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The Scaling Podcast With Aaron Harper

The Scaling Podcast With Aaron Harper

By: Aaron Harper
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About this listen

Aaron gets real about by doing what others wouldn’t. He faced the challenges, made the mistakes, and figured out what actually works. Now, he’s giving it all away. No theories, no recycled advice, just real strategies from the trenches. If you’re serious about growing and scaling, this is the podcast you can’t afford to miss.2025 Economics
Episodes
  • The Franchise Growth Reality Check With Shaina Denny | The Scaling Podcast EP 19
    Aug 20 2025

    What does it really take to grow a franchise beyond the first few locations? In this episode, Shaina breaks down the playbook for scaling smarter, supporting franchisees, and building a brand that lasts.


    From personalized sales outreach to franchisor–franchisee partnerships and the hidden costs of growth, this conversation is packed with insights every entrepreneur needs before making the leap into franchising.


    0:00:00 Intro & Guest Background
    00:02:00 How Dog Drop Started
    00:05:30 Early Challenges & Lessons Learned
    00:10:00 Why Franchising?
    00:15:00 Building Systems & Operations
    00:20:00 Scaling a Franchise Brand
    00:27:00 Marketing & Customer Acquisition
    00:33:00 Competition & Differentiation
    00:40:00 Technology & Innovation in Pet Care
    00:47:00 Challenges of Rapid Growth
    00:54:00 Leadership & Team Culture
    01:02:00 Advice for New Franchisors
    01:10:00 Future of Dog Drop & Closing Thoughts

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    1 hr and 38 mins
  • From $10K to $60M: Kelcey Lehrich on Building Holdco's & Buying Ecom Brands | Scaling Podcast Ep 17
    Aug 6 2025

    Aaron Harper sits down with Kelcey Lehrich, co-founder of 365 Holdings, to unpack how he and his partner built a portfolio of consumer brands doing $60M+ in revenue—without raising outside capital. From buying a business with a $10K down payment to navigating a near financial meltdown in 2023, this episode is packed with hard-earned wisdom on e-commerce, partnerships, and founder resilience.

    ⏱️ Timestamps & Topics:
    00:01 – Making friends in your 30s through business, skiing, and Twitter
    01:09 – Kelcey’s first ecommerce business and how 365 Holdings began
    02:53 – Scaling from $2M to $60M in revenue
    04:30 – How many brands are in the portfolio (and how many flopped)
    05:51 – The original thesis vs. today’s strategy
    06:45 – Why the e-commerce aggregator model failed (Thrasio, etc.)
    09:00 – Starbucks vs. “duct-taped” coffee shops analogy
    10:30 – Kelcey's favorite type of business: own supply AND demand
    11:20 – Cuddle Clones: the artisan product business they scaled
    12:40 – Community, connection, and why Kelcey joined YPO
    14:50 – The jump from $45M to $60M: acquisition + turnaround
    16:40 – Buying a distressed jewelry brand (Brian Anthony’s)
    17:44 – Tariffs, China, and global supply chain strategy
    20:14 – Kelcey’s role: M&A, external relationships, and deal flow
    21:19 – Ideal acquisition pace: 1 every 9 months
    22:22 – “SEAL Team” for turnarounds + special situations
    23:08 – Why they love distressed deals over premium growth buys
    24:21 – What’s happening in capital markets & Holdco land
    25:52 – No outside capital: how they bootstrapped from $10K
    27:17 – 2023 financial crisis: the CFO lied, debt stacked up
    30:00 – Daily cash flow, layoffs, workouts… and recovery
    32:39 – How Kelcey’s wife handled the meltdown at home
    34:56 – Faith, identity, and separating self-worth from business
    37:30 – Aaron’s personal story: baby on the way, stepping back, hiring a CEO
    40:24 – “I’m not my business” → writing it all down → reset
    41:43 – Growth curve pressure: why some team members can’t keep up
    43:00 – Making space for others to rise as the founder steps back
    45:43 – Ironman idea: Aaron’s next personal growth & content move
    46:14 – Kelcey gave up his office to make room for the CFO
    47:38 – Holding company evolution: ops vs. strategic layer
    50:12 – Kelcey on content: “not a focus, but I’ll show up if it’s meaningful”
    52:59 – Why he shares: paying it forward to the next entrepreneur
    54:45 – How Aaron’s Twitter & podcast directly drove revenue and talent
    56:25 – Kelcey’s soapbox: “There is no such thing as an e-commerce business”
    59:00 – The danger of launching too many brands in a holdco
    01:00:54 – “Your worst asset is always for sale” – capital allocation logic
    01:02:14 – Why Aaron isn’t opening trucks—his CEO is on a listening tour
    01:04:01 – What comes next as Rolling Suds scales

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    1 hr and 18 mins
  • How to buy a Business the Right Way: SBA Loans, Equity, and Real Talk with Matthias Smith | The Scaling Podcast Ep 16
    Jul 30 2025

    Thinking about buying a business? Not sure what’s real and what’s hype?

    In this episode of The Scaling Podcast, Aaron Harper sits down with Matthias Smith, founder of Pioneer Capital, to unpack exactly how SBA financing works, what makes a business lendable, and the harsh truths nobody on TikTok is telling you. From seller equity to working capital to divorce derailing deals (seriously), this episode dives deep into the real mechanics of acquisitions — whether you're a searcher, operator, or future franchisee.

    Timestamps:
    0:00 Intro
    3:00 How Matthias helps business buyers get financed
    6:50 Where deal flow comes from
    10:00 SBA myths (zero money down?)
    14:00 Seller equity changes
    20:00 Why some businesses can’t be sold
    25:30 Real talk on finding deals
    35:00 Real estate in SBA loans
    47:00 Bigger deals & private equity pressure
    55:00 Aaron’s origin story
    1:02:00 Why capital matters when starting

    Learn more about Matthias:
    Website: https://pioneercap.com
    X (Twitter): @SBA_Matthias

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    1 hr and 5 mins
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