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Stephanie Gregg Shares the Hardships of Being a Single Parent of Two While Their Father Serves 15-years for Cannabis

Stephanie Shepard • September 6, 2023

Last Prisoner Project's Stephanie Shepard and Stephanie Gregg discuss her experiences as a single co-parent of two children, Presley, 11, and Patron, 14, whose father, Jason, has been in prison for cannabis for nine years. Jason was indicted by the federal government and sentenced to a 15-year sentence for cannabis distribution. Stephanie shares her experience of trying to live a normal life while her husband serves his sentence. Stephanie discusses her children, community involvement, and the challenges she and Jason have faced during his time in prison. Last Prisoner Project emphasizes the need for reform of the prison system for drug offenders.


LPP: 

Tell me a little bit about yourself, Stephanie. How did you come to be speaking with me today?


SG: 

Jason was my childhood crush. I moved back to Mendocino County from Southern California to be with him. We had our 2 sons, Patron and Presley, within the next four years. Patron is going to high school, and Presley to middle school.


LPP:
 

How old was Presley when the feds indicted Jason for cannabis charges?


SG:

Presley was three weeks old.


LPP:
 

You live in the Emerald Triangle, the heart of California cannabis. Did you think, nine years later, you would still be experiencing the collateral consequences of a cannabis charge? 


SG:

It's what I've grown up seeing here. It's what I know. It's normal here. Different from the rest of the world. I had never seen anyone get more than like five years. Very few people got long sentences. I really thought he would get out. I didn't think he would do as much time as he has, but they did give him 15 years in federal prison.


LPP:

As a new wife and mother of two young boys, what did Jason's incarceration do to your relationship? As a couple and as a family?


SG:

Sadly, the system is not set up to keep families together. Jason is still one of my best friends, but after the first couple of years, we had our ups and downs and eventually ended up separating. It's already such a lonely road, that when you put that pressure on someone else, and you're trying to make a relationship work, we realized that we got along so much better as friends. Even if Jason didn't understand what it was like for me out here, I understood what it was like for him in there, so when we come together as friends and support each other, it’s healthy for the kids because they feel when we’re strong, and friends and he's involved. They're solid. We still talk every day, and he's a really good co-parent. He still helps with the boys. Last night, I had to take the kids back-to-school shopping, and teenagers can be tough sometimes. And so I had to get Jason on the phone with his son, and he just gave them the “respect mom” talk, and “she does a lot for you” talk, so he's still very much a part of their lives, as much as he can under the circumstances.


LPP:

How important is that continued connection for both Jason and your sons?


SG:

It’s very important! It keeps Jason grounded. There is not a lot in the way of mental health services available in prison. There were times when he would have benefited from some assistance, but he had to get through it on his own. He’s great today, but the kids have surely been his anchor. The boys have a lightness about them that neither Jason nor I had as a kid. I've done a lot of work to make sure that they don't carry this trauma.


LPP:
 

What kind of father was Jason before being taken away?


SG: 

Jason was a super hands-on dad. Jason was that guy that changed diapers and did the grocery shopping, and he loved it. We contributed a lot to our community. We were super involved. He was at every school function. We weren't just out living some crazy life. That's one thing we had in common. Neither of us had the easiest childhood, and that's what we both really wanted was a family of our own. He was a really good dad, and he is today as well, the best that he can be.


LPP:
When you found yourself a single mother, having to take care of your children, did you have a lot of support?


SG:

I don't. This isn't anything negative to the community or to family, I just don't think people know what to do. There's actually a lot of judgment. I did have love and support, but not where I needed it. People don't know what to do. But I'm also a very prideful person that made it always look like I was good, so I think that probably put a wall up from anyone who may have tried to support me differently.  Some people will say straight to your face, “Well, there are consequences.” When people can be so harsh, you put up those walls. So to answer your question, yes and no. Some wonderful people reached out at first, but the years continue to go by and they disappear. I suffered silently. I would not know what I was made of today if I hadn’t gone through that. And my relationship with God is everything.


LPP:

Becoming a single mother almost instantly, you not only suffered emotionally but also financially. What were the hardest of times that you experienced?


SG:

There were times I could barely afford really important things that were necessary. We were just in survival mode. It just felt like it was us against the world. I saw what government assistance did to my mom, so I didn't want to utilize the government. I didn't get on any kind of welfare, or any of the things that I probably should have put my pride down at times and accepted it.

But I made it. It forced me to figure it out. It’s very difficult for families who lose their provider.

Strangely enough, It's not the people that you're closest with that try to help you. It's not the people you’ve helped make money. It's not the people that you helped with their bills. Jason was very generous. He really believed that when you let money go, it comes back to you. So it's funny. It's not the people you think that will be there, but some wonderful people do come out of the woodwork. LPP gifted me a Family Support Grant, which paid for half of the kids' school tuition for that year because I've put them in private school. I want them to have every opportunity that Jason and I didn't. We were really grateful for that. People think prison is free, and it's not free. That's why I put money on his books every single month, no matter what, no matter what my month looks like. I was lucky to have some childhood friends that just loved me through all the stages. But for Jason, he didn’t have that support. I feel like he got treated like he’d died. This is one of the reasons I'm so protective when it comes to him, he deserves better.

LPP:

How have you cared for yourself during such a trying time? Has Jason shared with you how he gets through his days?


SG:

I had an amazing priest, Father Damien, up at the monastery. I would go up there and just cry, and I would go talk to him about everything that I was going through. He was like a dad to me. Jason works out, and he loves the Constituent Newsletters that he gets. All of that means a lot.



LPP:
 

If you could send President Biden a message, what would you tell him? What change would you like to see?


SG:

First, free Jason Gregg! He has served his time. Let him out so he can experience what's left of his sons' childhoods, they need him. His son's going into high school, his youngest is going into middle school. He's missed all of it. It's time.


As for change, starting with the freeing of every person incarcerated for cannabis. There are also not many educational opportunities or adequate mental health support systems available. Things that can assist in rehabilitating someone are not a priority. Jason will have a lot of work to do when he gets out just to try to get re-established. He has taken every program that he has been offered, and I’m proud of him for that. He's such an amazing human that he doesn't put any negativity on us. He's always positive in the way he talks to the kids, and he asks about them, their day, their sports, it's never about himself. Jason's the strongest person I've ever met. I just have so much respect for him.


LPP:

If you can give our readers one final glimpse into who Jason is, how would you describe him?


SG:

Jason is just a good-hearted country boy from Willits who loves his sons, his community, and his family.


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By Stephanie Shepard February 20, 2025
Roots of Resilience: African American Contributions to the Cannabis Movement Cannabis has deep historical roots, stretching back thousands of years across various cultures, including Africa, where it was used for medicinal and spiritual purposes. In pre-20th century America, hemp was cultivated primarily for fiber, but there is evidence of its use within some African American communities as well. These early connections laid a foundation for a complex relationship between African Americans and cannabis, one shaped by cultural significance, criminalization, activism, and entrepreneurship. This journey reveals a narrative of resilience and influence, showcasing the integral role African Americans have played in the evolution of cannabis culture and policy in the United States. The 1930s marked a pivotal shift with the enactment of the “Marihuana Tax Act” of 1937, which effectively criminalized cannabis. This legislation was rooted in racial undertones, strategically associating cannabis use with marginalized communities, particularly African Americans and Mexican immigrants. This racialized narrative was fueled by propaganda that painted cannabis users as violent and dangerous, reinforcing stereotypes that justified harsh legal consequences. The demonization of cannabis laid the groundwork for decades of systemic discrimination and criminalization that would disproportionately impact African American communities. Despite these challenges, African American cultural icons began to reshape the narrative around cannabis during the early 20th century. Louis Armstrong, an iconic jazz musician, openly discussed his cannabis use in interviews. His candor helped normalize its use within African American culture, particularly within the jazz scene, where cannabis became associated with creativity and artistic expression. Armstrong's influence extended beyond his music; he challenged societal norms by embracing cannabis as a tool for relaxation and inspiration, subtly defying the negative stereotypes perpetuated by mainstream society. His legacy continues to inspire artists who view cannabis as an integral part of creative expression and cultural identity. During the 1960s, amid the Civil Rights Movement, cannabis use emerged as a form of counterculture expression among Black Americans in urban areas. The plant became a symbol of resistance and freedom, aligning with the broader struggle against racial oppression. Yet, this association with rebellion also made cannabis a target of political agendas. In the 1970s, the Nixon Administration launched the “War on Drugs,” a policy initiative that disproportionately targeted Black communities. The criminalization of cannabis escalated, leading to skyrocketing arrest rates and significant incarceration disparities. Nixon's advisor, John Ehrlichman, later admitted that the policy aimed to disrupt Black communities and antiwar activists, revealing the racially motivated underpinnings of the drug war. The impact of the War on Drugs intensified during the 1980s under the Reagan Administration, which implemented even harsher drug laws, including mandatory minimum sentences for cannabis offenses. This era further stigmatized cannabis, exacerbating mass incarceration rates among African Americans. The resulting social and economic consequences devastated countless Black families and communities. However, even amid this adversity, resilience emerged. As the criminal justice system disproportionately targeted Black Americans, leaders and activists within these communities began organizing and advocating for change. By the 1990s, discussions around drug reform started gaining momentum, and African American activists played crucial roles in these conversations. They highlighted the racial disparities in drug enforcement and advocated for decriminalization and legalization of cannabis. This period marked the beginning of a shift in public perception, as activists linked cannabis reform to broader social justice issues. This became especially common in rap and hip-hop where many Black artists are advocates still today. In the early 2000s, the push for medical cannabis legalization gained traction in several states. African American activists were instrumental in these movements, advocating for patient rights and access to cannabis as medicine. By the following decade, significant progress was made as more states legalized cannabis for recreational use. This new landscape allowed Black Americans to participate in the industry as advocates and entrepreneurs. Yet, systemic barriers persisted, preventing equitable access to business opportunities. Wanda James emerged as a trailblazer during this time, becoming the first African American woman to own a dispensary in Colorado. Her business, Simply Pure, symbolizes resistance against the racial discrimination historically tied to cannabis prohibition. Wanda’s advocacy extends beyond entrepreneurship—she works tirelessly to influence cannabis legislation and ensure communities affected by criminalization benefit from legalization. Her leadership challenges the status quo and paves the way for a more inclusive industry. Meanwhile, Calvin Johnson, a former NFL superstar, co-founded Primitiv cannabis to highlight the therapeutic benefits of cannabis as a safer alternative to opioids commonly used by athletes. His advocacy challenges the stigma surrounding cannabis use in professional sports and emphasizes the need for reparative justice in communities disproportionately affected by past drug policies. Now in the present, the 2020s represent a pivotal moment in the cannabis movement, as legalization continues to expand and discussions about equity and justice gain momentum. States have implemented measures to address the injustices faced by Black Americans during the War on Drugs, including expungement of records and support for minority-owned cannabis businesses. Donte West is at the forefront of this movement, leveraging his experiences with cannabis criminalization to advocate for equity and systemic change. Through his work with the Last Prisoner Project, Donte inspires others to participate in the cannabis industry and advocate for justice. We have seen a surge of African American entrepreneurs who are redefining the cannabis industry. Jesce Horton, the founder of Lowd and Grand National, is committed to creating opportunities for historically excluded communities while influencing cannabis legislation to promote equitable access. Roger “Ganja Guru” Sterling uses his platform to uplift communities of color and challenge societal narratives around cannabis, while Gibran Washington, CEO of Ethos Cannabis, advocates for inclusivity and justice within the legal cannabis market. Their leadership reflects a new chapter of empowerment and success, breaking down barriers and ensuring diverse voices shape the industry's future, though there is plenty of work still needed to balance the scales of cannabis ownership. Organizations like The Hood Incubator and Free My Weedman are also crucial in paving the way for a more inclusive cannabis space. By supporting Black and Brown entrepreneurs, advocating for equitable policies, and raising awareness about unjust incarcerations, these initiatives work to rectify historical injustices and promote social equity. Kristal Bush, founder of Free My Weedman, combines her entrepreneurial spirit with community advocacy, influencing cannabis policies and empowering marginalized communities. As we honor the contributions of Black individuals and organizations during Black History Month, it is essential to recognize the ongoing struggle of those disproportionately criminalized for daring to be involved with cannabis. From Louis Armstrong’s cultural influence to modern-day entrepreneurs and activists, African Americans have shaped the cannabis movement at every turn. Their resilience and leadership challenge systemic injustice, demand equity, and celebrate cultural identity, paving the way for a better industry for all. To continue supporting this legacy, we can engage in conversations about equity, support Black-owned cannabis businesses, and advocate for policies that promote justice. By acknowledging the past and celebrating the strides of the present, we can build a future that honors the roots of resilience within the cannabis movement.
By Adrian Rocha February 7, 2025
o weeks into President Trump’s second term, cannabis has not surfaced as a leading issue in the early days of his new administration. However, several appointments and two executive orders signed during the first week of his second term will factor into the new administration’s drug and criminal justice policy approach. On his first day in office, President Trump signed an Executive Order (EO) rescinding a slew of EOs signed by former President Biden, including one effectively ending the use of private prisons to house federal prisoners . At the time President Biden signed the EO directing the Justice Department not to renew contracts with private prison firms, it was estimated that around 14,000 individuals incarcerated at the federal level were being held at private prisons. Additionally, President Trump signed another EO encouraging the Attorney General to “pursue the death penalty for all crimes of a severity demanding its use.” During his first term, President Trump voiced his support for seeking the death penalty for drug traffickers. This position was later formalized in a memo by then-Attorney General Jeff Sessions that encouraged federal prosecutors to seek the death penalty in cases involving large-scale drug traffickers. There were concerns at the time that the memo could be used to seek the death penalty for individuals involved in large-scale, state-legal cannabis operations; however, these fears never came to pass. The uncertainty around leadership further complicates the implementation and impact of these two executive orders. President Trump’s Attorney General nominee, Pam Bondi, who will oversee the Justice Department, was confirmed earlier this week. Additionally, the recent resignation of the Director of the Bureau of Prisons (BOP) has left the agency without a leader. During her confirmation hearing, Bonid reiterated her support for the continued implementation of the First Step Act, which could lead to additional releases from the BOP. In a letter to the newly minted Department of Government Efficiency, Senator Elizabeth Warren (D-MA) also encouraged the federal government to look at scaling back the enforcement of federal cannabis laws, broader legalization, and the BOP to pursue compassionate release at greater scale to reduce the size and cost of the federal prison population. In her letter, Senator Warren cites a potential cost savings of $881 million if the BOP were to more zealous seek the release of individuals over age 65, are classified as presenting a minimum or low risk of recidivism, and are found not to be a danger to the safety of any person or the community. LPP has successfully advocated for the release of constituents incarcerated for cannabis via commutations and compassionate release motions, including nine in the first Trump administration. If the goal of a second Trump administration is to divert resources away from government largesse, ending unnecessary cannabis enforcement and granting clemency to those still incarcerated for cannabis is a great way to start.
By Adrian Rocha February 4, 2025
At the Last Prisoner Project (LPP), we know that those burdened by past cannabis convictions deserve true justice by getting their criminal records fully expunged and allowing individuals to move forward without the lifelong barriers. In Maryland, where Governor Wes Moore made history last year by issuing the nation’s most sweeping cannabis pardon order, we are now calling on lawmakers to take the next step: passing SB 432, the Expungement Reform Act of 2025 . A criminal record—whether for a conviction or even just an arrest—can create lasting obstacles to employment, housing, education, and other opportunities. The impact is not just personal; according to research from the Center for Economic and Policy Research, the U.S. economy loses between $78 and $87 billion annually due to employment barriers faced by people with criminal records. These collateral consequences compound the injustices of the War on Drugs and disproportionately affect communities already marginalized by systemic inequities. SB 432 seeks to simplify the expungement process, removing unnecessary bureaucratic hurdles and making it easier for individuals to clear their records. The bill will help thousands of Marylanders—many of whom have already served their sentences—access new opportunities and contribute fully to their communities. In 2024, Governor Wes Moore demonstrated bold leadership by granting pardons to over 175,000 Marylanders with low-level cannabis convictions. This was a critical step toward undoing decades of harm caused by cannabis prohibition. However, the reality is that while a pardon provides some relief, it does not automatically erase a record. Individuals must still navigate complex legal procedures to have their records expunged—a process that can be costly, time-consuming, and confusing. LPP urges the Maryland General Assembly to amend SB 432 to ensure that individuals granted full and unconditional pardons can have their records expunged automatically. Without this critical update, many of those pardoned under Governor Moore’s order will still face barriers to jobs, housing, and other essential services, despite having been officially forgiven by the state. Adrian Rocha, LPP's Policy Director, was recently appointed to the governor's roundtable on expungement, where we hope to provide further expertise on how to fully effectuate cannabis justice through retroactive relief. Research shows that record clearance not only benefits individuals but also strengthens communities. A recent study found that five years after receiving expungement, individuals were less likely to engage in criminal conduct than members of the general public. By increasing access to jobs, housing, and educational opportunities, expungement promotes community reintegration and stability—key factors in public safety. Moreover, Maryland has the opportunity to join 12 other states that have implemented state-initiated expungement for certain offenses, recognizing that individuals should not be required to navigate complex legal systems to obtain relief they are already entitled to. Maryland has already taken significant steps toward cannabis justice, but the job is not done. Passing SB 432 and ensuring automatic expungement for those granted clemency will solidify the state’s commitment to meaningful criminal justice reform. LPP urges the General Assembly to pass SB 432 and amend it to ensure that those who have received full pardons under Governor Moore’s order do not have to wait or fight for the relief they were promised. This is about more than policy—it’s about restoring dignity, removing barriers, and allowing Marylanders to build better futures. The time for action is now. Maryland’s commitment to justice through record relief must extend beyond pardons. Let’s finish what we started. Read our full testimony below:
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