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Chief Sales Officer

| Chicago

project44 is the world’s leading advanced visibility platform for shippers and third-party logistics firms. project44 connects, automates, and provides visibility into key transportation processes to accelerate insights and shorten the time it takes to turn those insights into actions. Leveraging the power of the project44 cloud-based platform, organizations are able to increase operational efficiencies, reduce costs, improve shipping performance, and deliver an exceptional Amazon-like experience to their customers. Connected to over 175,000 carriers worldwide and having comprehensive coverage for all ELD and telematics devices on the market, project44 supports all transportation modes and shipping types, including Parcel, Final-Mile, Less-than-Truckload, Volume Less-than-Truckload, Truckload, Rail, Intermodal, and Ocean. 

We’re looking for an experienced Chief Sales Officer to lead and build a team to achieve and exceed our revenue goals. The right candidate will be an experienced SaaS leader who can build, scale and manage a team during hyper growth.

Key Accountabilities

  • Meet and exceed board-approved ARR goals
  • Build and execute growth strategies to increase ARR to the Fortune 500 Shippers
  • Lead and manage team to achieve goals
  • Hire the best talent to support our goals
  • Maximize Account Management capabilities to up-sell, cross-sell, while achieving high-levels of customer satisfaction
  • Develop robust sales management process
  • Create and manage key metrics to drive performance
  • Manage a consistent pipeline and forecasting methodology, and report regularly to company leadership
  • Prospect and close key account targets
  • Actively collaborate with Marketing on go-to-market strategy, messaging, and demand generation.
  • Partner with product and engineering teams to relay customer feedback in order to build products that delight our customers and attract new customers
  • Partner with finance on pricing strategies and business models to achieve revenue goals
  • Partner with finance and human resources to design commission plans that reward top talent and support the revenue strategy

Qualifications and Skills

  • 10+ years of in experience in a fast-paced, high-growth SaaS startup
  • 5+ years’ experience building and scaling SaaS teams
  • Strong track record of achieving and exceeding goals
  • Smart, entrepreneurial profile with strategic vision and strong bias to execute
  • Aggressive self-starter with strong relationship management and negotiation skills
  • Ability to recruit, train, and motivate top-tier sales, account management, and sales engineering talent
Read Full Job Description

Technology we use

  • Engineering
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • PythonLanguages
    • ReactLibraries
    • SpringFrameworks


Located in the iconic art deco Merchandise Mart on the Chicago river and central to high energy restaurants, retail, and accessible public transit.
How project44 makes the world run faster, one global network at a time

An Insider's view of project44

What are some social events your company does?

This is a fast paced environment where everyone is ready to be challenged; and our teams have high energy, fun, and are innovative. Our social events are rewarding and promote cross-departmental connections. From themed happy hours, board game nights, sponsored athletic teams, rooftop socials, lunch and learns, and team outings just to name a few.

Eric Bohl

Senior Technical Recruiter

How do you collaborate with other teams in the company?

From the start, I could tell that project44 was special; we're a group of really smart people who come together with the ability to experiment, try new things, and collaborate.

Portia LaMotte

Digital Marketing Manager

How does the company support your career growth?

There are things that I hoped to do at some point in my career-I've got to do many of them in the span of one year. I feel actively involved in our growth, and I love the opportunity that I have to learn and experience different parts of the organization. I don't know that I would get this much opportunity and exposure in one role anywhere else.

Aysha Ali

Senior Accounting Manager

What is your vision for the company?

We are ultimately building a world supply-chain network that fits within a much broader vision of applying modern technology, data science, and data flow technologies to an industry that's as old as time.

Will Hansmann


What makes someone successful on your team?

This is a fast paced environment where everyone is ready to be challenged. To succeed, you must be ready to change your mindset and move quickly to keep up.

Jispuneet Singh

Technical Project Manager

What are project44 Perks + Benefits

Volunteer in local community
Partners with Nonprofits
Friends outside of work
Eat lunch together
Daily stand up
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Onsite Gym
Retirement & Stock Options Benefits
Company Equity
Vacation & Time Off Benefits
Generous PTO
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Casual Dress
Commuter Benefits
Game Room
Stocked Kitchen
Happy Hours
Fitness Subsidies
Professional Development Benefits
Job Training & Conferences
Lunch and learns
Promote from within
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