Three Wins, and One of Them Was Quitting | Freedom Friday episode artwork

EPISODE · Aug 21, 2026 · 23 MIN

Three Wins, and One of Them Was Quitting | Freedom Friday

from Why Did We Start This?

It's Freedom Friday, and this one gets uncomfortably honest. Penny and Jonathan share their three wins of the week, and win number one is that they fired their marketing company. Roughly $20,000 spent across agencies in twelve months, about $18,000 with the last one, and exactly one client to show for it. They walk through the math that made the decision for them: a $125 lead that becomes $250 when 80% don't show up, then $375 to $500 once you count the ones who don't even own a business. As Penny puts it, it was a numbers decision, not a feelings decision. Then the good news: a new client, a $7 million company that came through a networking referral rather than any ad, where cleaning up last year's books turned up $190,000 of overstated income the owner was about to pay taxes on. There's also a spontaneous afternoon in Waco that has nothing to do with business and everything to do with the point of Freedom Friday.Book a Free Call with PennyConnect with us:FacebookInstagramLinkedIn1610 Financial SolutionsTakeaways:"It was a numbers decision, not a feelings decision." Run the real cost per closed client before you renew an agency. A $125 lead is $250 when 80% no show, and more once you strip out the ones who don't fit at all.Check your QuickBooks undeposited funds balance today. Receiving a payment and separately recording the deposit is the most common DIY bookkeeping mistake, and it quietly duplicates your income.Your CPA or EA is almost certainly not verifying that your books are correct. The engagement letter says they file based on what you gave them. Overstated income means paying tax on money that never hit your account.Revenue growth makes you more vulnerable to fraud, not less, because the owner can no longer personally see everything. Never give your bookkeeper check writing authority. Keep the trigger on your side.Buying software isn't the same as implementing it. A $7M company had 25 employees on Expensify that was never connected, so the owner was hand keying every transaction.This show is for general information and encouragement. It is not tax, financial or legal advice. Please consult a professional about your particular situation before you make any decisions.

Episode metadata supplied by the publisher feed · Published Aug 21, 2026

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It's Freedom Friday, and this one gets uncomfortably honest. Penny and Jonathan share their three wins of the week, and win number one is that they fired their marketing company. Roughly $20,000 spent across agencies in twelve months, about $18,000 with the last one, and exactly one client to show for it. They walk through the math that made the decision for them: a $125 lead that becomes $250 when 80% don't show up, then $375 to $500 once you count the ones who don't even own a business. As Penny puts it, it was a numbers decision, not a feelings decision. Then the good news: a new client, a $7 million company that came through a networking referral rather than any ad, where cleaning up last year's books turned up $190,000 of overstated income the owner was about to pay taxes on. There's also a spontaneous afternoon in Waco that has nothing to do with business and everything to do with the point of Freedom Friday.

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Three Wins, and One of Them Was Quitting | Freedom Friday

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This episode was published on August 21, 2026.

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