Robert Boswell in

Robert Boswell

Evaluator · DISC type cds
Enterprise Account Executive at Synthflow AI
📍 Greater Orlando, United States

Robert is a highly successful Enterprise Account Executive with over 11 years of experience in software sales, specializing in AI and Machine Learning. A five-time Presidents Club winner, he focuses on transitioning enterprise clients to advanced cloud-based solutions. He holds a Bachelor of Science from The University of Alabama.

Outside of his professional life, Robert is passionate about a wide range of activities including entrepreneurship, technology, photography, and travel. He enjoys music, soccer, and college football, as well as outdoor pursuits like hiking and skiing with his Labrador Retrievers.

Unique fact: Robert holds two separate bachelors degrees from two different institutions, The University of Alabama and the University of New Orleans.

Read the full overview →
Experience
13 Years
Current Role
Enterprise Account Executive
Job Level
Middle
Location
Greater Orlando, United States
Personality Overview

How Robert shows up

Quality Focused
Thorough Evaluator
Fast But Analytical

They are not very likely to become strong advocates of your product or service They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical They focus on the results, but can still be quite procedural and analytical about how to get there

Priorities

Topics Robert cares about

No-Code AI Agents
His current role at Synthflow AI focuses on deploying no-code voice AI agents to automate calls for enterprise and contact center operations.
Enterprise Sales Strategy
He is a consultative closer with experience in F500 deals and holds certifications in MEDDICC and The Command of the Sale methodologies.
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Career

Work history

10-2025
Enterprise Account Executive
Synthflow AI
12-2020 - 11-2025
Senior Enterprise Account Executive
Shelf
11-2019 - 1-2021
Enterprise Account Executive
HubSpot
7-2017 - 11-2019
Account Executive
RingCentral
8-2015 - 7-2017
Account Executive
Trustpilot
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
2008 - 2012
Bachelor of Science (BS)
The University of Alabama
2011 - 2011
Bachelor of Arts
University of New Orleans
Social presence
in
Behavioral profile

DISC profile (public)

c

Calculativeness (C)

Calculativeness (C) reflects the degree to which a person is likely to be cautious, systematic and analytical. Those scoring high tend to emphasise quality and accuracy.

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