Honest conversations about entrepreneurship, mindset, money, and the decisions that change everything—hosted by DeAndre Woodson.
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with Kassidy Warren
DeAndre Woodson and Kassidy Warren discuss mindset, discipline, adversity, wealth building, and the decisions behind scaling businesses.
Episodes touch entrepreneurship, credit & funding, real estate, marketing, mindset, and leadership.
12 conversations in the archive—newest first.
with Kassidy Warren
DeAndre Woodson and Kassidy Warren discuss mindset, discipline, adversity, wealth building, and the decisions behind scaling businesses.
Moe The Closer shares practical insights about credit repair, business profiles, funding preparation, and common entrepreneur mistakes.
with Josh Molina
Josh Molina of Makers & Finders discusses growing a coffee concept into a multi-location business and the challenges of scaling.
with Stedman Waiters
A conversation about building credit, using funding strategically, risk, mindset, and long-term business growth.
with Guiliano
Guiliano of 303 In The Cut shares the work, setbacks, and persistence behind building a food truck business.
with Steven Cohen
Steven Cohen discusses direct sales, multi-level marketing, communication, entrepreneurship, mindset, and personal growth.
with Mark Days
Mark Days explains the business opportunity and environmental value found in electronics recycling and e-waste.
Al Maddin discusses entrepreneurship, multiple income streams, mindset, publishing, funding, and building a seven-figure company.
with Brandon Johnson
Brandon Johnson discusses influence, Las Vegas, content creation, pressure, audience growth, and life in the spotlight.
with Royce Shepherd
Royce Shepherd of Sticky Ink shares lessons on branding, product businesses, marketing, loyal audiences, and scaling operations.
with Will Roundtree
Will Roundtree discusses real estate, debt, financial institutions, mentorship, client relationships, and resilience.
with Moe “The Closer”
Moe The Closer discusses personal credit, business funding, real estate investment, hard pivots, and mentorship.
Double Down is where entrepreneurs share the choices, failures, risks, and breakthroughs behind the outcome. Host DeAndre Woodson sits down with business owners, creators, investors, and specialists to unpack practical lessons you can apply to your own journey—then points ready listeners toward smarter credit and funding preparation through DVN Consultations.
DeAndre Woodson is an entrepreneur, author, and strategist who uses Double Down to surface practical lessons from people building through adversity—and channels that authority into DVN Consultations for funding readiness and credit education.
Read DeAndre's story →Apply to join DeAndre for a real conversation about the lessons, risks, and decisions behind what you have built. Submissions are reviewed—appearance is not guaranteed.
Episode conversations often open doors to clearer financial strategy. Explore how DVN can help—without guarantees, with preparation first.
