Enterprise Technology Sales

Dustin Dolatowski
VP of Sales

20+ years building and scaling enterprise technology sales teams. Currently leading strategic accounts at BairesDev, combining deep technical fluency with AI-powered sales execution.

20+
Years Experience
143%
Quota Attainment
2x
President's Club
Top 1%
Enterprise Sales
About

Building revenue engines at scale

I've spent two decades in enterprise technology sales, from early-stage startups to global organizations. My career has been defined by one thing: consistently exceeding targets while building teams and processes that scale.

At BairesDev, I lead strategic enterprise accounts, helping Fortune 500 companies and high-growth tech firms access world-class Latin American engineering talent. I've driven 120% year-over-year revenue growth by combining a consultative sales approach with deep understanding of software development, cloud infrastructure, and digital transformation.

What sets me apart today is how I leverage AI across my entire sales workflow. From automated pipeline intelligence to AI-powered call coaching, I've built systems that give me and my team an unfair advantage in every conversation. I don't just talk about AI in sales — I ship it.

AI in My Workflow

How I use AI to win more deals

🎙

Gong Call Intelligence

Custom AI coaching model built on 50+ audited calls. Automated transcript analysis surfaces coaching opportunities, BANCT gaps, and deal risk in real time.

🤖

Agentic GTM Framework

Purpose-built AI agents that automate account research, competitive intelligence, and personalized outreach at scale. Less busywork, more selling.

📊

Pipeline Automation

AI-powered daily digests pulling from CRM, Slack, email, and calendar. Automated opportunity health scoring and action item extraction across every channel.

🔍

Buyer Research Intelligence

AI-driven account profiling that maps org structures, identifies buying signals, and surfaces relevant triggers before every call.

🎯

AI Roleplay & Prep

AI-powered call preparation and roleplay tools that simulate buyer objections, refine value propositions, and sharpen discovery questions before every meeting.

Thought Leadership

Published articles on AI, digital transformation, and nearshore talent strategy. Using AI tools to research, draft, and distribute content that builds pipeline.

Track Record

Results that speak for themselves

143%
Peak Quota Attainment
Consistently exceeding targets
120%
Year-over-Year Growth
Sustained revenue acceleration
2x
President's Club Winner
2011 & 2012
20+
Years in Enterprise Sales
Startups to Fortune 500
50+
Calls Audited & Coached
Across 6 reps over 3 years
Top 1%
Enterprise Sales Performance
Peer-benchmarked results
Thought Leadership

Published writing

AI-Driven Digital Transformation

Exploring how enterprise organizations can leverage AI to accelerate digital transformation initiatives and drive measurable business outcomes.

The LatAm Tech Talent Advantage

Why the world's best engineering talent is increasingly coming from Latin America, and how to build distributed teams that outperform.

Building AI-Powered Sales Teams

A practical framework for integrating AI tools into your sales workflow without losing the human element that closes enterprise deals.

Scaling Engineering Teams with Nearshore

Best practices for building and scaling cloud-native engineering teams using nearshore talent models.

Get in Touch

Let's connect

Whether you're scaling an engineering team, exploring nearshore talent, or just want to talk AI in sales — I'd love to hear from you.