
Jess Loseke is the co-founder of Midwest Barrel Company, an 8-figure business that scaled rapidly from a small startup to a nationally recognized brand. With a background in human resources consulting and leadership development, Jess specializes in building people-first systems that enable fast, sustainable growth. She has been recognized on the Inc. 5000 list for four consecutive years and continues to lead with a strong focus on culture, structure, and scalability.
Here’s a glimpse of what you’ll learn:
- [03:00] How Jess helped scale a business from a side hustle to an 8-figure company.
- [07:10] Why pairing fast-moving vision with structured systems creates growth.
- [10:30] How strong hiring and onboarding systems drive team performance.
- [11:00] Why rapid growth makes process documentation both difficult and essential.
- [18:20] Why entrepreneurs must stay “unhinged on purpose” to keep growing.
In this episode:
Scaling quickly sounds exciting—but without systems, it can just as quickly fall apart.
In this episode, Adi Klevit interviews Jess Loseke, co-founder of Midwest Barrel Company, about what it really takes to grow a business from a small startup into an 8-figure operation. Jess shares how the business began with a simple idea—reselling barrels—and evolved into a tech-enabled company that disrupted a traditional industry.
Adi and Jess explore the balance between vision and structure. Jess explains how her husband’s ability to move quickly and test ideas paired with her strength in building systems created a powerful combination. While fast execution sparked growth, it was the implementation of structured processes—especially around hiring, onboarding, and operations—that made scaling possible.
The conversation also highlights a key challenge many entrepreneurs face: maintaining processes in a rapidly changing environment. Jess emphasizes that even when systems need to be updated constantly, the discipline of documenting and refining them is critical. Without that foundation, growth eventually creates operational breakdowns.
Resources mentioned in this episode:
- Adi Klevit on LinkedIn
- Business Success Consulting Group
- Jess Loseke on LinkedIn
- Jess Loseke Website
- Midwest Barrel Co
- "From SaaS Exits to Systems Mastery: Alane Boyd on Automation and Growth" on Systems Simplified
Quotable Moments:
- “If you grow too fast without systems, eventually it will break.”
- “Process is the only thing that allows you to scale.”
- “We are a different business every year.”
- “If you don’t take care of your people, you don’t have a business.”
- “Stay unhinged on purpose—that’s what got you here.
Action Steps:
- Identify which areas of your business rely on individuals instead of systems.
- Build structured hiring and onboarding processes to support team growth.
- Document processes—even if they will need to be updated frequently.
- Assign internal champions to own and maintain key systems and tools.
- Continue taking calculated risks instead of defaulting to playing it safe
Sponsor for this episode:
This episode is brought to you by Business Success Consulting Group.
At Business Success Consulting Group, we create custom processes and tailor-made management systems so businesses can thrive.
Businesses simply can’t survive without workable systems and well-documented processes. That’s why our team of experienced professionals takes care of it for you.
We provide business owners, entrepreneurs, and key executives with six phases to success, along with the long-lasting systems necessary to support business expansion.
So, what are you waiting for? Do yourself a favor and cut the chaos out of your business.
Visit bizsuccesscg.com today or email info@bizsuccesscg.com to schedule a free consultation.






