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Senior Renewals Specialist, Federal

Ready to embark on the quest of joining Hack The Box?

At the end of this thrilling journey, you'll become a proud member of Hack The Box, with the ultimate mission to help redefine cybersecurity expertise. Get ready for an exciting adventure into the world of cybersecurity! 🚀🔒💻

✨The core mission of the Federal Sr. Renewals Specialist:

The HTB Federal client base is growing fast and at the same time, due to our great product, we are able to achieve high retention. To support our Revenue organization, we'll be bringing on the team a Senior Renewals Specialist for the US Federal business. This role is responsible for renewing, up-selling, and optimizing license subscription contracts for the US federal government. Your core mission is to ensure seamless contract continuation by negotiating favorable terms that align with government regulations, mission needs, and company goals. It also involves building key relationships with budget holders, contracting departments/officers, and resellers, as well as becoming a trusted advisor for all of their contract requests.

As part of your role, you will be responsible for delivering our renewal process for a set of accounts assigned to you. You will need to identify HTB platform usage trends and other important information collected throughout HTB interactions with the customer, which ultimately will enable you to generate a meaningful and beneficial for the customer proposal upon the renewal of their HTB annual subscription.

🍺 The fellowship you’ll be joining:

Reporting to the Head of Renewals, you will be part of the Customer Success department and, more specifically, the Renewals team. You’ll also be able to connect with multiple internal stakeholders (Customer Success Managers, Account Executives, Solution Engineers, Business Operations, Sales Ops, Legal, Finance), improve workflows and manage your own schedule. Clear communication, high organizational skills, teamwork, and some experience in general administration are the requirements that you’ll need to have, in order to be successful in the role.

⚔️ Technology tools & weapons you’ll be using:

Hubspot, ChurnZero, Pandadoc, Jira, Slack

📚 Interesting resources you should check:

🚀 The adventures that await you after becoming the Federal Sr. Renewals Specialist at Hack The Box:

  • Owning the renewal process for a portfolio of HTB Federal customers, being their go-to point of contact with all commercial matters regarding the renewal of their annual subscription service/contract
  • Taking care of all administrative duties relating to renewals including: researching customer contracts and purchasing history to generate a timely renewal proposal, guiding the customer through the renewal cycle, tracking the Purchase Order, tracking the payment
  • Building effective relationships with commercial contacts (budget holders, contracting departments/officers) within our Federal client base, as well as distributors and resellers
  • Understanding and following the sales process for different departments within the USG as it pertains to budget allocation, preferred contract vehicles, and potential pitfalls in those processes.
  • Engaging directly with customers to propose the value proposition of HTB’s products & solutions, support business requirements, and overcome objections to ensure the success of upcoming renewals
  • Collaborating with different internal stakeholders (Customer Success, Sales, Business Operations, Legal, Finance, etc)
  • Forecasting and tracking account-based metrics, e.g. probability of renewal deal to close, on-time renewal
  • Regularly updating and utilizing internal systems (Hubspot and ChurnZero) to accurately manage client renewal information, status, and reports
  • Developing deep expertise and understanding of Hack The Box products to drive positive renewals
  • Ability to work within a global company

🏆 Skills, knowledge, and experience points required to unlock the role of the Federal Senior Renewals Specialist at Hack The Box:

  • 5+ years experience with contract renewal/account management
  • Customer service or/and administration experience
  • Experience working within the US government
  • A deep understanding of the complexities of US government procurement and contracting is essential.
  • Understanding of how to appropriately respond to RFQs and RFPs along with understanding specific guidelines for responses.
  • Experience in negotiating complex, multi-year agreements.
  • Strong process management, financial acumen, and strict compliance with policies.
  • Ability to overcome customer objections
  • Self-starter, positive attitude, strong work ethic, attention to detail, comfortable working to deadlines
  • Ability to work with minimal supervision, with a proactive approach to completing assigned tasks
  • Strong interpersonal and problem-solving skills
  • Ability to communicate effectively with customers by email and verbally
  • Willingness to contribute new ideas for how to improve and make our renewals procedure more effective
  • Experience using Hubspot/ChurnZero would be considered a strong asset

🕹️ What your Hack The Box adventure will have in store:

🎯You'll have the exhilarating opportunity to contribute to a product that is highly appreciated by users and the cybersecurity community at large.

🎯 You'll experience a highly supportive and caring environment, fostering growth, flexibility, and autonomy.

🎯 You'll embark on an exciting journey of continuous learning and problem-solving, leveling up as our organization grows.

🎯 Most importantly, you'll have a blast at HTB 🥳 because fun is an essential ingredient in our recipe for success! Just wait until you see our global meet-ups!

💰The gems you’ll be enjoying as a Federal Senior Renewals Specialist :

  • USD 90,000-102,000 OTE (80/20 split)
  • Medical, Dental & Vision (employee coverage 100% paid for by Hack The Box)
  • 401K w/ employer match
  • Employer-paid Life and AD&D Insurance
  • Supplemental Life Insurance
  • Short-term and Long-term Disability
  • Healthcare and Dependent Care FSA
  • Paid paternity & maternity leave
  • 25 annual leave days
  • Home Office Allowance
  • Dedicated budget for training and professional development, participation in conferences
  • State-of-the-art equipment
  • Full access to the Hack The Box lab offerings; so you can learn how to hack 😉

🗺️ The Quest of Becoming Hack The Box’s Federal Sr. Renewals Specialist :

  • Level 1: To complete level one’s objective, submit your application. 
  • Level 2: Complete an asynchronous video interview.
  • Level 3: Meet the Talent Acquisition team. Level’s objective: highlight your past achievements, ambitions, and values.
  • Level 4: Meet the hiring manager. Level’s objective: connect with the hiring manager and share with them your achievements. 
  • Level 5: Complete an assignment that aligns with day-to-day job-related tasks and responsibilities.
  • Level 6: Congratulations! Not many reach this level 💪. Level’s objective: have a constructive, final conversation with senior leadership to explore the role and your future at HTB. 
  • Level 7: You've officially received an offer from HTB! To complete the last level and the Quest, all you need to do is accept the offer. 
  • Quest complete. Congratulations, you’re officially one of us 🥳🎉🎇Your next quest: complete the onboarding.

Hack Your Career, Today. Join us in this epic adventure of cybersecurity at Hack The Box! 🚀🔒💻

At Hack The Box, we are on a quest to find the most exceptional and enthusiastic talent to join our team. Whether or not you consider yourself a gamer, we value what makes you unique and want to know more about you. This job post provides just a glimpse of the incredible gamified experience our business and consumer customers enjoy through our platforms. So, if you're ready to embark on a journey of disruption, growth, and adventure, we can't wait to meet you!

ABOUT HACK THE BOX

Hack The Box (HTB) is the cybersecurity upskilling and talent development platform trusted by individuals, enterprises, and government agencies to sharpen offensive and defensive capabilities. Powered by a vibrant global community and hands‑on, real‑world training, HTB helps security teams practice like attackers, validate skills continuously, and move faster against emerging threats. We’re scaling rapidly across the enterprise market—especially in Financial Services, MSSPs, and Technology—and we’re just getting started.

If you’re excited to turn technical depth into crisp stories, to shape a category, and to fuel measurable growth in a fast, collaborative environment—come build with us.

🚨 Exciting News:

  • We are super proud to share that Hack The Box’s entities in the US, the UK & Greece have been certified as a Great Place to Work (2024-2026). 
  • Furthermore, Hack The Box’s Greek entity has been listed by the Great Place to Work Institute in the Top 5 of Best Workplaces for three consecutive years (4th, 2nd, 3rd) 
  • On the European level, the Greek entity has been listed as Best Workplace in Europe for three consecutive years
  • Take a sneak peek at how it is to be part of HTB and our 2023 Global Retreat. Get more insights about our HTB culture and employee experience by visiting the “about us” section of our site, our career site, and Glassdoor.


At Hack The Box, we are committed to fostering a diverse, inclusive, and equitable workplace. We believe that diversity enriches our performance, services, and the communities we serve. As such, we ensure that all job applications are considered solely based on merit, skills, and qualifications. We do not discriminate on grounds of race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. We are dedicated to providing a fair and respectful work environment that reflects our values.

Hack The Box participates in E-Verify. For more information, please click here and here

Hack The Box Glassdoor Company Review
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CEO of Hack The Box
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Haris Pylarinos
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Our mission is to create and connect cyber-ready humans and organizations through highly engaging hacking experiences that cultivate out-of-the-box thinking.

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BENEFITS & PERKS
Dental Insurance
Vision Insurance
Performance Bonus
Paid Holidays
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
March 23, 2026
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