li class="pf1">Comply with employment law obligations</li> </ul> 3. Legal Basis <ul> <li class="pf1">Legitimate Interests (recruitment management, security and integrity of the hiring process)</li> <li class="pf1">Contracting steps (for progressed candidates)</li> <li class="pf1">Legal and regulatory compliance obligations; explicit consent where required</li> </ul> 4. Who We Share Information With Internal: <ul> <li class="pf1">HR, hiring managers, interviewers*, IT support for system administration</li> </ul> *Note - diversity and equal opportunity data is not shared with hiring managers. Third Parties: Service providers who assist with: <ul> <li class="pf1">Applicant tracking, recruitment systems and assessment providers</li> <li class="pf1">Background verification vendors (post offer)</li> <li class="pf1">Recruitment agencies (where applicable)</li> <li class="pf1">Tools to support communication, collaboration and to securely store your data</li> </ul> Keeper ensures that all our third parties are contractually bound to protect your personal data with adequate safeguards in place. 5. International Transfers Your data may be accessed by Keeper entities globally as needed for the purposes of hiring and decision making. We protect any such data transfer between Keeper entities using appropriate safeguards under applicable data protection laws. 6. Security We implement appropriate technical and organizational measures to protect your data, consistent with our industry leading security standards. 7. Retention We keep your data for 24 months from your last application activity, then delete or anonymize it. Exceptions: <ul> <li class="pf1">You opt into our talent database for further retention by providing consent (extended retention)</li> <li class="pf1">You're hired (transfers to employee records)</li> </ul> 8. Your Rights You have the following rights and can contact us at the email below to exercise them: <ul> <li class="pf1">Access, correct, or delete your data, subject to applicable law and retention requirements</li> <li class="pf1">Object to or restrict processing</li> <li class="pf1">Withdraw consent (where applicable)</li> <li class="pf1">Request data portability</li> <li class="pf1">Lodge a complaint with your data protection authority</li> </ul> If you become an employee, your rights regarding your employee record are governed by our internal Employee Privacy Notice and certain data will be retained as required under relevant laws such as employment or tax law. When you request access to your personal data, some information may be redacted if it includes the personal data of other individuals or information that we must protect in order to preserve their privacy rights. 9. Automated Decisions Keeper does not make hiring decisions using solely automated processing. 10. Contact - Candidates can send privacy questions to: privacy@keepersecurity.com </div>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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