Go-to-Market Engineer

Loadsmart; Chicago (IL); Hybrid; USD 110,000 - 165,000; Full time

Benefits offered by this job

Equity package

PTO & sick days

Medical, Dental, and Vision insurance

401k Match

Job summary

Loadsmart is seeking a sharp, AI‑fluent GTM Engineer to advance our outbound motion. Based in Chicago, this hybrid role sits near RevOps and Sales, shaping target accounts, sequences, and data‑driven plays for Opendock, ShipperGuide, and Loadsmart AI.

You’ll build and run automated workflows, maintain Salesforce hygiene, and partner with Sales to drive pipeline and larger deals. Equity, growth, and collaborative culture are offered.

Qualifications

• 5–7 years of RevOps/GTM outbound experience and strategic role.
• Deep Salesforce data-model expertise and account hierarchy knowledge.
• Proven experience building autonomous agents.
• Production experience with ZoomInfo, Clay, Apollo, and Sales Navigator.
• Experience designing sequences in Salesloft, Gong, or a similar cadencing system, including deliverability.
• Revenue-focused mindset with marketing/sales alignment.

Responsibilities

• Build account strategy with ICP, scoring, and territory tiering.
• Create and run agents, skills, and workflows to enrich accounts and personalize outreach.
• Test and adjust scoring and plays using win/loss and Gong data.
• Ensure target accounts have verified, role-tagged contacts for each product.
• Keep Salesforce clean: dedup, hierarchy, enrichment, campaign membership.
• Build and maintain Salesloft sequences and test deliverability.
• Run weekly SDR scorecards and propose monthly changes.
• Bring new tools/AI workflows to the team.

Skills

RevOps

GTM engineering

SDR/sales ops

ABM

Demand gen

Outbound build

Education

Tools

Salesforce

ZoomInfo

Clay

Apollo

Sales Navigator

Salesloft

Gong

Job description

GTM Engineer

Team: Digital Sales

Location: Chicago

Commitment: Full-Time

Workplace Type: hybrid

Salary:

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.

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

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.