- How to rapidly develop credible product expertise across multiple enterprise software solutions
- How to position and differentiate a product based on business value instead of feature catalogs or price reductions
- How to leverage AI for opportunity preparation, customer communication prioritization, and output quality improvement
- A structured, repeatable renewals methodology applicable to any enterprise sales environment
Description
Enterprise renewal positions typically limit you to a single product line and a fixed quota. This role breaks that pattern. You will work with a portfolio of enterprise software products — developing sufficient expertise in each to articulate its value to executive stakeholders — and accelerate your sales capability in months rather than years.
Trilogy measures the caliber of execution, not volume metrics. We do not monitor deal counts or churn rates. Instead, we evaluate preparation quality: whether renewal discussions were thoroughly planned, whether customers clearly understood their available paths forward, and whether your correspondence genuinely advanced the renewal process. Earnings are salaried, not commission-based. Discounting is not within your authority — pricing remains fixed. Your responsibility is to articulate value with clarity.
You will lead renewal discussions and manage customer communications for enterprise accounts, present AI functionality alongside Platinum and Prime offerings, and direct customers to our Self-Serve Portal. AI integration is operational, not conceptual: you will apply it to opportunity preparation, inbox management, and refinement of outbound messaging.
If you prefer building mastery of a rigorous, consistent sales methodology over chasing a quota, submit your application.
What you will be doing
- Conducting renewal sales discussions with enterprise customers — drawing from Salesforce opportunity records and AI-produced summaries of current and historical renewals, establishing the agenda, adhering to the call protocol and quality standard, and concluding with a mutually confirmed next step
- Articulating the business case for AI features, Platinum, and Prime, or directing customers toward the Self-Serve Portal to review materials independently
- Composing customer correspondence that progresses the renewal — clear, direct, aligned with playbook standards and templates, and refined using AI tools
- Executing the Renewals Cadence in full and maintaining Salesforce opportunity documentation with sufficient clarity that any reader can immediately assess renewal status
- Submitting internal requests — quotes, invoices, legal reviews, support tickets, escalations — to ensure customers never need to follow up on commitments you have made
What you will NOT be doing
- Pursuing new customer acquisition or lead generation
- Adjusting pricing or offering discounts to secure agreement
- Relationship maintenance calls, goodwill meetings, or satisfaction check-ins
Key responsibilities
Ensure excellence in every renewal interaction and customer communication assigned to your accounts: thoroughly prepared calls, options explained with clarity, outcomes that drive action, and Salesforce documentation that accurately reflects status. Performance is measured against the renewal call quality standard and the AI Opp Cadence Checker report — not against a revenue quota.
Candidate requirements
- 4+ years of experience in a CSM or account management role at a software/SaaS/Cloud products company serving Enterprise clients
- Experience managing the entire renewal cycle — client engagement, value proposition, negotiation, managing paper process, and closing deals worth $100K+
- Full professional fluency in written and spoken English
- Experience using AI tools in a professional setting
- Must be able to work during U.S. business hours
Nice to have
- Proven success renewing complex, high-value B2B software (SaaS and on-prem) and associated services with large enterprises
- Background managing multiple products across varied verticals or business units
- Ability to position value-added services and premium tiers based on business impact rather than cost
- Practical experience with ChatGPT or Claude to enhance quality and efficiency of customer-facing deliverables
Meet the hiring manager
Watch Video
How it works
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
STEP 1
Chat-style
screening interview.
STEP 2
Cognitive 
aptitude test.
STEP 3
Prove real-world 
job skills.
STEP 4
Interview with the hiring manager.
STEP 5
Pass
proctored test.
STEP 6
Accept job offer.
Frequently asked questions
About the role
What you will learn
Reviews
Meet some people who've landed similar jobs
Why Crossover
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.