Sia Mahajan profile photo 1 on Tal

Sia Mahajan

GTM Strategy & Ops Leader at Deel. Ex-Via. Booth MBA.

New York

10+ years of work experience

Deel
Nov 20251 yr 1 moPresent

Deel
Dec 20223 yrsNov 2025

New York, New York, United States

Deel
Nov 20211 yr 2 mosDec 2022

New York, New York, United States

Deel helps businesses hire anyone, anywhere. It's global payroll for employees and contractors from around the world.
VIA
Jul 20192 yrs 5 mosNov 2021

Greater New York City Area

SWAT Equity Partners
Jun 20184 mosSep 2018

Greater New York City Area

Consumer Venture Capital
Chicago Ventures
Feb 20185 mosJun 2018

Chicago, IL

Jul 20143 yrs 1 moJul 2017

New York, New York

Sia’s AI Stack

aistudio
aistudio
anthropic apis
anthropic apis
antigravity
antigravity
claude code
claude code
claude
claude
cursor
cursor

Education

The University of Chicago Booth School of Business

Master of Business Administration - MBA

The University of Chicago Booth School of Business

20172 yrs2019
The University of Texas at Austin

BA, Plan II Honors

The University of Texas at Austin

20084 yrs2012

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Headline

GTM Strategy & Ops Leader at Deel. Ex-Via. Booth MBA.

About

Currently at Deel, I lead our GTM operations. I've worked across the company and have helped scale Deel from <$50M to >$1B of ARR in under 4 years. I have a passion for helping companies build and grow. Previously at Via Transportation, I served as the General Manager for a portfolio of partnership deployments offering turn key transportation solutions. I optimized our product and operations through scalable initiatives, managed each deployment's P&L and helped our partners strategically accomplish their goals. Prior to receiving my MBA from Chicago Booth, I was an early stage investor. I began my career in investment banking.

Location

New York

AI stack

aistudio

anthropic apis

antigravity

claude code

claude

cursor

Work experience

Senior Director - GTM Strategy & Ops at Deel, Nov 2025 - Present · 1 yr 1 mo

Director - GTM Strategy & Ops at Deel, Dec 2022 - Nov 2025 · 3 yrs, New York, New York, United States

Expansion Strategy & Biz Ops at Deel, Nov 2021 - Dec 2022 · 1 yr 2 mos, New York, New York, United States, Deel helps businesses hire anyone, anywhere. It's global payroll for employees and contractors from around the world.

General Manager - Transportation as a Service at VIA, Jul 2019 - Nov 2021 · 2 yrs 5 mos, Greater New York City Area

MBA Summer Venture Capital Associate at SWAT Equity Partners, Jun 2018 - Sep 2018 · 4 mos, Greater New York City Area, Consumer Venture Capital

Venture Capital Associate MBA Intern at Chicago Ventures, Feb 2018 - Jun 2018 · 5 mos, Chicago, IL

Associate at LWPartners, Jul 2014 - Jul 2017 · 3 yrs 1 mo, New York, New York

Education

Master of Business Administration - MBA, The University of Chicago Booth School of Business

BA, Plan II Honors, The University of Texas at Austin

Sia Mahajan - Senior Director - GTM Strategy & Ops in New York | Tal