Our Team

The Team Behind VibeScaling

Meet the team behind countless companies on their path to $100M+ ARR.

Cailen Dsa

Partner, CEO

Cailen has a proven track record of scaling revenue operations from early-stage to $100M+ ARR. As a fractional executive, he helps companies build and execute revenue strategies that drive sustainable growth.

Experience:

Dropbox - First GTM hire, Series A to Series C (IPO, $12B market cap)

Box - First GTM hire, Seed to Series C (IPO, $5B market cap)

Front - First 8 employees & Head of Sales, Seed to Series B ($1.7B valuation)

RevenueCat - First GTM hire & VP Sales, Series A to Series B ($500m valuation)

Truework - First 10 employees & VP Sales, Seed to Series B ($500m valuation, Acquired by Checkr)

Conrad McKinnon

Partner, Finance & Ops

Conrad leads our finance and operations practice spanning venture-backed tech, healthcare, and consumer. He serves as fractional COO/CFO for clients—owning GTM strategic planning, Revenue Operations, forecasting, and board-level reporting.

Experience:

Recurrency - Early Revenue Strategy & Operations

Airtable - Early RevOps hire, Series D ($11.7B valuation)

Zumper - First Ops Hire, Series A to Series B ($500m Valuation)

Honor - First Ops Hire, Series A to Series C ($1.5B valuation)

Chris Balestras

Principal, Head of GTM Engineering & Recruiting

Chris brings extensive experience in building and optimizing go-to-market strategies for high-growth companies. He specializes in creating scalable sales processes and engineering effective GTM motions.

Experience:

Founder of GTMBA (gtmba.ai) - GTM + AI Blog & AI/Clay Consultancy

Metronome - Early GTM hire, Series B to C

Celonis - Enterprise Sales, Series C to D

Salesforce Alum - Enterprise Sales

Former Founder & CPA

Shalina Mann

Principal, HR & Ops

Shalina specializes in human resources strategy and operations for scaling companies. As a fractional HR leader, she helps startups build effective people operations, implement HR systems, and develop talent acquisition strategies that support rapid growth.

Experience:

StitchFix - First HR hire, Seed to Series A (IPO, $3B market cap)

Fundbox - Early HR hire, Series A to Series C ($1.1B valuation)

SmartRecruiters - First HR hire, Series B ($1.5B valuation)

Coin - First HR hire (Acquired by Fitbit)