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Unconventional CMO - Redefine Marketing Leadership

This Is No Ordinary Role. This Is No Ordinary Love.

This is for people who have something to prove. For those who have shattered traditional expectations, built bold strategies, and crave a platform to redefine what marketing leadership means in an AI-first, high-growth environment.

What if YOU could design and execute the marketing strategy for not one, but multiple transformative companies? What if you could do this with cutting-edge AI tools, real-time data insights, and a team that values creativity, bold risks, and customer obsession above all else?

Sound exciting?

Maybe you’re ready to jump in with both feet. But before you do, ask yourself these questions:

  1. Are you truly an innovator, ready to create and execute bold ideas that challenge the status quo?
  2. Are you customer-obsessed, with empathy that drives insight and experience?
  3. Can you think differently and execute differently, leveraging AI and automation to amplify results?
  4. Do you embrace calculated risks and have the ability to quickly learn, adapt, and adjust from failure?
  5. Are you hungry to leave a legacy—not just for one company, but for an ecosystem of ventures?

About Us

Expedite Commerce: A Salesforce-native Lead-to-Cash SaaS platform, driving growth with advanced Digital Engagement, CPQ, CLM, eCommerce, and Subscription Billing. We are leveraging an AI-first approach to transform customer experience and productivity.

Re:them: Revolutionizing sales through AI, empowering buyers to make informed decisions. Our platform transforms sales by uncovering customer needs and driving impactful insights.

We’re not just building companies—we’re shaping the future of technology, innovation, and business impact. Our vision includes spinning up multiple companies, creating ecosystems of transformative change. This role offers the opportunity to influence and scale Expedite Commerce, Re:them, and future ventures poised for significant growth.

Why This Role Is Different

This is your chance to write the playbook for a new era of marketing leadership.

  • Define Your Impact: Decide how much of your focus is on brand, growth, product vision, or sales execution—not just for one company, but across Expedite Commerce, Re:them, and future ventures we plan to spin up.
  • Collaborate to Innovate: Work closely with a forward-thinking Founder and CEO and high-performing teams who value experimentation and bold ideas.
  • Build Across Ventures: Shape strategies that scale not just companies but entire ecosystems of innovation.
  • Leverage AI First: Lead with cutting-edge tools to amplify your strategies and redefine success.
  • Leave a Legacy: Build ventures that have a lasting impact on the technology landscape.

Required Qualifications

  1. Proven Scaling Expertise:
    You’ve been responsible for taking a high-growth company through critical stages like 1 to 10 or 10 to 100. You know what it takes to scale because you’ve done it before—not because you want to try it for the first time.
  2. Innovative Leadership:
    You’ve broken the mold and achieved success with non-traditional, creative, and bold strategies. If your career has been defined by following playbooks rather than writing them, this isn’t the right fit.
  3. Culture Fit:
    You thrive in a high-performance, supportive environment where coaching and training are as important as results. You believe in the power of bold ideas and are unafraid of calculated risks to drive transformative success.

Next Steps

We’re looking for candidates who already embody the characteristics of a non-traditional, innovative leader. If you’re still looking for your first chance to step out of the traditional mold, this role isn’t the right fit.

If you believe you’re the bold, visionary CMO we’re searching for, here’s what to do next:

  1. Apply Now: Submit your resume and complete the application questions.
  2. Show Us Your Thinking: Be prepared to share your boldest ideas and past successes in the video interview stage.
  3. Be Ready to Collaborate: If selected, you’ll have the opportunity to ideate with our Founder and tackle a real-world challenge during the process.

This is your chance to leave a legacy and shape the future of marketing leadership. We’re excited to hear from you!



  • Health Insurance
  • Company-paid accredited professional certifications that are relevant to your position
  • Fully Remote work Opportunity

Our Belief

We believe that people achieve their best when technology empowers them to build meaningful relationships and explore groundbreaking ideas. That’s why we create systems that free you to focus on what truly matters: your customers and driving innovation.

Our applications are designed to transform the way you do business.

See more about us at expeditecommerce.com. You can also read about us on https://www.g2.com/products/expedite-commerce/reviews, and on Salesforce AppExchange/ExpediteCommerce

Expedite Commerce Glassdoor Company Review
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Expedite Commerce DE&I Review
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CEO of Expedite Commerce
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Tyler Moini
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What You Should Know About Unconventional CMO - Redefine Marketing Leadership, Expedite Commerce

Are you ready to break the mold as the Unconventional CMO at Expedite Commerce? This role is a one-of-a-kind opportunity designed for trailblazers eager to challenge the norms of marketing leadership in an AI-first, high-growth environment. At Expedite Commerce, a Salesforce-native lead-to-cash SaaS platform, we believe in innovation and creativity. As the CMO, you'll have the chance to design marketing strategies for multiple transformative companies, leveraging advanced tools and real-time data insights. If you've got a passion for customer obsession and a knack for executing bold ideas that go against the grain, this position might just be your next big adventure. Picture yourself collaborating closely with a visionary CEO and partnering with high-performing teams who flourish in an atmosphere that champions experimentation. Here, you won’t just raise the bar; you’ll redefine what success looks like for an entire ecosystem of ventures. This fundamentally different role invites you to be the architect behind impactful marketing strategies and forge a legacy across multiple companies, from Expedite Commerce to Re:them and beyond. If you thrive in a supportive, high-performance culture where calculated risks are celebrated, and innovation knows no limits, we want to hear from you. Join us as we leverage cutting-edge AI tools to shape the future of technology, innovation, and business impact—this is your chance to leave an indelible mark on the marketing landscape!

Frequently Asked Questions (FAQs) for Unconventional CMO - Redefine Marketing Leadership Role at Expedite Commerce
What does the Unconventional CMO role at Expedite Commerce entail?

The Unconventional CMO role at Expedite Commerce is not just about leading marketing efforts for one company; it's about rethinking marketing leadership altogether. In this position, you'll design and execute marketing strategies across multiple ventures while leveraging AI tools and customer insights to drive innovation and growth.

Join Rise to see the full answer
What qualifications do I need to become the Unconventional CMO at Expedite Commerce?

To be the Unconventional CMO at Expedite Commerce, you should possess proven scaling expertise as well as a track record of innovative leadership. Ideal candidates have successfully led high-growth companies through critical stages and have a penchant for creative, bold strategies that challenge traditional marketing norms.

Join Rise to see the full answer
What is the company culture like at Expedite Commerce for the Unconventional CMO?

At Expedite Commerce, the culture is dynamic, high-performing, and supportive. The environment encourages coaching, training, and bold collaboration, creating the perfect setting for someone who thrives on innovation and isn't afraid to take calculated risks to achieve transformative success.

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How can I leave a legacy as the Unconventional CMO at Expedite Commerce?

As the Unconventional CMO at Expedite Commerce, you have the unique opportunity to influence and scale multiple innovative ventures, leaving a legacy by shaping the future of technology and marketing. You'll craft strategies that go beyond traditional approaches, striving for significant impact across the entire ecosystem of companies.

Join Rise to see the full answer
What tools will the Unconventional CMO at Expedite Commerce utilize?

In the role of Unconventional CMO at Expedite Commerce, you'll have access to cutting-edge AI tools and real-time data insights, which will enable you to amplify your marketing strategies effectively. This technology-driven approach is key to transforming customer experiences and driving impactful results.

Join Rise to see the full answer
What makes the Unconventional CMO position at Expedite Commerce different?

The Unconventional CMO position at Expedite Commerce is unique because it's about more than traditional marketing leadership; it's an opportunity to pioneer new ideas and frameworks for multiple companies simultaneously. This role celebrates creativity and calculated risk-taking in a collaborative environment that's dedicated to transformative success.

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What should I prepare for when applying for the Unconventional CMO role at Expedite Commerce?

When applying for the Unconventional CMO role at Expedite Commerce, be ready to showcase your boldest ideas and past successes during the interview process. You may need to ideate with the founder and tackle real-world challenges, so think about how your creative thoughts can redefine marketing leadership.

Join Rise to see the full answer
Common Interview Questions for Unconventional CMO - Redefine Marketing Leadership
How would you approach designing a marketing strategy for multiple companies?

Begin by understanding the unique brand identities and goals of each company. Create a tailored marketing strategy that allows for adaptability across different market needs while leveraging common AI tools for analytics and customer insights. Focus on how each strategy supports the overall ecosystem of ventures.

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Can you discuss a time when a bold marketing idea you had failed?

When discussing a failed marketing idea, focus on your ability to learn from the experience. Share what you set out to achieve, what went wrong, and more importantly, how that failure informed your future strategies. Highlight your adaptability and how these lessons led to more successful campaigns later.

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What does customer obsession mean to you as a CMO?

Customer obsession means putting the customer at the center of every decision you make. It’s about understanding their needs deeply, gathering feedback, and using data to create experiences that resonate. As a CMO, being customer-obsessed includes tailoring strategies that foster authentic relationships.

Join Rise to see the full answer
How would you foster innovation within your marketing team?

Encouraging innovation starts with cultivating a safe environment for experimentation. This includes holding brainstorming sessions, allowing team members to pitch their ideas without fear of rejection, and providing resources for professional development. Recognize and reward successful experiments and innovative ideas.

Join Rise to see the full answer
How do you see AI impacting marketing strategies today?

AI is transforming marketing by providing data-driven insights that allow for more personalized customer interactions and more efficient campaign management. Discuss how you would integrate AI tools to analyze customer behavior, automate repetitive tasks, and enhance decision-making processes.

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What’s your experience with scaling a marketing team in a high-growth environment?

Share specific experiences where you've built or scaled a marketing team effectively. Discuss the strategies you used for recruitment, staff development, and ensuring team members aligned with company goals while fostering a culture of creativity and high performance during rapid growth.

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How do you prioritize between brand awareness and direct sales in your strategies?

Communication is key. Emphasize the importance of building brand awareness to support long-term growth while balancing immediate sales goals. Discuss how to devise campaigns that build brand equity and lead to conversions, ensuring both aspects work in harmony.

Join Rise to see the full answer
Describe a successful multi-channel campaign you've led.

Talk about the specifics of a multi-channel campaign you've designed and executed. Highlight your strategy, execution, the channels used, and the results achieved. Include how you measured success and adjusted your tactics based on the data collected during the campaign.

Join Rise to see the full answer
What role does collaboration play in your marketing approach?

Collaboration is essential for crafting comprehensive marketing strategies. Emphasize your approach to working with cross-functional teams—how you ensure alignment between marketing, product development, sales, and customer service for cohesive messaging and execution.

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How do you ensure a marketing strategy reflects the evolving digital landscape?

Keeping pace with the digital landscape involves continuous learning and adaptation. Discuss how you monitor industry trends, engage with thought leaders, and harness analytics to adapt marketing strategies in real time. Encourage your team to be agile and to embrace new technologies as they emerge.

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DATE POSTED
November 25, 2024

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