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Director Saas Jobs (NOW HIRING)

Loadsmart

Director, SaaS Sales ShipperGuide

OR · Remote

We are seeking an experienced, results-driven Director of SaaS Sales to lead our ShipperGuide TMS team. This is a player-coach role where you will personally carry and be accountable to an individual ...

Loadsmart

Director, SaaS Sales ShipperGuide

Chicago, IL · On-site +1

$157K - $200K/yr

We are seeking an experienced, results-driven Director of SaaS Sales to lead our ShipperGuide TMS team. This is a player-coach role where you will personally carry and be accountable to an individual ...

Accordion

SaaS Strategic Finance, Director

Chicago, IL · On-site

The following representative engagements are emblematic of the type of work you will do as a Director at Accordion. * A SaaS company undergoing an ownership transition needs additional visibility ...

CustomShow

Director of Sales, SaaS

New York, NY · On-site

As the Director of Sales, you'll be responsible for consulting with C-Level executives and helping ... This is an exciting opportunity to join a rapidly growing SaaS company and help shape and scale the ...

CustomShow

Director of Sales, SaaS

New York, NY · On-site

As the Director of Sales, you'll be responsible for consulting with C-Level executives and helping ... This is an exciting opportunity to join a rapidly growing SaaS company and help shape and scale the ...

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Director Saas information

What are the key skills and qualifications needed to thrive as a Director of SaaS, and why are they important?

To thrive as a Director of SaaS, you need a deep understanding of SaaS business models, strategic planning, and team leadership, typically supported by experience in software or technology management. Familiarity with cloud platforms (such as AWS, Azure), CRM systems, analytics tools, and possibly certifications in project management or cloud technologies is important. Exceptional communication, problem-solving, and stakeholder management skills set top performers apart in this role. These competencies are vital for driving growth, ensuring operational excellence, and maintaining a competitive edge in the dynamic SaaS industry.

What does a Director of SaaS do?

A Director of SaaS (Software as a Service) is responsible for overseeing the strategy, operations, and growth of a company's SaaS products or platforms. They lead cross-functional teams to ensure the successful development, delivery, and scaling of cloud-based software solutions. Their role often includes managing product roadmaps, customer relationships, and business performance metrics to ensure the software meets both market demands and organizational goals.

What is the difference between Director Saas vs Product Manager?

AspectDirector SaasProduct Manager
Required CredentialsBachelor's degree, experience in SaaS, leadership skillsBachelor's degree, technical background often preferred
Work EnvironmentLeadership role overseeing SaaS teams and strategyProduct development, user research, cross-functional collaboration
Employer & Industry UsageTech companies, SaaS providersTech companies, startups, SaaS firms
Search & Comparison IntentUnderstanding leadership roles in SaaSProduct development and management in SaaS

The main difference between a Director Saas and a Product Manager is that the Director Saas focuses on leading SaaS teams and strategic initiatives, while the Product Manager handles product development, user experience, and feature prioritization. The Director role involves higher-level oversight and leadership, whereas the Product Manager is more hands-on with product lifecycle management.

What are some common challenges faced by a Director of SaaS in scaling product offerings across multiple markets?

A Director of SaaS often faces challenges in balancing rapid product innovation with maintaining reliable service across different markets. Adapting to varying customer requirements, managing compliance with regional data regulations, and aligning cross-functional teams for global launches can be demanding. Success in this role typically involves fostering strong collaboration between product, engineering, sales, and customer success teams to ensure smooth market entry and consistent user experience. Efficiently prioritizing development resources and staying attuned to competitor movements are also key responsibilities.
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Director Saas jobs near you
Infographic showing various Director Saas job openings in the United States as of June 2026, with employment types broken down into 40% Full Time, 50% Part Time, 3% Temporary, and 7% Contract. Highlights an 65% Physical, 5% Hybrid, and 30% Remote job distribution.
Director, SaaS Sales ShipperGuide

Director, SaaS Sales ShipperGuide

Loadsmart

OR • Remote

Full-time

Posted 8 days ago

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

The ideal candidate is a hands-on SaaS sales leader with experience in multi-product, high-growth environments selling logistics tech/ TMS. You’ll balance strategy and execution, while shifting from competing on features or price to selling business value and ROI.

Job Type: (Exempt) - U.S. Only 


DEPARTMENT:  SaaS Sales - Shipperguide 
LOCATION: Chicago IL or remote
WHAT YOU GET TO DO:

  • Carry and achieve a personal annual sales quota, directly owning a pipeline of net-new and expansion opportunities across ShipperGuide

  • Actively prospect, develop, and close strategic deals, modeling best-in-class selling behaviors for the team

  • Own and manage a personal book of business, including key accounts and high-value prospects, with full accountability for forecasting and pipeline health

  • Develop and execute a unified go-to-market strategy for both ShipperGuide and OpenDock that maximizes market penetration and revenue growth

  • Drive full-funnel sales execution, from lead qualification to closing and onboarding

  • Establish repeatable sales processes and ensure consistent adoption of tools, CRM hygiene, and reporting standards

  • Partner with marketing to define and refine ICPs, messaging, and campaign strategies

  • Align with Customer Success to ensure a smooth handoff from sales to onboarding and retention initiatives

  • Collaborate with Finance on pricing strategies, discount approvals, and revenue forecasting

  • Work with the Account Management team to proactively identify and execute account growth strategies, including upsells and cross-sells

  • Work closely with Managed Transportation and Brokerage sales leadership to identify cross-sell and upsell opportunities

REQUIRED QUALIFICATIONS:

  • 7+ years in SaaS TMS sales with at least 5 years in a leadership role, including direct quota-carrying responsibility at the Director level or above

  • Experience in public speaking and events 

  • Proven track record of personally closing multi-million-dollar deals while simultaneously leading a team to exceed ARR targets

  • Strong operational discipline with the ability to build scalable, repeatable sales processes

  • Proven track record of leading teams to exceed multi-million-dollar ARR targets

  • Exceptional communication, negotiation, and presentation skills

  • Proficiency in Salesforce, SalesLoft, and sales analytics tools

  • Experience selling into supply chain, logistics, transportation, or similar industries

  • Experience managing multi-product sales teams or selling a platform with complementary offerings

  • Familiarity with both SMB/mid-market and enterprise SaaS sales motions

  • History of working closely with marketing and product to refine GTM strategy

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 an incentive bonus and you will also receive 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.