Willy Otieno
VP of Sales
Available now
Outbound ProspectingAccount ExpansionOutbound Motion BuildSales Process Design
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Reviews0
Bennett Swenson
VP of Sales · I Restructure SMB Sales Engines to Optimize Free Cash Flow & Capital Efficiency in Financial Services; smart growth before spending ONE more dollar on marketing.
Enterprise Deal ClosingPipeline InspectionSales Training ProgramOutbound Motion BuildOutbound ProspectingAccount Expansion SellingSales Team Hiring & RampSales Process Design
Revenue size:$20M-$50M$50M+$5M-$20M
Employee size:201–500 employees51–200 employees11–50 employees
Industries:Healthcare Providers & Health SystemsPayments & Fintech InfrastructureFintechBanking & Credit UnionsSpecialty Trades & SubcontractorsNonprofit & Associations
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Operator Overview
I bridge the gap between top-line sales performance and balance sheet health. In the $5M to $500M financial & business services landscape—across B2B/B2C FinTech, banking, wealth management, and insurance company/brokers —growth that doesn't convert to cash is a structural liability. I partner with C-suites and Founders as a fractional executive to restructure sales processes, align sales behavior to financial objectives, and aggressively optimize Free Cash Flow (FCF). Rather than chasing vanity booking metrics, I re-engineer sales engines to drive capital efficiency, compress the conversion cycle, and maximize business value.
Expertise
Enterprise Deal ClosingSelf-claimed
45Pipeline InspectionSelf-claimed
45Sales Training ProgramSelf-claimed
45Outbound Motion BuildSelf-claimed
45Outbound ProspectingSelf-claimed
45Account Expansion SellingSelf-claimed
45Sales Team Hiring & RampSelf-claimed
45Sales Leadership
Sales Leadership Snapshot
Largest team managed
9 people
Largest annual quota managed
$250M
Revenue stages
Seed
Leadership Scope
Average deal size range
$500,000
GTM Approach
GTM motion experience
Enterprise SalesChannel
Sales cycle range
60 days
Methodologies
MEDDPICCSolution SellingOther
Portfolio
1 work sampleAll work samples are shown here, whether they were added independently or as part of an engagement.
Engagement History
2 engagements2024
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