ShipSigma | Careers

Trusted by Thousands. Saving Millions.

Remington-Products

I feel valued and seen. I don't feel like just a number, and that's a really great feeling.

Erin, Vice President, Contract Engineering

I love that we're always cutting-edge. We are the tip of the spear of the industry we're in, and it's really fun being that innovative.

Deyman, Co-Founder & President

If you have an idea, a thought, or something you want to improve about our business, you can just take it and run with it. You can own that process. You can own the way that we do it, and you can improve the way that we do business for our customers and our internal people.

Jack, Vice President, Sales

The experiences I have at ShipSigma will not only push forward my career here, but will make me more valuable for the rest of my life.

Jared, Director, Business Intelligence

This is my first job, and I’ve learned so much about the industry. But, I’ve learned even more about just being in the world as an adult.

Jon, Business Intelligence Analyst

Describe ShipSigma in Three Words: Innovative. Dedicated. Awesome.

Christy, Manager, Customer Success

Being able to learn different techniques from two co-founders with a sales mentality has been a great learning experience. We’re a tech company with sales leadership, which is rare.

Jordan, Vice President, Partnerships

ShipSigma exists to unlock value in businesses and people's lives.

Chase, Co-Founder & CEO

Job Openings

We’re looking for talented, passionate individuals who believe in seizing the opportunity and pushing the limits. At ShipSigma, we strive for growth and want our people to achieve wins they never thought possible.

Chief Revenue Officer

Job Summary:

The Chief Revenue Officer (CRO) is responsible for driving all revenue-generating functions at ShipSigma, with a focus on aggressive outbound prospecting, pipeline growth, and sales execution. This role is a true player-coach—balancing strategic leadership with hands-on selling and team development, while focusing on scaling the team, refining the go-to-market strategy, and leading through process, accountability, and vision. The CRO will lead the sales and marketing teams to exceed revenue targets while also directly engaging in prospecting and deal execution. This is a locally based role, requiring at least three days per week in ShipSigma’s Indianapolis, IN headquarters.

Chief Revenue Officer Duties/Responsibilities:

Lead, scale, and coach the sales and marketing teams with a focus on pipeline development, quota attainment, and outbound activity accountability.
Develop and execute go-to-market strategies, including segmentation, messaging, pricing, and sales process design.
Oversee marketing programs and content development that drive top-of-funnel growth, lead conversion, and outbound sales success.
Leverage AI-driven tools and analytics to optimize campaigns, enhance lead generation, and drive data-informed revenue strategies.
Establish and manage KPIs, sales forecasts, and CRM discipline to ensure predictable and scalable revenue growth.
Personally engage in outbound prospecting and lead key sales conversations and enterprise contract negotiations.
Maintain deep knowledge of ShipSigma’s value proposition, carrier contract dynamics, and logistics pain points faced by target customers.
Collaborate with the President and executive team on strategic planning and growth initiatives.
Foster a high-performance, collaborative, and metrics-driven team culture, including recruiting, onboarding, and continuous coaching of sales and marketing talent.
Maintain presence in the Indianapolis office for a minimum of 3 days per week to lead, coach, and collaborate in person.

Qualifications:

8+ years of experience in B2B sales and marketing leadership, with at least 5 years in logistics, transportation, or parcel optimization.
Proven success leading outbound-driven teams and personally generating a high-value pipeline.
Experience in high-velocity and enterprise sales environments; ability to manage strategic sales cycles.
Deep understanding of small parcel carrier contract dynamics and/or audit-driven value delivery.
Strong grasp of CRM and marketing tech stack; HubSpot experience preferred.
Exceptional leadership, communication, and organizational skills.
Bachelor’s degree required.
Local to the Indianapolis area or willing to relocate. This role requires in-office presence in Indianapolis, IN, at least three days per week.

Apply now via LinkedIn: https://www.linkedin.com/company/shipsigma/jobs

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