(And Why This Time It Felt Like a Bargain, Not a Mistake)
The Trade (Let’s Get the Facts Straight)
Today’s trade:
✔ Bought 2 shares of PRGS
✔ Execution price: $44.0724
✔ Capital deployed: ~$88
Confession Time: I Broke My Own Rule
I have a simple personal policy:
Never double down. Never throw good money after bad.
That rule exists because it protects me from emotional decisions and sunk-cost fallacies.
And yet…
On 10/10/2023, I bought:
- 2 shares of PRGS at $54.03
- Total: $108.06
Today, I bought again — below that price.
Yes, this is technically doubling down.
Yes, this is me violating my own rule.
But here’s the key difference — and why I can live with it.
This Doesn’t Feel Like Chasing — It Feels Like a Bargain
Back in 2023, I paid more for a company that was doing less.
Today:
- The company is doing much better
- Revenues are dramatically higher
- Earnings are strong
- The stock is still cheaper than my original entry
That creates a very specific psychological (and financial) feeling:
👉 I’m buying a better company at a better price.
That’s not revenge trading.
That’s opportunistic embarrassment management.
Let’s Talk Numbers (Because They Matter)
Here is what Progress Software has actually done on the revenue front:
- Revenue 2023: 694,439
- Revenue 2024: 753,409
- Revenue 2025: 977,831
That’s not noise. That’s a step-change.
From 2023 to 2025, revenue increased by over 40%.
This isn’t a turnaround story anymore — it’s an execution story.
The company is scaling, integrating acquisitions, and converting that scale into cash flow and earnings.
The Earnings That Triggered Today’s Buy
Today’s news wasn’t “pretty good.”
It was objectively strong:
- Revenue surged
- Earnings beat expectations
- Guidance confirmed momentum
- The market responded immediately (hence the +13% day)
This is exactly the kind of situation where I allow myself to bend rules — not because I’m optimistic, but because the data changed.
About That Forward P/E (Yes, It’s Real Enough)
I’ll admit it:
I love the way this stock looks on valuation screens.
A forward P/E around ~6.5 (as shown on Yahoo Finance) is eye-catching — especially for a profitable software company with recurring revenue and strong retention.
Is it perfect? No.
Is it “cheap for a reason”? Possibly.
But when a company:
- Is growing revenues aggressively
- Is profitable
- Is being rewarded by the market today
…a low forward multiple becomes an invitation to at least pay attention.
That’s all I’m doing here.
Why PRGS Fits the “Stock Waiting for Double Up” Bucket
This is not a conviction play.
It’s not a “bet the farm” idea.
It fits this category because:
- The position size is intentionally small
- The business fundamentals have improved materially
- A future price move could allow me to:
- Sell part of the position
- Recover my initial capital
- Let the remaining shares ride as free shares
That’s the entire philosophy behind this category.
Not prediction.
Not bravado.
Just optionality.
What If I’m Wrong? (Because That’s Always Possible)
If PRGS stalls or drifts lower:
- I’m not adding again
- I’m not “defending” the position
- I’m not rewriting rules a second time
The loss would be contained and survivable — both financially and emotionally.
That’s the price of rule-breaking: you only get to do it once.
The Trade (Let’s Get the Facts Straight)
Today’s trade:
✔ Bought 2 shares of PRGS
✔ Execution price: $44.0724
✔ Capital deployed: ~$88
And let’s correct the record immediately:
📈 PRGS is UP about +13.8% today.
No slipping. No post-earnings disappointment.
The market liked the results — and it showed.
Confession Time: I Broke My Own Rule
I have a simple personal policy:
Never double down. Never throw good money after bad.
That rule exists because it protects me from emotional decisions and sunk-cost fallacies.
And yet…
On 10/10/2023, I bought:
- 2 shares of PRGS at $54.03
- Total: $108.06
Today, I bought again — below that price.
Yes, this is technically doubling down.
Yes, this is me violating my own rule.
But here’s the key difference — and why I can live with it.
This Doesn’t Feel Like Chasing — It Feels Like a Bargain
Back in 2023, I paid more for a company that was doing less.
Today:
- The company is doing much better
- Revenues are dramatically higher
- Earnings are strong
- The stock is still cheaper than my original entry
That creates a very specific psychological (and financial) feeling:
👉 I’m buying a better company at a better price.
That’s not revenge trading.
That’s opportunistic embarrassment management.
Let’s Talk Numbers (Because They Matter)
Here is what Progress Software has actually done on the revenue front:
- Revenue 2023: 694,439
- Revenue 2024: 753,409
- Revenue 2025: 977,831
That’s not noise. That’s a step-change.
From 2023 to 2025, revenue increased by over 40%.
This isn’t a turnaround story anymore — it’s an execution story.
The company is scaling, integrating acquisitions, and converting that scale into cash flow and earnings.
The Earnings That Triggered Today’s Buy
Today’s news wasn’t “pretty good.”
It was objectively strong:
- Revenue surged
- Earnings beat expectations
- Guidance confirmed momentum
- The market responded immediately (hence the +13% day)
This is exactly the kind of situation where I allow myself to bend rules — not because I’m optimistic, but because the data changed.
About That Forward P/E (Yes, It’s Real Enough)
I’ll admit it:
I love the way this stock looks on valuation screens.
A forward P/E around ~6.5 (as shown on Yahoo Finance) is eye-catching — especially for a profitable software company with recurring revenue and strong retention.
Is it perfect? No.
Is it “cheap for a reason”? Possibly.
But when a company:
- Is growing revenues aggressively
- Is profitable
- Is being rewarded by the market today
…a low forward multiple becomes an invitation to at least pay attention.
That’s all I’m doing here.
Why PRGS Fits the “Stock Waiting for Double Up” Bucket
This is not a conviction play.
It’s not a “bet the farm” idea.
It fits this category because:
- The position size is intentionally small
- The business fundamentals have improved materially
- A future price move could allow me to:
- Sell part of the position
- Recover my initial capital
- Let the remaining shares ride as free shares
That’s the entire philosophy behind this category.
Not prediction.
Not bravado.
Just optionality.
What If I’m Wrong? (Because That’s Always Possible)
If PRGS stalls or drifts lower:
- I’m not adding again
- I’m not “defending” the position
- I’m not rewriting rules a second time
The loss would be contained and survivable — both financially and emotionally.
That’s the price of rule-breaking: you only get to do it once.
Final Thought
Today I did something slightly uncomfortable:
- I broke my “never double down” rule
- I bought again into a stock I already owned
But I did it:
- At a lower price
- With a stronger company
- After clearly positive earnings
- With a tiny, controlled amount of capital
That’s not discipline collapsing.
That’s discipline bending — carefully.
PRGS now sits comfortably in my Stock Waiting for Double Up list.
We’ll see if it earns its way out.
Final Thought
Today I did something slightly uncomfortable:
- I broke my “never double down” rule
- I bought again into a stock I already owned
But I did it:
- At a lower price
- With a stronger company
- After clearly positive earnings
- With a tiny, controlled amount of capital
That’s not discipline collapsing.
That’s discipline bending — carefully.
PRGS now sits comfortably in my Stock Waiting for Double Up list.
We’ll see if it earns its way out.

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