MY RÉSUMÉ

Benjamin Otto

GTM & Enterprise Sales Executive

15+ years building and scaling sales organizations, go-to-market strategies, and new markets. Experience across enterprise sales, strategic partnerships, recruiting, pricing, and GTM execution.

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New brokerage markets

Expansion at Side

$3M

Annual recurring revenue

Generated at Side

$3M to $10M

Annual revenue growth

Internet Subway · two years

THE EXPERIENCE I BRING

Brokerage roots.
Revenue leadership.

15+ years building sales organizations, opening markets, and developing people.

2021–2024

Side

Sr. Director,
Strategic Partnerships

BROKERAGE & MARKET EXPANSION

Building a partnership function.
Opening new markets.

As a founding member of Side’s Strategic Partnerships division, I helped build the function and lead national expansion for a fast-scaling brokerage.

Expanded from three core states into six new markets, generating $3M in ARR.
Defined sales strategy, territory coverage, and performance expectations across newly launched markets.
Coordinated Marketing, Operations, Leadership, and Partner Success to accelerate launches and partner activation.

What I bring to Elliman: brokerage partnership experience, market discipline, and an understanding that a signed partnership is only the beginning.

2024–Present

Internet Subway

Chief Revenue Officer

Built the GTM function from the ground up: team, pricing, pipeline infrastructure, processes, and new-business motion. Scaled annual revenue from $3M to $10M in two years.

2018–2021

ASAP Aerospace

Vice President of Sales

Scaled a team of 15+ representatives and drove 185% year-over-year revenue growth. Built forecasting, performance management, and a consistent operating cadence.

2012–2018

Sunrun & SolarCity

Regional Sales Director

Built teams and leadership in new states. Recruited, developed, and managed sales leaders and channel partners across multiple markets.

BEYOND THE RÉSUMÉ

A competitive foundation.
A collaborative approach.

At UMass Amherst, I earned a B.S. in Resource Economics and competed as an NCAA Division I swimmer. Preparation, consistency, and accountability are habits I developed through sport and still bring to leadership.