Senior Manager, Deal Desk

Fleetio

Senior Manager of Deal Desk at Fleetio overseeing commercial deal infrastructure and providing strategic partnership. Focus on optimizing deal processes and implementing AI for efficiency.

Posted 6/26/2026full-timeRemote • 🇺🇸 United StatesSeniorWebsite

About the role

Key responsibilities & impact

Own and operate Fleetio's Deal Desk function end-to-end — including deal review, approval routing, and exception management — while continuously improving the systems and processes that support deals at every size and level of complexity
Own the commercial policy framework, including discount guardrails, approval matrices, and escalation paths that allow Sales to move fast with the right controls
Serve as a senior commercial advisor to Sales, Partnerships, and executive leadership on complex, strategic, and non-standard deals — bringing independent commercial judgment and clear recommendations, not just process facilitation
Support the full commercial lifecycle by reviewing new business, expansion, and renewal deals, ensuring consistent application of pricing policies and approval workflows across all GTM motions
Analyze pricing, discounting, and deal performance data trends to surface opportunities for productivity improvements
Leverage AI and automation tools to automate deal review triage, summarize non-standard contract terms, generate pricing scenario models, and reduce manual approval coordination
Collaborate with the Partnerships teams to develop the commercial framework for partner-sourced and partner-influenced deals, including deal registration, pricing rules, and margin structures
Define and report on internal metrics for the Deal Desk function — including deal approval SLAs and ARPU floors — and use data to continuously raise the bar on both speed and deal quality

Requirements

What you’ll need

6+ years of experience in Deal Desk, Revenue Operations, or commercial finance within a B2B SaaS environment, with at least 2 years in a senior individual contributor or lead capacity
Experience owning deal review processes, approval workflows, or discounting policy management for SMB, Mid-Market, and Enterprise deals
Strong understanding of SaaS business models, contract structures, and discounting methodologies
Proven ability to evaluate deal economics and make recommendations that balance growth, profitability, and risk
Strong analytical skills with experience using Salesforce and financial modeling tools
Demonstrated ability to incorporate AI-powered tools into day-to-day workflows to improve efficiency and accelerate analysis
Strong communication skills with the ability to simplify complex commercial concepts for a variety of audiences in Sales, Partnerships, and Finance
Proven track record of operating with high autonomy in a fast-moving environment — setting your own priorities, making sound judgment calls under ambiguity, and proactively driving outcomes without waiting to be directed

Benefits

Comp & perks

Multiple health/dental coverage options (100% coverage for employee, 50% for family)
Vision insurance
Incentive stock options
401(k) match of 4%
PTO - 4 weeks (increases at year two!)
12 company holidays + 2 floating holidays
Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
FSA & HSA options
Short and long term disability (short term 100% paid)
Community service funds
Professional development funds
Wellbeing fund - $150 quarterly
Business expense stipend - $125 quarterly
Mac laptop + new hire equipment stipend
Fully stocked kitchen with tons of drinks & snacks (BHM only)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

deal review processesapproval workflowsdiscounting policy managementfinancial modelingdata analysispricing policiescontract structuresdeal economicsAI-powered toolsSaaS business models

Soft Skills

strong analytical skillsstrong communication skillsindependent commercial judgmentability to simplify complex conceptshigh autonomyproactive outcome drivingsound judgment under ambiguitycollaborationstrategic thinkingrecommendation formulation