GTM Engineer

Loadsmart; Chicago (IL); Hybrid; USD 109,000 - 150,000; Full time

Benefits offered by this job

Equity package

PTO & sick days with no limit

Medical, Dental, Vision insurance

401k Match

US work authorization

Job summary

Loadsmart in Chicago, IL is seeking a sharp, AI-fluent GTM Engineer to elevate outbound programs. You’ll design account strategy, build automation, and optimize sequences to drive pipeline, working RevOps-adjacent with sales. You’ll use Salesforce, Salesloft, Gong, and data enrichment tools to tighten win-rate and velocity. This exempt, hybrid role offers equity and strong compensation.

Collaborate with Sales, Marketing, and Product to refine plays, test hypotheses, and report results weekly.

Qualifications

• 5–7 years of total RevOps, GTM engineering, SDR/sales ops, ABM, or demand gen with hands-on outbound build experience.
• Deep Salesforce expertise at the data-model level (Leads vs. Contacts, account hierarchy, campaign members, dedup rules, reporting).
• Proven experience building outbound agents that take action autonomously.

Responsibilities

• Build account strategy with per-product ICP and scoring, tiering, territory splits, and account-value modeling.
• Develop and run agents, skills, and automated workflows for deduplication, enrichment, and personalized outreach.
• Analyze win/loss and Gong data to identify drop-off points and adapt strategy with leadership.
• Ensure target accounts have verified, role-tagged contacts for each product.
• Keep Salesforce clean with dedup, hierarchy, enrichment (ZoomInfo, Clay, Apollo, Sales Navigator) and accurate source fields.
• Build, run, and maintain sequences in Salesloft with deliverability and A/B testing.
• Produce weekly SDR scorecards and propose changes with validated results.
• Introduce new tools and AI workflows to the team.

Skills

RevOps strategy

Salesforce data model

Outbound automation

Sequencing design

Salesloft/Gong

Data enrichment tools

Tools

Salesforce

Salesloft

Gong

ZoomInfo

Clay

Apollo

Sales Navigator

Job description

ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY?

Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!

We are a collection of industry veterans and user-centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers to move more with less.

With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change. We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.

We're looking for a sharp, AI-fluent GTM Engineer to take our outbound motion to the next level.

We sell three products (Opendock, ShipperGuide, and Loadsmart AI) into the same accounts, but to different buyers in each one. Our sales pods pair an Account Executive with a Sales Development Representative to work our best accounts with highly customized, AI-driven plays, and they should be spending their time selling, not building target lists or sequences from scratch.

As our GTM Engineer, you'll sit RevOps-adjacent and close to sales, designing and running the outbound programs behind those plays. You'll be accountable for whether they produce pipeline and help us land bigger deals. You're a systems person and a revenue strategist: you find where we lose deals in the data and help shape what we do about it.

JOB TYPE:

Exempt

DEPARTMENT:

SaaS Sales

LOCATION:

Chicago, IL (On-site /Hybrid)

WHAT YOU GET TO DO:

• Build account strategy: per-product ICP and scoring, tiering, territory splits, and account-value modeling for land-and-expand, with lists kept fresh through automated sourcing
• Build and run agents, skills, and automated workflows that do real work, such as deduplicating records, enriching accounts, and personalizing outreach with Claude
• Pressure-test scoring and plays regularly against real win/loss and Gong data, find where deals drop off, and work with the Director of Sales to change strategy based on what the data shows
• Own buying-committee coverage by making sure every target account has verified, role-tagged contacts for each product before it's ready to work
• Keep Salesforce clean: dedup, correct account hierarchy, enrichment (ZoomInfo, Clay, Apollo, Sales Navigator), campaign membership, and correct source fields on every record at creation
• Build, run, and maintain role × product sequences in Salesloft, including deliverability, A/B testing, and retiring what loses
• Run a weekly scorecard per SDR (sequence adherence, step completion, calls made), and each month bring a specific proposed change, test it, and report the result
• Bring the next tool or AI workflow before we ask for it, and teach the team what you know

REQUIRED QUALIFICATIONS:

• 5–7 years of total experience in RevOps, GTM engineering, SDR/sales ops, ABM, or demand gen, with hands-on outbound build experience. Your title may say RevOps; what matters is that you've been the strategist, not only the person maintaining the CRM
• Deep, current Salesforce expertise at the data-model level (Leads vs. Contacts, account hierarchy, campaign members, dedup rules, reporting). You've built lists into Salesforce, not just pulled them out
• Proven experience building agents that take action on their own, beyond chatting with an AI tool or traditional automation
• Production experience with ZoomInfo, Clay, Apollo, and Sales Navigator
• Experience designing sequences in Salesloft, Gong, or a similar cadencing system, including managing deliverability
• A revenue strategist's instincts: pipeline and dollars first, and a real belief that marketing/sales alignment makes this work
• A track record of bringing new tools and approaches to your team

$109,000 - $150,000 a year

The compensation offered for this role will be based on multiple factors such as location, the role’s scope and complexity, the candidate’s experience and expertise. In addition to your base compensation offer, this role is eligible for a stock options and benefits listed below.

WORKING AT LOADSMART:

• Competitive base salaries - we believe in rewarding top talent
• Extremely competitive Equity package - become a shareholder in our company!
• Loadie Time Off - PTO and sick days without a limit
• Comprehensive Medical, Dental, and Vision insurance plans
• 401k Match
• Applicants must be currently authorized to work in the United States on a full-time basis. Loadsmart will not sponsor applicants for work visas.

At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.

It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.