Loadsmart

Director, SaaS Sales ShipperGuide

Chicago / Remote · Director · Contract

No sponsorship$157k-$200kDetected 29 days ago

SalesLogistics

About the role

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)!
With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change.

This is a player-coach role where you will personally carry and be accountable to an individual sales quota while simultaneously leading, developing, and scaling your team.
You own end-to-end sales strategy, execution, and revenue growth for the product; driving alignment, building scalable processes, and consistently exceeding both personal and team targets.
A key focus will be maximizing cross-sell opportunities by positioning ShipperGuide's complementary solutions, increasing customer lifetime value, both through your own book of business and through the deals your team closes.
This role will work closely with marketing to ensure timely, persistent, high-quality follow-up on inbound leads, resulting in closed deals through disciplined outreach, consistent cadences, and a consultative, value-selling approach.

Applicants must be currently authorized to work in the United States on a full-time basis.
The ideal candidate is a hands-on SaaS sales leader with experience in multi-product, high-growth environments selling logistics tech/ TMS.
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.

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.
We are seeking an experienced, results-driven Director of SaaS Sales to lead our ShipperGuide TMS team.

Applicants must be currently authorized to work in the United States on a full-time basis.

This listing is sourced directly from Loadsmart's careers page and normalized into a canonical job model.