- How to become a credible product expert on multiple enterprise software products, fast
- How to differentiate and position a product on business value rather than feature lists or discounts
- How to use AI to prep opportunities, prioritize customer communication, and lift output quality
- A standardized, repeatable renewals process that transfers to any enterprise sales role
Description
Traditional enterprise renewal roles lock you into a single product and a fixed quota. This one doesn't. You'll work across a portfolio of enterprise software products — developing depth in each to credibly defend its value in front of customer decision-makers — and you'll accelerate years of sales development into months as a result.
At Trilogy, we don't measure how many deals you win or how many accounts you lose. We measure the quality of your execution: whether your renewal conversations were thoroughly prepared, whether the customer walked away with clarity on their options, whether your emails actually progressed the renewal. Compensation is fixed, not commission-based. And you won't be cutting prices to secure a deal — pricing isn't within your control. Your role is to make the value self-evident.
You'll lead renewal discussions and customer communications for enterprise accounts, articulate AI capabilities, Platinum, and Prime, and direct customers through our Self-Serve Portal. AI is embedded in the work, not just a talking point: you'll leverage it to prepare opportunities, organize your inbox, and refine every email you write.
If you prefer to master a standardized, high-caliber sales process over chasing a quota, apply now.
What you will be doing
- Conducting renewal sales discussions with enterprise customers — preparing using Salesforce opportunity data and AI-generated summaries of current and historical renewals, establishing the agenda, adhering to the call script and quality standard, and concluding with a clear, mutually agreed next step
- Articulating AI features, Platinum, and Prime based on their business value, or directing customers to the Self-Serve Portal to review the content independently
- Composing customer emails that move the renewal forward — concise, clear, playbook- and template-aligned, and AI-optimized
- Executing the Renewals Cadence from start to finish and maintaining Salesforce opportunity records with sufficient clarity that anyone can understand the renewal status at a glance
- Submitting internal action requests — quotes, invoices, legal, support, escalations — ensuring customers never need to follow up on a commitment you made
What you will NOT be doing
- Pursuing new logos or generating fresh leads
- Negotiating pricing or offering discounts to close a deal
- Conducting courtesy calls, relationship-building sessions, or satisfaction check-ins
Key responsibilities
Own the quality of every renewal interaction and every customer email tied to your accounts: thoroughly prepared calls, clearly communicated options, actionable next steps, and a Salesforce record that reflects reality. Your performance is evaluated against the renewal call quality standard and the AI Opp Cadence Checker report — not a revenue goal.
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 complete 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
- Track record renewing complex, high-value B2B software (SaaS and on-prem) and related services with large enterprises
- Experience selling multiple products across different verticals or business units
- Comfort selling value-added services and premium tiers on business benefit rather than price
- Hands-on use of ChatGPT or Claude to raise the quality and throughput of customer-facing work
Meet the hiring manager
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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.
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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.
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