Margaret Lilani

Margaret Lilani

Chief Revenue Officer · I build enterprise revenue engines for growth-stage and PE-backed companies - and make them AI-native.

AI Lead ScoringAI Revenue ForecastingAI Sales AutomationCs Team BuildCompetitive BattlecardsCustomer Onboarding ProgramDeal Velocity ImprovementFounder Led Sales Exit
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Operator Overview

I'm a revenue executive with 15+ years building repeatable commercial engines — most recently as Chief Revenue Officer at Highspring, a $1B+ PE-backed professional services firm, where I owned global revenue strategy and P&L across a 2,500-person organization in NA, EMEA, and APAC. Before that, I spent eight years at Upwork as SVP & GM of Talent Solutions through the IPO, scaling the global Managed Services P&L 3x to $60M ARR, launching an AI-driven marketplace product to a $100M+ run rate, and growing strategic enterprise accounts from 12 to 400+. Earlier, I built Epiq Systems' professional services practice from $3M to $100M in three years and ran global services for FRONTEO's AI analytics platform. My work centers on the enterprise motion: multi-stakeholder deals, NRR and expansion, CRM and lead-scoring rebuilds, and AI-enabled GTM design — including architecting a GTM alliance with OpenAI at Upwork.

Expertise

AI Lead ScoringSelf-claimed
45
AI Revenue ForecastingSelf-claimed
45
AI Sales AutomationSelf-claimed
45
Cs Team BuildSelf-claimed
45
Competitive BattlecardsSelf-claimed
45
Customer Onboarding ProgramSelf-claimed
45
Deal Velocity ImprovementSelf-claimed
45

Industries

Sales Organizations & CrosSaaSMarketplaceProfessional ServicesPrivate Equity & Venture Capital
Sales Leadership

Sales Leadership Snapshot

Largest team managed
50 people
Largest annual quota managed
$1B

GTM Approach

GTM motion experience
PLGChannelInside SalesEnterprise Sales
Sales cycle range
100 days
Methodologies
MEDDPICCSPICESolution SellingValue Selling

Portfolio

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Engagement History

1 engagement
2026