Braun Board

Sales Development Representative- Chicago-

Project44 · Chicago, IL

Game over? Still on their site, but open 2+ months.

New Business: you win brand-new customers.

Base
$45K–$65K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
2mo ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 2h agoon Project44's careers page

The job

What you'd do
Answer requests from interested companies and check they're a good fit, then cold call businesses across North America to book meetings for the sales team. You'll find many of your own prospects by phone.
What you'd sell

Real-time shipment tracking software for global supply chains

When a company moves goods around the world, the details about each shipment usually live in many separate places. The problem is, nobody can see the whole picture at once, so it's hard to act quickly when something goes wrong. project44 pulls that scattered logistics data into one real-time view, so companies can see what's happening and act on it fast.

In plain English, from their own job posts. Something wrong? Tell me · More Industry-specific software companies →

Who you'd sell to
Not stated in the posting.Ask: “Who's the economic buyer, and who else is in the deal?”
Where deals come from
Mostly you. Expect a lot of outbound: cold calls, emails and LinkedIn.

The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Time on market
Open 82 days. Ask why it's been hard to fill.
Company hiring
4 sales roles open, hiring at a steady pace.

Red lights

  • Time on market. Open 82 days. Ask why it's been hard to fill.

Green lights

None spotted.

Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What's the OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

› When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

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Full posting
Why project44? At project44, we believe in better. We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world. With our Decision Intelligence Platform, Movement, we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward. Headquartered in Chicago, IL, with a 2nd HQ in Bengaluru, India, we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk. As a Sales Development Representative at project44, you will be responsible for inbound lead qualification and outbound prospecting within the North America region - into and through the sales funnel and setting up sales qualified appointments. You are held accountable by daily activity and call metrics along with quarterly quotas. You are a passionate and well-organized sales development representative with experience in selling enterprise software (SaaS). You are excited about the product you are representing and have the grit and tenacity required while succeeding in a fast-paced environment. AI at project44 We expect every project44 team member, regardless of role or function, to actively leverage AI in their day-to-day work. Whether you’re building product, serving customers, managing people, or running operations, AI is a tool you’re expected to use with intent, curiosity, and judgment. We don’t expect everyone to be a data scientist. We do expect everyone to be an intelligent user of AI: able to identify where it adds value, direct it effectively, evaluate outputs critically, and govern it responsibly. We invest in our team’s AI fluency because we believe it’s a competitive advantage for every person at project44, not just our engineers. If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk. In-office Commitment: Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week. Together, we’re building something extraordinarily learn, grow, and thrive in our fast-paced, transformative environment. Key Accountabilities - Evangelize project44 to prospects and qualify them for the sales team  - Respond to requests from inbound leads in a timely manner and conduct qualification calls  - Book qualified meetings with prospects for the sales team  - Collaborate and iterate on inbound emails and messaging  - Target and prioritize prospects within our CRM for re-engagement  - Efficiently use Salesforce to research accounts, identify key contacts and reach out (cold call) to prospective customers  - In-office Commitment: Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week. Together, we’re building something extraordinary—learn, grow, and thrive in our fast-paced, transformative environment. Requirements & Preferred Skills - Experience in demand gen or cold call sales in enterprise software, SaaS or logistics - Competitive nature - should be eager to learn and win. - Direct experience with Salesforce.com and SalesLoft a plus - Superior pre-call planning, opportunity qualification, and objection handling skills - Solid communications skills - both verbal and written - Positive and energetic phone skills, excellent listening skills. - Outstanding attention to detail with superior time and project management skills - Experience using AI to enhance demand gen efforts and improve outreach in enterprise SaaS or logistics is a plus. Compensation and Benefits: We continually evaluate our pay ranges to reflect skills, experience, and market conditions. The base salary offered will be determined by assessing a candidate’s experience and skills relative to the scope and responsibilities of the position, as well as the specific geographic location where the job will be performed. Base salary is one component of project44’s total compensation package, which also includes stock options for all EOR and project44-employed team members, bonus or commission eligibility depending on role, and a benefits package tailored to your country of employment. Specific benefits package offerings vary by country and may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs. The base salary range for this position is $45,000 – $65,000 plus commissions. Diversity & Inclusion  At project44, we're designing the future of how the world moves and is connected through trade and global supply chains. As we work to deliver a truly world-class product and experience, we are also intentionally building teams that reflect the unique communities we serve. We’re focused on creating a company where all team members can bring their authentic selves to work every day.  We’re building a company that every one of us at project44 is proud to work for, and our journey of becoming a more diverse, equitable and inclusive organization, where all have a sense of belonging, is shaped through the actions of our leadership, global teams and individual team members. We are resolute in our belief that each team member has an equal responsibility to mold and uphold our culture.  project44 is an equal opportunity employer seeking to enrich our work environment by creating opportunities for individuals of all backgrounds and experiences to thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application!  For any needed accommodations during the hiring process, please email recruiting@project44.com. Even if you don’t meet 100% of the above job description, you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role requirements.  #LI-Hybrid
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