What if one of the biggest solutions to the housing crisis has been hiding in plain sight?

In this episode, I sit down with Sam Wegert, entrepreneur, real estate investor, TEDx speaker, and co-living expert, to explore why shared housing could become one of the biggest opportunities in real estate over the next decade. We discuss how co-living creates affordable housing, stronger communities, and better cash flow while helping solve some of today's biggest social challenges.

Before we dive into real estate, Sam opens up about one of the most difficult seasons of his life. He shares the heartbreaking loss of his sister, family health challenges, separation, and how those experiences completely changed his perspective on money, success, and what truly matters. It's one of the most honest conversations we've had on the podcast.

We also discuss why so many entrepreneurs chase external validation, how hustle culture can lead to burnout, why community is becoming more valuable than ever, and how investors can use co-living to create both financial freedom and social impact.

If you've ever wondered where the future of real estate is heading, or you're looking for a strategy that creates both profit and purpose, you'll enjoy this conversation.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone who would benefit from the conversation.

• Navigating grief, loss, and life's hardest seasons

• Why money doesn't always create happiness

• Escaping hustle culture without losing ambition

• The future of co-living

• Solving the affordable housing crisis

• Building community through shared housing

• Cash flow opportunities in co-living

• Choosing the right markets

• Regulations and challenges investors should know

• Why loneliness is becoming a modern epidemic

• Entrepreneurship and resilience

• The importance of redefining success

Find Sam‘s IG here: https://www.instagram.com/samwegert/?hl=en

LinkedIn: https://www.linkedin.com/in/samuelwegert/?skipRedirect=true

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

Everyone is talking about AI, but very few people are talking about how to use it in a way that actually improves your life.

In this episode, I sit down with Justyn Berkovits, entrepreneur, AI educator, and content creator, to explore how artificial intelligence can become an extension of your thinking instead of replacing it. We discuss why AI is changing entrepreneurship forever, how solo founders can build systems that save hours every week, and why authenticity will become even more valuable as AI-generated content becomes more common.

Justyn also shares his incredible personal story. After experiencing business failure, losing his job, and carrying significant debt, he rebuilt his life through content creation, entrepreneurship, and relentless consistency. Within a year, he went from uncertainty to buying his family's first home while growing a thriving personal brand.

We also dive into mindset, perfectionism, dopamine, content creation, AI agents, Claude, ChatGPT, automation, personal branding, and why the people who embrace learning instead of chasing shortcuts will have the biggest advantage over the next decade.

• Buying a first home while welcoming their second child

• Recovering from business setbacks and financial challenges

• Why consistency beats talent in content creation

• Building a personal brand through authenticity

• Using AI to automate repetitive work

• Claude vs ChatGPT

• AI agents and business systems

• Building a second brain with AI

• Avoiding AI-generated content that sounds robotic

• The future of search with transcripts and AI

• Mental health, dopamine, and social media

• Creating a legacy through content

• Why entrepreneurs should embrace AI instead of fearing it

If you're wondering how AI fits into your business or simply want to become more productive without sacrificing your authenticity, this conversation is packed with practical insights.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone who would benefit from the conversation.

Find Justyn‘s IG here: ⁠https://www.instagram.com/justyn.ai/⁠

LinkedIn: ⁠https://www.linkedin.com/in/justynberkovits/⁠

Follow Stephen on IG: ⁠⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠⁠

Follow our Podcast on IG:⁠⁠ ⁠@thebreakthrough.podcast⁠

⁠⁠⁠⁠Connect on LinkedIn:⁠⁠ ⁠⁠https://www.linkedin.com/in/stephenhusted/⁠⁠

and YouTube: ⁠⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠⁠

In this episode, I sit down with Anson Young to discuss how he built a successful real estate investing business by focusing on consistency instead of constantly chasing the next big strategy. Anson shares how a small direct mail campaign led to his first deal and why that same marketing approach continues to generate opportunities today.

We also discuss why so many investors struggle with shiny object syndrome, how systems create long-term growth, and why building wealth often comes from mastering one strategy rather than jumping between many. Anson also shares practical insights on house hacking, scaling an investing business, and helping clients create financial freedom through real estate.

• How 250 letters led to Anson's first real estate deal

• Why direct mail still works in today's market

• Building a repeatable lead generation system

• The psychology behind successful marketing

• Avoiding shiny object syndrome

• Transitioning from flipping to long-term investing

• Why house hacking is ideal in expensive markets

• Helping clients build wealth through real estate

• Building systems before scaling a business

• Why consistency beats constantly changing strategies

• The future of ADU development and affordable housing

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in real estate investing, direct mail marketing, house hacking, or building long-term wealth.

Find Anson‘s IG here: https://www.instagram.com/younganson/?hl=en

LinkedIn: https://www.linkedin.com/in/ansonyoung/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

In this episode, I sit down with Travis Chappell to discuss how podcasting became the foundation for building multiple businesses, meaningful relationships, and long-term opportunities. Travis shares how he went from door-to-door sales to becoming a full-time podcaster, entrepreneur, and business owner by consistently investing in relationships and taking action before he felt ready.

We talk about why so many people get stuck waiting for the perfect time, how podcasting can accelerate personal and professional growth, and why building an audience before building a product can create incredible business opportunities. Travis also shares lessons from growing multiple podcasts, coaching entrepreneurs, and leveraging conversations to create lasting partnerships.

Stephen and Travis talked about:

📌 Why taking your shot creates unexpected opportunities

📌 The dangers of waiting for the perfect moment

📌 How podcasting became Travis' full-time business

📌 Building an audience before building a product

📌 Growing from $50,000 to $400,000 in one year

📌 Why relationships are more valuable than followers

📌 Podcasting as a networking and business tool

📌 Sales, coaching, and overcoming rejection

📌 The long-term value of consistency

📌 How podcasting can help entrepreneurs grow their business

📌 Why podcasting is one of the best ways to learn from experts

📌 The importance of focusing on what you can control

Whether you're building a business, growing your network, or thinking about starting a podcast, this conversation is packed with practical insights on taking action, creating opportunities, and playing the long game.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in entrepreneurship, podcasting, business growth, or building meaningful relationships.

Find Travis‘ IG here: https://www.instagram.com/travischappell/?hl=en

LinkedIn: https://www.linkedin.com/in/travischappell/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

In this episode, I sit down with Edmond Bondoc to discuss how he transformed a single-family property into a multi-unit investment through ADU development and strategic planning. Edmond shares the full story of finding the property, financing the project, navigating Seattle's permitting process, and preparing the units for long-term cash flow.

We also discuss the opportunities available to investors in Seattle, the realities of development, and why having the right team can dramatically impact the success of a project. Edmond breaks down condoization, construction financing, and the lessons he's learned from building while simultaneously growing his family and planning for the future.

• Finding off-market development opportunities

• Turning one property into three income-producing units

• Building attached and detached ADUs

• Seattle's permitting and development challenges

• Common mistakes investors make during development

• Financing construction projects creatively

• Condoization and property separation strategies

• Why having the right architect and builder matters

• The importance of community and mentorship

• Building long-term financial freedom through real estate

• Why imperfect action beats perfect planning

• Creating wealth while planning for family and future goals

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in real estate investing, ADUs, development, or financial freedom.

Find Edmond‘s IG here: https://www.instagram.com/edmondfromedmonds/LinkedIn: linkedin.com/in/edmondbondoc

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

Stephen and Edmond talked about:

In this episode, I sit down with Craig Curelop to discuss how house hacking became the foundation of his journey to financial freedom, why he left Silicon Valley for Denver, and how real estate changed the trajectory of his life.

Craig shares his path from working as an underwriter in Silicon Valley to joining BiggerPockets, writing The House Hacking Strategy, and becoming one of the most recognized voices in the house hacking space. Along the way, he reveals how he paid down debt, built rental income, became financially free, and grew a real estate business helping others achieve similar results.

We also discuss why young people have a massive advantage when it comes to investing, the sacrifices required to build long-term wealth, and how real estate agents can use investing to create income beyond commissions. Craig explains why many people overcomplicate getting started and why action often matters more than perfection.

• Craig's journey from Silicon Valley to BiggerPockets

• Why house hacking became his path to financial freedom

• Turning $90,000 of student debt into opportunity

• The sacrifices young investors should consider making

• Writing The House Hacking Strategy

• Becoming financially free through rental properties

• Building a real estate business from the ground up

• Why real estate agents should become investors

• Long-term wealth versus short-term commissions

• Why getting started matters more than timing the market

The conversation also covers entrepreneurship, public speaking, content creation, coaching, co-living investments, and why some of the best opportunities come from doing things others are unwilling to do.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in house hacking, financial freedom, real estate investing, or building wealth through real estate.

Find Craigs‘s IG here: https://www.instagram.com/craigcurelop/LinkedIn: https://www.linkedin.com/in/craig-curelop-a6457242/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA

Stephen and Craig talked about:

In this episode, I sit down with Sam Primm to talk about the realities of scaling a real estate business, managing rapid growth, and what happens when success comes faster than expected.

Sam shares how he built multiple companies, flipped thousands of properties, acquired millions of dollars in real estate, and scaled aggressively during the post-COVID boom. But he also opens up about the challenges that came with that growth, including operational issues, underperforming investments, and the lessons learned from building the plane while flying it.

We discuss why many entrepreneurs constantly push for more, the hidden dangers of chasing growth without the right systems, and how today's market is forcing investors to simplify, become more efficient, and focus on what they do best. Sam also shares insights from running a property management company, education business, renovation company, and real estate investment operation all at the same time.

- Why entrepreneurs are driven to keep growing

- The challenges of scaling too fast

- Lessons learned from buying millions in real estate

- Why some investments look great on paper but fail in reality

- Building systems and teams that can operate without you

- The current state of the real estate market

- What 2008 taught Stephen about today's market

- Why new investors should start during difficult market conditions

- The dangers of chasing too many investment strategies

- How failure can accelerate success

The conversation also dives into delayed gratification, social media's impact on entrepreneurship, the importance of helping others, and why some of the toughest seasons often create the biggest opportunities for growth.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in real estate investing, entrepreneurship, business growth, or building long-term wealth.

Find Sam‘s IG here: https://www.instagram.com/SAMFASTERFREEDOM/

LinkedIn: https://www.linkedin.com/in/samprimm/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

In this episode, I sit down with Flo Jacques to talk about her journey from educator to real estate investor, how she bought her first home at 22, and why taking action matters more than waiting for the perfect opportunity.

Flo shares what she learned from appearing on the BiggerPockets podcast, the lessons she's gained from rehabs that went over budget, and why successful investors view mistakes as tuition rather than failure. We also dive into the Raleigh-Durham market, how newer investors are approaching today's opportunities, and why analysis paralysis is one of the biggest obstacles to building wealth.

We break down one of Flo's recent investment projects, discuss creative financing strategies, and explore the importance of building a strong team that includes lenders, contractors, mentors, and advisors. Flo also shares how she teaches new investors to analyze deals, manage risk, and stay focused on long-term wealth creation rather than short-term market noise.

Stephen and Flo talked about:

📌 Lessons learned from BiggerPockets and the investing community

📌 Why mistakes are simply tuition in real estate investing

📌 The current Raleigh-Durham real estate market

📌 How to overcome analysis paralysis

📌 Finding opportunities when other investors walk away

📌 Structuring creative financing and hard money loans

📌 Why lenders should be part of your investing team

📌 Teaching new investors how to analyze deals

📌 The importance of mentorship and networking

📌 Building long-term wealth through real estate investing

Whether you're a first-time investor or already growing your portfolio, this episode offers practical insights on mindset, financing, and taking action when opportunities arise.

If you enjoyed this episode, I'd really appreciate it if you subscribed, left a review, and shared it with someone interested in real estate investing, financial freedom, or building wealth through real estate.

Find Flo‘s IG here: https://www.instagram.com/imflotherealtor/

LinkedIn: https://www.linkedin.com/in/flo-jacques/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

In this episode, I sit down with Keleisha to talk about entrepreneurship, private lending, mindset, and what it really takes to build a business from the ground up.

Keleisha shares her story of leaving Jamaica, quitting her corporate marketing job, and moving to the United States with no guarantees, only $1,000 in savings, and a willingness to take a risk. We talk about the uncomfortable realities of growth, navigating uncertainty, and why entrepreneurship often feels lonely even when things look successful online.

We also dive deep into private money lending, raising investor capital, structuring real estate deals, gap funding, and how Keleisha built a lending business by combining marketing, storytelling, and relationship building. She explains how managing investor expectations, setting boundaries, and creating systems became the foundation of her business.

Stephen and Keleisha also talked about:

📌 Leaving comfort behind to pursue growth

📌 Why entrepreneurship requires uncomfortable decisions

📌 Building confidence through hard experiences

📌 How restaurant work helped prepare Keleisha for business

📌 Managing investor expectations and communication

📌 The mindset needed for real estate investing

📌 Raising private capital through storytelling and marketing

📌 Structuring private lending and gap funding deals

📌 Why systems and boundaries are critical in business

📌 The role AI and technology play in entrepreneurship today

If you enjoyed this episode, I’d really appreciate it if you subscribed, left a review, and shared it with someone interested in entrepreneurship, private lending, real estate investing, or building a business from scratch.

Find Keleisha‘s IG here: https://www.instagram.com/keleishacarter/

LinkedIn: https://www.linkedin.com/in/keleishacarter/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠

In this episode, we are joined by Sam Haack to discuss the unique real estate market in Jackson Hole, Wyoming, and how lifestyle, wealth preservation, and a limited land supply continue to drive demand in one of the most exclusive mountain towns in the country.

Sam shares his journey from living in a camper and rollerblading to a property management interview to eventually becoming a co-owner at Berkshire Hathaway in Jackson Hole. We also talk about the massive COVID real estate boom, why buyers from California, Texas, and New York moved into Wyoming, and how the market has evolved since then.

Stephen and Sam also talked about:

📌 Why Jackson Hole continues to attract wealthy buyers

📌 The reality of housing affordability in mountain towns

📌 How the limited land supply impacts real estate prices

📌 House hacking and building wealth through real estate

📌 The importance of authenticity when working with luxury clients

📌 Why community and lifestyle matter more than status

📌 Workforce housing and the future of affordable housing

📌 Investing locally versus out-of-state investing

📌 Social media, Gen Z, and the comparison trap

📌 Why taking action and being uncomfortable leads to growth

Toward the end of the episode, the conversation shifts into lifestyle, parenting, investing habits, and what makes Jackson Hole one of the most unique places to live, visit, and invest in.

If you enjoyed this episode, I’d really appreciate it if you subscribed, left a review, and shared it with someone interested in real estate, investing, lifestyle-driven markets, or Jackson Hole living.

Find Sam‘s IG here: https://www.instagram.com/samhrealestate/

LinkedIn: https://www.linkedin.com/in/sam-haack-898187211/

Follow Stephen on IG: ⁠⁠⁠⁠https://www.instagram.com/stephenhusted/⁠⁠⁠⁠

Follow our Podcast on IG:⁠ ⁠@thebreakthrough.podcast⁠⁠

Connect on LinkedIn:⁠ https://www.linkedin.com/in/stephenhusted/⁠

and YouTube: ⁠⁠⁠⁠https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA⁠⁠