Sun Prairie is growing fast, and one local business is filling a gap that national chains ignored.

On 93.1 JAMZ Community and Culture Inside Out, DJ Fusion highlighted Drive Oscar, a Black owned car rental business in Sun Prairie run by Antonio, a local entrepreneur focused on family, service, and long term legacy.

Drive Oscar is not positioned at the airport. It is not built around fees and friction. It is built around community convenience and affordability.

Antonio chose Sun Prairie after noticing something simple. People from surrounding towns were driving into Madison just to rent a car, because there were no options closer to home. Sun Prairie had booming growth, plenty of car dealerships, and no real rental presence from the big companies. Antonio saw a solution and moved on it.

Drive Oscar now operates a fleet of about a dozen vehicles and offers a wide range of options that match real needs. Customers can rent a pickup truck for moving, a smaller car for getting around town, an SUV for comfort, or a minivan and seven seater for family travel. Antonio keeps pricing affordable, often landing in the $30 to $50 per day range depending on the vehicle and timing, and he offers discounts for longer rentals. He also adds extra value with occasional perks like money back, free days for multi day bookings, and gift cards.

What makes the story even bigger is the mission behind it.

Antonio put the business in his son’s name from day one. He says it plainly. He works for his son. That is the difference between talking about legacy and building it on paper and in practice. Antonio has three daughters as well, and he wants his children to grow into ownership, responsibility, and self sufficiency.

He also speaks openly about the realities of building a business without loans or grants. Maintaining a fleet requires constant reinvestment. Engines, transmissions, repairs, and upkeep never stop. Antonio handles it, keeps the pricing steady, and leans on consistency, research, and strong relationships to keep growing. He has spent serious time learning the funding side, approaching banks, asking questions repeatedly, and doing the unglamorous work of building credit and trust.

Drive Oscar is located at:

1500 West Main Street, Suite 1, Sun Prairie, WI

To browse vehicles and book online:
DriveOscar.com and search the Sun Prairie location.

To contact Antonio directly:
608 440 1989

If you want to support a Black owned business in Wisconsin and you want a rental experience that feels human, local, and flexible, Drive Oscar in Sun Prairie is worth checking out.

Sun Prairie is growing fast, and one local business is filling a gap that national chains ignored.
On 93.1 JAMZ Community and Culture Inside Out, DJ Fusion highlighted Drive Oscar, a Black owned car rental business in Sun Prairie run by Antonio, a local entrepreneur focused on family, service, and long term legacy.
Drive Oscar is not positioned at the airport. It is not built around fees and friction. It is built around community convenience and affordability.
Antonio chose Sun Prairie after noticing something simple. People from surrounding towns were driving into Madison just to rent a car, because there were no options closer to home. Sun Prairie had booming growth, plenty of car dealerships, and no real rental presence from the big companies. Antonio saw a solution and moved on it.
Drive Oscar now operates a fleet of about a dozen vehicles and offers a wide range of options that match real needs. Customers can rent a pickup truck for moving, a smaller car for getting around town, an SUV for comfort, or a minivan and seven seater for family travel. Antonio keeps pricing affordable, often landing in the $30 to $50 per day range depending on the vehicle and timing, and he offers discounts for longer rentals. He also adds extra value with occasional perks like money back, free days for multi day bookings, and gift cards.
What makes the story even bigger is the mission behind it.
Antonio put the business in his son&rsquo;s name from day one. He says it plainly. He works for his son. That is the difference between talking about legacy and building it on paper and in practice. Antonio has three daughters as well, and he wants his children to grow into ownership, responsibility, and self sufficiency.
He also speaks openly about the realities of building a business without loans or grants. Maintaining a fleet requires constant reinvestment. Engines, transmissions, repairs, and upkeep never stop. Antonio handles it, keeps the pricing steady, and leans on consistency, research, and strong relationships to keep growing. He has spent serious time learning the funding side, approaching banks, asking questions repeatedly, and doing the unglamorous work of building credit and trust.
Drive Oscar is located at:
1500 West Main Street, Suite 1, Sun Prairie, WI
To browse vehicles and book online: DriveOscar.com and search the Sun Prairie location.
To contact Antonio directly: 608 440 1989
If you want to support a Black owned business in Wisconsin and you want a rental experience that feels human, local, and flexible, Drive Oscar in Sun Prairie is worth checking out.

Celebrating and uplifting Black Owned Businesses in and around Madison, WI!  

Spreading awareness of unique businesses and amazing causes in partnership with the Madison Black Chamber Of Commerce!

Celebrating and uplifting Black Owned Businesses in and around Madison, WI!  
Spreading awareness of unique businesses and amazing causes in partnership with the Madison Black Chamber Of Commerce!

Community & Culture : Inside Out

DJ Fusion presents Community & Culture: Inside Out

Celebrating and uplifting Black Owned Businesses and community advocates in and around Madison, WI.  Spreading awareness of unique businesses and amazing causes to bring Unity in the Community!

DJ Fusion presents Community &amp; Culture: Inside Out
Celebrating and uplifting Black Owned Businesses and community advocates in and around Madison, WI.  Spreading awareness of unique businesses and amazing causes to bring Unity in the Community!