A couple of things from my perspective/experience.
1. Pioneer works really hard at spending their money wisely. The corps director, Roman Blenski II, has worked very hard at building close relationships and deals with businesses and organizations to get discounts on stuff like food, or even receiving free edible food that businesses can't legally sell anymore. During spring training, we house at a school that the corps has been at for a very long time as the corps has an agreement with the school. Then we take a 5 minute bus travel to Pioneerland, a 7 acre property, where we rehearse. This facility and the school save the corps some money and gives the corps the ability to do whatever they want as it's their own land. So, Pioneer rents/leases off some parking spots at Pioneerland, which brings in a guaranteed amount of income for however long the renting/leases last. The corps will even sometimes let other corps (almost all DCA) house at Pioneerland when Pioneer isn't in the Milwaukee area. Roman knows that spending some good, and wisely spent, money on the members and staff are very important for making sure members are happy and positive. Like canoeing and Summerfest (which they get in for free since they perform there annually).
2. The corps truly lives by their motto, "Better Every Day." Whether it's fractionally or exponentially, they get better every day. Member are proud to wear their uniform and don't care about what negative things people think of them. They push on every single day and are proud of their show and their corps.
3. Pioneer going to church every Sunday (when it's possible and logistical) gives members a break for 2 hours from rehearsal. I remember vividly waking up every Sunday in 2016 and realizing we are going to church. Plus the brassline sometimes performs in churches, which gives communities free entertainment and lets us show themselves to more people. Plus some churches they go have some very interesting and fun services. Plus they sometimes get free food and coffee.
4. Yes, the corps has some issues. As does every single other corps that has ever existed. It's just how it is. The corps is looking to modernizing, but of course, even though the corps is smart with their money, Pioneer doesn't have $100K laying around or anything like that. Yes, the corps probably has an emergency fund, but that isn't to be used unless there is an emergency or the corps is completely stuck in a pickle. Pioneer's alumni are currently discussing how they can help the corps. Such as finding a way to form a good social media team and helping recruit members. Times are changing in the drum corps world every fast. Even for corps like Pioneer. It will just take some time and experimenting.
5. DCI's social media team is very good at featuring the high scoring open class and world class corps, but really only gives lower scoring open and world class corps some "air time" and social media presence. While things are getting better. DCI themselves aren't very good yet at being equal to ALL corps on their social media accounts. To clarify, Pioneer isn't the only one who gets pushed to the side in DCI's social media presence, but they surely seem to not get much activity at all besides the rare 2 minute YouTube video or a short Facebook post about them.
All that being said. I do have some strong opinions about Pioneer, and I want to see them grow and be a corps that corps will be afraid of (competitively).