5 to 50: Financial Strategies for Growing Companies is a podcast hosted by Jeff Rudner. The podcast is your company's go-to resource for financial empowerment and strategic planning. Designed for entrepreneurs and business owners managing $5–$50 million in revenue, we deliver practical financial insights to help you scale your business, optimize cash flow, and harness the power of technology. Through conversations with SMB leaders and trusted advisors, we break down high-level financial stra ...
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Jeff Rudner Podcasts

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14 - Building a Revenue-on-Demand Engine with Gabe Lullo
34:40
34:40
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34:40In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Gabe Lullo, CEO of Alleyoop, to explore his journey from SDR to CEO and the lessons learned while scaling a 150-person revenue-on-demand company. Gabe shares insights on balancing rapid growth with financial discipline, diversifying client portfo…
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13 - Guarding the Vault: Cybersecurity Strategies for Finance with Chithra Rajagopalan
37:56
37:56
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37:56Is your finance department your company’s biggest security risk? Join Jeff Rudner on this episode of 5 to 50: Financial Strategies for Growing Companies as he welcomes Chithra Rajagopalan, Head of Finance at Obsidian Security, to discuss how the convergence of finance and cybersecurity can either expose companies to billion-dollar breaches or unloc…
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12 - Building a Business That Runs and Grows Without You: Insights from Alan Pentz
41:12
41:12
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41:12Looking to scale your service-based business without drowning in operational chaos? Join Jeff Rudner on this episode of 5 to 50: Financial Strategies for Growing Companies as he sits down with Alan Pentz, founder and former CEO of Corner Alliance, to unpack how he scaled a consulting firm from startup to $35M in revenue. Alan shares actionable insi…
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11 - Cash is Queen: Growth in Uncertain Markets with Joy Mbanugo, CFO at CXAI
31:33
31:33
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31:33What’s the smartest way to manage cash when the market is uncertain? In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Joy Mbanugo, CFO of CXAI and a former executive at Google and BlackRock, to answer that and more. Joy shares actionable strategies for maximizing cash reserves. Navigating fundi…
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10 - The Jetstream Effect: Kevin Diemar on Scaling Without the Overhead
42:32
42:32
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42:32How do you grow a luxury service business without sacrificing quality or cash flow? In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Kevin Diemar, CEO and President of Unity Jets and former Wall Street trader, to uncover how Kevin scaled a private jet brokerage using relationship-driven strateg…
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9 - Ali Firoozi on Turning Finance Teams Into Strategic Business Partners
37:07
37:07
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37:07What if you could transform your finance team from simply reporting numbers to being strategic business partners in the organization's growth? In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Ali Firoozi, CFO of The Pac Group, to explore how finance leaders can drive business growth through str…
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8 - Ex-Facebook Director: This AI Solves Finance's #1 Bottleneck
36:18
36:18
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36:18Finance's #1 bottleneck is reconciliation. What if you could revolutionize your financial operations with AI while maintaining complete control and transparency? In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with ex-Facebook director and CEO and co-founder of Ledge, Tal Kirschenbaum, to discuss h…
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7 - Alex Glueckler on Turning Finance into a Growth Engine at CrossFit
37:42
37:42
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37:42In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Alex Glueckler, VP of Accounting at CrossFit, to discuss how finance can evolve from a reactive function into a proactive, strategic partner. Alex shares insights on simplifying financial metrics, building cross-functional relationships, and crea…
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6 - The Exit Playbook: Johan Hoernell’s Secrets to Scaling and Selling
36:15
36:15
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36:15What if you could learn from someone who successfully scaled and sold a SaaS company in Europe before launching their next venture? In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Johan Hoernell, CEO and co-founder of Reveal Automation. Johan shares his journey from McKinsey consultant to succ…
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5 - Pivot & Prosper: Scaling a CPG Brand the Smart Way with Sabrina Valle and Jessica Quon
35:04
35:04
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35:04In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with the dynamic duo of Sabrina Valle and Jessica Quon, co-founders of the Jam Stand and Mighty Picnic. They share their evolution from crafting small-batch jams to leading a thriving manufacturing enterprise serving major meal kit brands. Learn how t…
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4 - Bootstrapped to $4M ARR: Tom Hunt’s Insights on Sustainable Scaling
40:15
40:15
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40:15In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Tom Hunt, Founder and CEO of Fame, to uncover how he built a $4M ARR B2B podcast agency—without external funding. Tom shares lessons from 17 business attempts, the importance of financial discipline, and why focusing on core services drives susta…
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3 - Scaling Smart: Financial & Growth Strategies for Service-Based Businesses with Kenny Dettman
36:01
36:01
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36:01In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Kenny Dettman, Founder and CEO of TaxNow, a three-time founder and former Big 4 accounting partner, to discuss scaling service-based businesses. They explore building scalable processes, managing rapid team growth, and navigating regulatory chall…
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2 - The Secrets to Scaling Startups with Rick Zullo of Equal Ventures
44:44
44:44
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44:44Welcome to 5 to 50: Financial Strategies for Growing Companies. In this episode, Jeff Rudner talks with Rick Zullo, founder and managing partner of Equal Ventures, about his transition from consulting to venture capital. They discuss talent's importance in startups, early-stage investing challenges, and the emotional rollercoaster of entrepreneursh…
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1 - Scaling Smarter: Adam Schwartz on Data, AI, and Entrepreneurial Growth
38:42
38:42
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38:42Welcome to 5 to 50: Financial Strategies for Growing Companies. In this episode, host Jeff Rudner sits down with Adam Schwartz, founder and CEO of Parable and former co-founder of TeePublic. Adam shares his entrepreneurial journey, emphasizing the power of aligning intention with attention, leveraging AI for workplace efficiency, and understanding …
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🚀 The Wait is Almost Over! After months of preparation, we’re just ONE day away from launching the 5 to 50 Podcast by Proseer! 🎙️ If you're an entrepreneur or business owner managing $5M–$50M in revenue, this podcast is built for you. We’ll bring you expert financial insights, cash flow strategies, operational efficiencies, and cutting-edge tech so…
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