4.6 • 12 Ratings
🗓️ 8 September 2025
⏱️ 5 minutes
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Dick Portillo opened a hot dog stand in Chicago with $1,100 and built it into a billion-dollar regional chain, Portillo’s. After cashing out in 2014, he bought back some stores and built a new real estate and restaurant empire—now, he sits back and collects the rent.
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| 0:00.0 | Here's your Forbes Daily Briefing for Monday, September 8th. |
| 0:05.2 | Today on Forbes, Chicago's hot dog king, Dick Portillo, on selling out and moving on. |
| 0:12.4 | It's been 11 years since Richard Dick Portillo sold Portillo's, |
| 0:17.5 | the restaurant chain offering up Chicago-style hot dogs and Italian beef sandwiches |
| 0:21.7 | that he founded in 1963. |
| 0:25.2 | Sitting in the living room of his 9,000 square foot home in the Chicago suburbs, a short |
| 0:29.7 | drive away from the location of the original Portillo's he opened more than 60 years ago, |
| 0:34.7 | the 85-year-old former Marine is feeling nostalgic. He says, quote, I'm sorry I sold. |
| 0:41.6 | I didn't owe 10 cents to anybody. But ultimately, he knew it was the right decision to make. |
| 0:48.0 | He says, quote, there were 24 private equity groups that were interested in buying Portillo's. |
| 0:53.3 | The timing was right. |
| 0:55.8 | Portillo had spent more than five decades building the company from a single hot dog stand |
| 1:00.3 | in a six-by-12-foot trailer without running water, into a regional chain so beloved that the |
| 1:06.3 | city of Chicago officially declared April 5th, the day it it was founded as Portillo's Day. |
| 1:12.9 | By 2014, the company was bringing in about $300 million in revenues from 38 locations in four |
| 1:18.9 | states. The chain had no debt, and Portillo owned every single restaurant himself. |
| 1:25.0 | He cashed out that July, pocketing nearly $1 billion from Boston-based |
| 1:29.7 | private equity firm Berkshire Partners. Suddenly, he found himself with a lot of cash and not much |
| 1:35.8 | to do. He negotiated soon after the sale to buy back the land and buildings of 20 Portillo's |
| 1:41.8 | restaurants and commissaries in Illinois and Arizona for more than |
| 1:45.3 | $100 million, locking in 20-year leases at some of the chain's highest-grossing locations. |
| 1:51.8 | The average portilloes brings in about $7.6 million, more than fast-growing giants such as Chick-fil-A and |
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