Customer Success Renewal Specialist (Remote Eligible - Costa Rica)

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it's what we show up for every day.

As Customer Success Renewal Specialist, you will support the Customer Success Organization in driving a high volume portfolio of customer renewals proactively and at scale. The ideal Renewal Specialist is an experienced professional with an understanding of the SaaS contracting space. You will resolve a range of issues in creative ways while mitigating risk and providing a world-class renewal experience for our customers. This role will report to our Sr.

Manager of Renewal Management in Costa Rica and this role is based in San José, Costa Rica. This role has flexibility to work remotely, but will need to be able to come into the office as required for training and business needs.

You Will:

  • Prepare and deliver high-volume renewals while handling continual customer requests and internal queries
  • Work directly with customers to negotiate the renewal, including pricing and service term discussions
  • Understand and align customer's business needs and goals to generate renewal quotes
  • Ensure that renewals are closed on a timely basis
  • Collaborate with Sales and Customer Success Managers on renewals strategy and plans, leveraging customer analytics and metrics
  • Liaise with customers to ensure POs and order forms are accurately completed
  • Maintain high levels of data quality in our CRM tool through attention to detail and comprehensive updates
  • Proactively recognize issues that may impact a renewal and quickly identify resources to help resolve the issue(s)
  • Work with an assigned territory of accounts and/or manage the routing and work allocation across teams using the SFDC Service Cloud case system
  • Perform other duties as assigned.

You Have:
  • 2+ years B2B SaaS experience; familiarity with SaaS renewal motions
  • Ability to handle multiple tasks in an efficient and professional manner
  • Experience working through pre-set processes, while also seeking efficiencies in improving processes
  • Strong sense of urgency and efficiency in completing work within set deadlines
  • Negotiation skills with experience driving contracts to completion is preferred
  • Experience analyzing complex problems, developing recommended solutions, and/or managing risk
  • Motivated by an entrepreneurial mindset and comfortable with ambiguity
  • Comfortable working in a fast-paced and dynamic environment
  • Experience working with Salesforce or other CRM systems
  • Strong command of English language both oral and written (C1+ and above)

Perks & Benefits:
  • Fully paid Health & Life insurance for full-time employees and family members
  • Monthly stipend to support your work and productivity
  • Asociacion Solidarista with employee and employer contributions as well as potential alliances with entities such as universities, gyms, etc.
  • 12 days paid Vacation + Flexible Time Away Program
  • 20 weeks fully paid Maternity Leave
  • 12 weeks fully paid Paternity/Adoption Leave
  • Personal paid Volunteer Day to support our community
  • Opportunities for professional growth and development including access to LinkedIn Learning online courses
  • Company Funded Perks including a counseling membership and your own personal Smartsheet account
  • Teleworking options from any registered location in Costa Rica (role specific)


Get to Know Us:

At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You'll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths-because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you're doing work that stretches you, excites you, and connects you to something bigger, that's magic at work. Let's build what's next, together.

Equal Opportunity Employer:

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.

If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.

#LI-Remote
Back to blog

Other Jobs To Apply

Let's begin! Director Product Manager- Banking (15734)

Account Representative- Personal Lines

Analyst, Bridge Services, Revenue Management-Global (Remote)

Workday Configuration SME - Learning & Recruiting :: Remote :: W2 Position

Finance Operator

(Remote) Technical Consultant – Oracle DBA

Assistant Manager, WW New Media Servicing

Sr. Sales Director – Mobile & Tech

Account Executive, Mid-Market (Remote)

Ramp Service Agent (up to $6,000 hiring bonus)

Global Alliance Lead, Capgemini

REMOTE- Senior Platform Software Engineer- Oracle Health

Customer Service Representative- REMOTE

Marketing Technologist (Remote) - Full-time

Patient Access Representative - Remote

Brand Marketing Manager

Occupational Therapist, Virtual

Senior Product Adoption Strategist (Shopping)

Sr. Tech Business Developer, Just Walk Out Technology by Amazon - AWS Solutions

Data Product Manager (Remote)

Hybrid Medical Scribe - Primary Care, AZ (Remote 2x/wk) Job at Quest Oracle Community in Tucson

Customer Service Representative - Part-Time

Permanent Job Hobby Lobby Remote Jobs Work From Home - Part Time $26/Hour - MySmartPros Job ID- 757

Personal Banker Greater New Haven Area

Data Reporting and Analytics Consultant II, Programming

Staff Software Engineer, Front End

Remote Accounts Payable Specialist – Client-Focused

Litigation Insurance Adjuster (Remote USA)

Remote Legal Counsel — SaaS, Data Privacy & AI

Remote Principal Full Stack Software Engineer

Senior Customer Success Architect

QA Lead / Senior Quality Assurance Engineer

Remote E-Discovery Application Administrator II

Clinical Review Pharmacist (Fully Remote)

Remote Help Desk Manager — AI & Service Excellence

National Account Lead, Walmart & Costco (Remote)

Remote Business Process Improvement Manager

Financial Services Professional – Dental Professionals Encouraged to Apply

VP, Data & Insights

Senior Director of Marketing (Remote)

Data Entry Clerk Work From Home - Part Time Focus Group Panelists (Up To $750/Week)

Remote Inside Sales Representative New Acquisition

Sales Representative (Remote) - Now Hiring

Junior Sales Associate - Work From Anywhere - Now Hiring

Adjunct Part Time Online 16-week general education courses in English, Speech, Math and Anatomy

Coca-Cola Data Entry Clerk (Remote)

Entry‑Level Remote Customer Support Specialist – Live Chat, No Phone, Flexible Hours, $35/hr, Global Opportunities

Underwriting Consultant at Pacific Life: 100% Remote (AZ)

Work At Home Contractor

Nurse Practitioner — Telehealth Chronic Care Management (Full-time or Part-time, Remote)

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...