Remote
SaaS
jobscollider
About this role
About Monte Carlo
Monte Carlo is the agent trust platform that unifies data and agent observability to monitor, troubleshoot, and improve production AI systems. As enterprises prepare to deploy thousands of agents across business-critical use cases, Monte Carlo provides the reliability infrastructure to support them along this AI transformation, from human-guided agents to fully autonomous operations.
Founded in 2019 and backed by leading investors, Monte Carlo empowers data and AI teams to ship trusted AI at scale. Learn more at montecarlo.ai
The Role
We’re hiring an Enterprise Sales Manager to lead our Enterprise Americas team — selling into companies with 1,000 to 7,500 employees. As enterprises move AI agents into production, these deals are getting bigger and more cross-functional. We need a leader who can build a repeatable new-logo engine and coach reps to win multi-threaded, executive-level deals.
What You’ll Do
Lead the Enterprise Americas team’s forecast, pipeline coverage, and new-logo bookings as it grows from 4 to 6 reps.
Build a consistent outbound culture: inspect pipeline creation weekly, coach messaging, and set the standard for how the team prospects into enterprise accounts.
Coach reps inside live deals on discovery, multi-threading, executive access, and deal navigation — on the calls, not just in the forecast review.
Run disciplined deal inspection and qualification (MEDDPICC, value selling) and teach it so it sticks.
Recruit 1–2 AEs from your own network, and make every rep on the team measurably better.
Partner with SEs, SDRs, marketing, and CS to shape the enterprise motion as it scales.
What We’re Looking For
Hunter turned leader. You were a top new-logo AE, got promoted into first-line management, and have 2–5 years leading enterprise sellers. You still know how to run a deal and you want the next leadership step.
Playbook pedigree. You were trained inside a disciplined, KPI-driven enterprise SaaS org
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Buyer Persona
C-Suite
Selling to executive decision-makers
Requirements at a Glance
Typical Day — Sales Manager
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
How do you coach underperforming reps?
Template questionDescribe your forecasting methodology.
Template questionHow do you structure onboarding for new hires?
Template questionThis leadership position involves both strategic planning and hands-on coaching of the sales team.
SaaS sales roles typically involve consultative selling with longer deal cycles.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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