VP Sales • Atlanta, GA

Dustin Dolatowski

Building revenue machines through
enterprise relationships & AI-native sales.

25 years closing complex enterprise deals across SaaS, telecom, staffing, and nearshore software development. Currently leading commercial growth at BairesDev where I build the teams, processes, and AI-powered tools that turn pipeline into revenue.

25+
Years in Enterprise Sales
7x
Revenue Growth at BairesDev
$800M
BairesDev Revenue at Scale
4k+
Engineers Across 50 Countries

I've been building with technology my whole life. From teaching myself to code as a kid, to building websites before most people had email, to now shipping AI-powered sales tools. That instinct, figure out the technology then use it to win, has defined my entire 25-year sales career.

I started in financial services at Euromoney in London, then moved into enterprise telecom at AT&T. I spent a decade at CareerBuilder during its hypergrowth years, earning 6 promotions from individual contributor to Director of Enterprise Sales, managing a $25M book, and winning President's Club 7 out of 10 years. I built a social selling platform from scratch for my team, demonstrated its impact on results, and had it adopted for company-wide new-hire sales training years before social selling became standard practice.

I joined RiseSmart (acquired by Randstad), then moved to Salesforce as Area VP, selling the #1 CRM platform to enterprise accounts across the Southeast. After Salesforce, I made a deliberate move into software development services. First at KMS Technology, then at BairesDev, where I now lead strategic enterprise accounts helping Fortune 500 companies access the top 1% of Latin American engineering talent. During my tenure, BairesDev has grown roughly 7x in revenue.

That same technology-first instinct now shows up as AI. I've built custom coaching models, automated pipeline intelligence, and agentic GTM frameworks. I don't just talk about technology in sales. I ship it.

Not just talking about AI.
Actually using it.

Most sales leaders treat AI as a talking point. I use it as infrastructure embedded in how I run pipeline, coach my team, develop strategy, and communicate with clients and executives. Here's what that looks like in practice.

01

Call Intelligence & Coaching

I've built a custom AI coaching model trained on thousands of audited sales calls scoring against both BANCT gap analysis and the SPICED methodology. It surfaces deal risk, identifies specific coaching moments, and gives reps structured feedback grounded in how the best conversations actually sound.

02

Agentic GTM Strategy

I've built internal AI-powered maturity models, talk tracks, and proof point libraries for BairesDev's Agentic Software Development practice turning complex positioning into scalable, rep-ready assets.

03

Pipeline & Comm Automation

Custom AI workflows filter and prioritize daily email action items across my team, flag stakeholder risks in active deals, and generate executive-ready deal summaries compressing hours of admin into minutes.

04

Buyer Research & Persona Mapping

Before major pursuits, I use AI to map buying committee structure, surface relevant org intelligence, and tailor messaging to each stakeholder's priorities accelerating the path to meaningful executive conversation.

05

Roleplay & Interview Frameworks

I build AI-powered sales roleplay tools that simulate real buyer objections and stakeholder dynamics helping reps build muscle memory for high-stakes conversations before they happen live.

06

Thought Leadership at Scale

Published on the BairesDev blog covering AI governance, software development, and enterprise tech strategy using AI as a co-author to accelerate research, drafting, and editing without sacrificing voice or depth.

Results that speak.

A career defined by consistent overperformance not spikes, but sustained execution across different markets, team sizes, and economic conditions.

7x
Revenue Growth at BairesDev During tenure leading enterprise sales, BairesDev scaled to $800M with 4,000+ engineers across 50 countries
7/10
President's Club at CareerBuilder Won President's Club 7 out of 10 years from individual contributor through Director of Enterprise Sales
120%
YoY Revenue Growth, RiseSmart Closed more business in the Southeast than any rep in company history strategy adopted across multiple regions
$25M
Book of Business, CareerBuilder Managed an 8-member enterprise sales team with a $25M book targeting Fortune 500 HR buyers
#1
Southeast Region, RiseSmart Closed more business in the Southeast than any rep in company history. Strategy adopted across multiple regions.

Published perspective
on what's next.

Selected articles from the BairesDev blog covering AI, enterprise technology, and the future of software development.

Career in full.

Dustin Dolatowski

VP of Sales  |  Atlanta, GA  |  dolatowski@gmail.com  |  linkedin.com/in/dustind

Professional Summary

Enterprise sales leader with 25 years closing complex, multi-stakeholder deals across SaaS, telecom, staffing, and nearshore software development. VP of Sales at BairesDev where revenue has grown 7x during my tenure, scaling to $800M with 4,000+ engineers across 50 countries. Known for building high-performance teams and deploying AI-powered sales tools across the full sales workflow. I don't just talk about technology in sales. I ship it.

Professional Experience

VP of Sales BairesDev
Jun 2021 – Present  |  Atlanta, GA
  • Organization scaled to $800M with 4,000+ engineers across 50 countries, roughly 7x revenue growth during tenure
  • Built AI-powered coaching models trained on thousands of audited calls, scoring against BANCT and SPICED methodologies
  • Developed agentic GTM frameworks, pipeline intelligence tools, and buyer research automation used across the sales team
  • Published author on BairesDev blog covering AI governance, digital transformation, and nearshore talent strategy
  • Sell custom software development, cloud engineering, data/AI, managed services, and Agentic Software Development engagements, bringing AI-native solutions to enterprise clients alongside our core nearshore talent model
Sales Director KMS Technology
Apr 2019 – Jun 2021  |  Atlanta, GA
  • Led all sales for offshore software development firm (1,500+ engineers); implemented Salesforce CRM organization-wide
Advisor & Consultant / Board Member, House of Genius Multiple
Mar 2018 – Apr 2020  |  Atlanta, GA

Advised early-stage startups on GTM strategy and sales process design. Board member for Atlanta's House of Genius chapter.

Area Vice President of Sales Salesforce
May 2015 – Oct 2017  |  Atlanta, GA
  • Peak Performers Award (Sales Club) 2015 and 2016; drove 8 direct report promotions during tenure
  • Led Southeast enterprise sales of Sales Cloud, Service Cloud, and Financial Services Cloud
  • Managed complex 6–18 month sales cycles involving C-suite, IT, legal, and procurement stakeholders
Regional VP of Sales Randstad RiseSmart
Mar 2013 – May 2015  |  Atlanta, GA
  • Closed more business in the Southeast than any rep in RiseSmart company history
  • 120% year-over-year revenue growth, territory strategy subsequently adopted across multiple regions
Director of Enterprise Sales CareerBuilder
Dec 2010 – Feb 2013  |  Atlanta, GA
  • Managed 8-member team with $25M book of business; promoted 6 times over 10-year tenure
  • President's Club 7 out of 10 years; grew team revenue 23% YoY as Director
  • Built social selling platform adopted into company-wide new-hire training at CareerBuilder
  • Graduate, CareerBuilder EMBA in partnership with Kellogg School of Management at Northwestern
Regional Sales Manager CareerBuilder
Jul 2007 – Dec 2010  |  Atlanta, GA
  • Grew sales 34% from 2009–2010 and 141% from 2008–2009; built Southeast into top-performing territory
Sr. Sales Mgr / Sales Mgr / Team Lead / Sr. AE CareerBuilder
Sep 2002 – Jun 2007  |  Chicago, IL

Progressed through 4 roles over 5 years. Built core enterprise sales skills: complex discovery, executive relationship development, and competitive positioning.

Data Network Account Executive AT&T
Jan 2001 – Aug 2002  |  Chicago, IL
Financial Analyst Euromoney Institutional Investor
Jun 2000 – Dec 2000  |  London, UK

Education

B.S. Business Finance Miami University
Oxford, OH

Richard T. Farmer School of Business Top 20 Public Undergraduate Business School, #3 Entrepreneurship Program

European Studies Semester Abroad Miami University MUDEC
Differdange, Luxembourg

Core Skills & Technologies

Sales & Leadership

Enterprise SaaS & Services · New Logo Acquisition · Sales Coaching & Development · Complex Deal Structuring (SOW, MSA) · Go-to-Market Strategy · Executive Relationship Development · P&L Management

AI & Technology

AI-Augmented Sales Workflows · Agentic GTM Frameworks · Gong / Call Intelligence · Salesforce CRM · Nearshore & Offshore Talent Models · Pipeline Automation

Volunteering

Empty Stocking Fund Volunteer (Dec 2015–Present)    Per Scholas Volunteer (Oct 2020–Present)

Let'sTalk.

Whether you're evaluating nearshore engineering talent, exploring AI-driven sales strategy, or just want to connect with someone who's building in the trenches reach out.

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