- 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
Most enterprise renewal roles chain you to one product and one quota. This one does neither. You'll sell across a portfolio of enterprise software products — learning each deeply enough to defend its value in front of a customer's decision-makers — and you'll compress years of sales development into months because of it.
At Trilogy, we don't track how many deals you close or how many customers you lose. We track the quality of the work: whether your renewal calls were prepared, whether the customer left understanding their options, whether your emails actually moved the renewal forward. Compensation is guaranteed, not commission-driven. And you won't be discounting your way to a signature — pricing isn't yours to negotiate. Your job is to make the value obvious.
You'll run renewal calls and customer correspondence for enterprise accounts, position AI capabilities, Platinum, and Prime, and guide customers through our Self-Serve Portal. AI is part of the work, not a talking point: you'll use it to prep opportunities, prioritize your inbox, and sharpen every email you send.
If you'd rather master a standardized, high-quality sales process than grind a quota, apply now.
What you will be doing
- Running renewal sales calls with enterprise customers — preparing from Salesforce opportunity data and AI-generated summaries of current and prior renewals, setting the agenda, following the call script and quality bar, and closing with a clear, agreed next action
- Positioning AI features, Platinum, and Prime on their business merits, or guiding customers to the Self-Serve Portal to explore the content at their own pace
- Writing customer emails that advance the renewal — succinct, unambiguous, playbook- and template-compliant, and AI-enhanced
- Working the Renewals Cadence end to end and keeping Salesforce opportunity records clean enough that a non-expert can read the renewal status at a glance
- Raising internal action requests — quotes, invoices, legal, support, escalations — so customers never have to chase you for a promised follow-up
What you will NOT be doing
- Hunting new logos or generating new leads
- Negotiating prices or discounting to win a signature
- Courtesy calls, relationship-building meetings, or happiness checks
Key responsibilities
Own the quality of every renewal conversation and every customer email on your accounts: prepared calls, clearly understood options, actionable outcomes, and a Salesforce record that tells the truth. Your work is assessed against the renewal call quality bar and the AI Opp Cadence Checker report — not a revenue target.
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
- 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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