On Indigenous Peoples’ Day, Roll With Paid. Expands Tribal Relations Practice
On Indigenous Peoples’ Day, Minnesota payroll and employer-of-record company Roll With Paid. is expanding its tribal relations practice under Managing Member Jen Williams, a member of the Sisseton-Wahpeton Oyate. The practice serves tribally chartered enterprises and Indigenous-owned businesses that work across tribal, state and federal employment requirements, and the company continues to support the work of ICIA, a national Indigenous business and policy association.
Minneapolis, MN, October 12, 2026 --(PR.com)-- On Indigenous Peoples’ Day, Roll With Paid., a Minnesota-based payroll, HR and employer-of-record (EOR) company, announced the expansion of its tribal relations practice. The practice is led by Managing Member Jen Williams, a member of the Sisseton-Wahpeton Oyate. It provides payroll, HR and EOR services to tribally chartered enterprises and Indigenous-owned businesses whose operations fall under more than one jurisdiction.
The Minnesota payroll and employer-of-record company is broadening its support for tribally chartered enterprises and Indigenous-owned businesses that must comply with tribal, state and federal employment requirements at the same time.
Tribal enterprises face employment challenges that most payroll and HR providers aren’t built for. Compliance often requires working across tribal, state and federal law at once. Workforces commonly include seasonal staff, several locations, and a mix of tribal and non-tribal employees. Smaller enterprises often struggle to get the benefits, workers’ compensation coverage and HR infrastructure that larger employers take for granted.
“Indigenous Peoples’ Day is about recognizing what our nations have built and are still building,” said Jen Williams, Managing Member of Roll With Paid. and a member of the Sisseton-Wahpeton Oyate. “Tribal enterprises run some of the most complex workforces anywhere, under three layers of law, and too often they’re handed systems that were designed for someone else. This work is personal to me. Our job is to give these businesses employment infrastructure that respects how they actually operate, and to make sure everyone who works for them gets paid correctly and on time. Tokiya taŋ haŋ yahi kiŋ uŋkiksuyab.”
Roll With Paid. also supports and works alongside ICIA, a national tribal business association. ICIA works to expand opportunity and equity for Indigenous people and Tribal Nations through policy, programming and outreach. Its work connects Tribal Nations, Indigenous entrepreneurs, advocates and industry partners, which matches the community Roll With Paid.’s tribal relations practice was built to serve.
As an employer of record, Roll With Paid. becomes the named W-2 employer for client staff and takes on statutory employer obligations such as payroll tax filings, W-2 issuance and state leave premiums. The enterprise keeps control of day-to-day operations. This model gives smaller tribal enterprises access to enterprise-level benefits, workers’ compensation coverage and HR support regardless of their size.
Williams brings a background in HR, management, public relations and marketing to the practice. She works alongside founder Leah Kollross, and Roll With Paid. counts Indigenous community members among both its team and its partners.
Tribal enterprises and Indigenous-owned businesses can learn more and start a conversation at rollwithpaid.com/tribal-relations.
About Roll With Paid.
Roll With Paid. is a Minnesota-based payroll, HR and employer-of-record company serving employers in Minnesota and other states. Led by founder Leah Kollross and Managing Member Jen Williams, the company provides payroll, HR and compliance services for tribal enterprises, Indigenous-owned businesses and companies in hospitality, retail, manufacturing and other specialty and regulated industries. Roll With Paid. is not a law firm or tax preparer and does not provide legal or tax advice. Learn more at rollwithpaid.com.
The Minnesota payroll and employer-of-record company is broadening its support for tribally chartered enterprises and Indigenous-owned businesses that must comply with tribal, state and federal employment requirements at the same time.
Tribal enterprises face employment challenges that most payroll and HR providers aren’t built for. Compliance often requires working across tribal, state and federal law at once. Workforces commonly include seasonal staff, several locations, and a mix of tribal and non-tribal employees. Smaller enterprises often struggle to get the benefits, workers’ compensation coverage and HR infrastructure that larger employers take for granted.
“Indigenous Peoples’ Day is about recognizing what our nations have built and are still building,” said Jen Williams, Managing Member of Roll With Paid. and a member of the Sisseton-Wahpeton Oyate. “Tribal enterprises run some of the most complex workforces anywhere, under three layers of law, and too often they’re handed systems that were designed for someone else. This work is personal to me. Our job is to give these businesses employment infrastructure that respects how they actually operate, and to make sure everyone who works for them gets paid correctly and on time. Tokiya taŋ haŋ yahi kiŋ uŋkiksuyab.”
Roll With Paid. also supports and works alongside ICIA, a national tribal business association. ICIA works to expand opportunity and equity for Indigenous people and Tribal Nations through policy, programming and outreach. Its work connects Tribal Nations, Indigenous entrepreneurs, advocates and industry partners, which matches the community Roll With Paid.’s tribal relations practice was built to serve.
As an employer of record, Roll With Paid. becomes the named W-2 employer for client staff and takes on statutory employer obligations such as payroll tax filings, W-2 issuance and state leave premiums. The enterprise keeps control of day-to-day operations. This model gives smaller tribal enterprises access to enterprise-level benefits, workers’ compensation coverage and HR support regardless of their size.
Williams brings a background in HR, management, public relations and marketing to the practice. She works alongside founder Leah Kollross, and Roll With Paid. counts Indigenous community members among both its team and its partners.
Tribal enterprises and Indigenous-owned businesses can learn more and start a conversation at rollwithpaid.com/tribal-relations.
About Roll With Paid.
Roll With Paid. is a Minnesota-based payroll, HR and employer-of-record company serving employers in Minnesota and other states. Led by founder Leah Kollross and Managing Member Jen Williams, the company provides payroll, HR and compliance services for tribal enterprises, Indigenous-owned businesses and companies in hospitality, retail, manufacturing and other specialty and regulated industries. Roll With Paid. is not a law firm or tax preparer and does not provide legal or tax advice. Learn more at rollwithpaid.com.
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Roll With Paid
Leah Kollross
612-816-1755
https://rollwithpaid.com
Leah Kollross
612-816-1755
https://rollwithpaid.com
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