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NextTrip Chairman Converts Approximately $3.5 Million of Company Debt into Long-Term Equity

(Very Positive)
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NextTrip (NASDAQ:NTRP) announced that Co-Founder and Chairman Don Monaco has converted approximately $3.5 million of indebtedness outstanding under a revolving credit facility he previously provided to the company into preferred equity, convertible into common stock at a price of $3.88 per share, subject to the terms of the preferred security.

The revolving credit facility, established in 2025, had supplied working and growth capital for acquisitions, technology development and platform expansion. According to NextTrip, this conversion eliminates the related debt obligation and further aligns Monaco’s long-term position with other shareholders as the company shifts from its buy-and-build phase toward execution, monetization and scaling its integrated travel and media platform, including JOURNY TV and various booking and AI-enabled tools.

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Positive

  • Chairman converts ~$3.5M debt to equity, removing corresponding obligation
  • Conversion price set at $3.88 per common share equivalent
  • Insider support reinforced as founder moves into long-term equity position
  • 2025 credit facility transitioned from debt funding to equity capital

Negative

  • None.

News Explained

The announced transaction exchanges approximately $3.5 million of NextTrip debt for preferred equity convertible into common stock at $3.88 per share. It removes the corresponding debt obligation rather than providing new cash, while existing ownership can change if the preferred security is converted.

Market Context

Jiang David T purchased 18,200 shares within the analyzed 90-day period. That insider-buying context...
Analysis

Jiang David T purchased 18,200 shares within the analyzed 90-day period. That insider-buying context supports the alignment message, while the active resale registration remains a relevant financing risk to monitor.

Key Figures

Debt converted: approximately $3.5 million Conversion price: $3.88 per common share Facility established: 2025 +2 more
5 metrics
Debt converted approximately $3.5 million Revolving credit facility indebtedness converted into preferred equity
Conversion price $3.88 per common share Preferred equity conversion terms
Facility established 2025 Revolving credit facility
Media reach approximately 250 million viewers JOURNY TV ecosystem across 80 countries
Geographic reach 80 countries JOURNY TV distribution

Historical Context

5 past events · Latest: Aug 26 (Positive)
Pattern 5 events
Date Event Sentiment 24h Move Catalyst
Aug 26 Media expansion Positive -4.1% JOURNY TV expanded on YouTube with broader planned global distribution.
Aug 20 Platform launch Positive -6.2% NextTrip Pro launched as an integrated B2B travel platform for advisors.
Aug 06 Global partnership Positive -3.5% JOURNY TV expanded through GoUSA TV integration and KC Global Media.
Jul 22 Growth financing Positive +4.3% NextTrip secured up to $4.6 million in strategic convertible financing.
Jul 15 Revenue update Positive -18.6% Fiscal first-quarter revenue increased more than 940% year over year.

24h Move is the share-price change in the day after each event; other market factors may also have contributed.

Pattern Detected

NTRP historically diverged negatively from predominantly positive corporate announcements, with four of five selected events followed by declines.

Key Terms

preferred equity, revolving credit facility
2 terms
preferred equity financial
"converts Company indebtedness into preferred equity convertible at $3.88"
Preferred equity is a type of investment that sits between common stock and debt in a company's financial structure. It typically offers investors priority in receiving dividends and getting their money back if the company runs into trouble, making it somewhat safer than regular shares. Investors value preferred equity because it provides a steady income stream while still allowing some participation in the company's success.
revolving credit facility financial
"The revolving credit facility was established in 2025"
A revolving credit facility is a type of loan that a business can borrow from whenever it needs money, up to a set limit. It’s like having a credit card for companies—allowing them to borrow, pay back, and borrow again as needed, providing flexibility for managing cash flow or funding short-term expenses.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Co-Founder and Chairman Don Monaco converts Company indebtedness into preferred equity convertible at $3.88 per common share

Investment reflects continued support from NextTrip insiders and core founding investors as Company transitions from its buy-and-build phase to execution, monetization and scale

SUNRISE, FL / ACCESS Newswire / September 1, 2026 / NextTrip, Inc. (NASDAQ:NTRP) ("NextTrip," the "Company," "we," "our," or "us"), a technology-forward travel and media company operating at the intersection of media and travel, today announced that Co-Founder and Chairman Don Monaco has converted approximately $3.5 million of indebtedness outstanding under a revolving credit facility he previously provided to the Company into preferred equity of NextTrip, convertible into common stock at a conversion price of $3.88 per share, subject to the terms of the preferred security.

The revolving credit facility was established in 2025 and provided NextTrip with working and growth capital as the Company pursued its acquisition, technology development and platform expansion strategy. Monaco's conversion of the outstanding indebtedness into a long-term equity position eliminates the corresponding debt obligation and further aligns his investment with NextTrip shareholders as the Company enters its next stage of development.

The transaction also continues a history of financial support for NextTrip from its founders, directors and core founding investors, who have provided capital throughout the Company's development and expansion.

NextTrip believes it has now substantially completed the initial buy-and-build phase of its strategy, during which the Company assembled and integrated a portfolio of travel businesses, media assets, technology platforms, content and distribution capabilities. Management's focus is increasingly shifting toward execution, monetization and scale across those assets, with an emphasis on growing travel transactions, media advertising and sponsorship revenue, expanding distribution and deploying technology designed to connect travel inspiration directly to commerce.

Don Monaco, Co-Founder and Chairman of NextTrip, commented, "I have supported NextTrip with capital because I believe in the long-term opportunity we are building. Converting approximately $3.5 million advanced to the Company from debt into equity reflects my continued commitment to NextTrip and my confidence in the direction of the business. We have invested considerable time and capital assembling the pieces of this platform, and I believe the opportunity ahead is increasingly about execution, bringing those assets together, scaling the business and demonstrating their value through operating performance."

Bill Kerby, Co-Founder and Chief Executive Officer of NextTrip, added, "The support Don and our core founding investors have provided has been instrumental in allowing us to build NextTrip into the company it is today. Over the past few years, we have acquired and developed the travel businesses, media properties, technology and distribution infrastructure we believe are necessary to create a differentiated Content-to-Commerce platform. We are now moving beyond much of that initial build phase and increasingly concentrating our resources on execution, revenue growth and monetization."

Kerby continued, "Our objective is to connect a growing audience of travel consumers with the ability to discover, plan and ultimately book travel across the NextTrip ecosystem. With JOURNY TV's expanding global media distribution, our advertising and sponsorship capabilities, travel booking platforms and emerging Agentic-AI tools, we believe we have assembled the foundation to pursue that opportunity at increasing scale."

NextTrip's integrated model is designed to connect consumers across the travel journey, from discovery and inspiration through planning and booking. JOURNY TV's growing travel media ecosystem has an estimated reach of approximately 250 million viewers across 80 countries, providing NextTrip with a broad distribution platform that the Company is working to connect with its integrated travel technology, booking capabilities and AI-driven tools to create measurable commercial opportunities.

The Company's portfolio includes travel media, luxury and leisure booking, group travel, cruise, advisor-focused technology, creator-led commerce and AI-enabled travel tools. Management believes the integration of these capabilities provides multiple potential revenue channels while supporting NextTrip's broader strategy of connecting media engagement and travel inspiration directly to transaction and fulfillment.

"Our interests as founders remain closely aligned with those of our shareholders," Monaco added. "The objective is not simply to own a collection of travel and media assets. It is to demonstrate what those assets can produce together. As NextTrip moves into this next stage, our focus is on execution, scale and building sustainable long-term shareholder value."

Additional information regarding the conversion transaction, including the terms of the preferred security, is available in the Company's Current Report on Form 8-K filed with the U.S. Securities and Exchange Commission.

About NextTrip

NextTrip, Inc. (NASDAQ:NTRP) is a technology-forward travel and media company defining the intersection of media, travel, and the creator economy. Through its owned media platforms, including JOURNY TV and TravelMagazine.com, its recently acquired controlling interest in YADA Commerce Inc., a licensed TikTok Partner Agency specializing in creator recruitment, audience development, affiliate commerce, livestream commerce, and creator monetization, and NextTrip's proprietary travel technology stack, NextTrip delivers an integrated content-to-commerce ecosystem that connects travel discovery directly to transaction and fulfillment.

The Company operates a portfolio of travel brands and platforms, including Five Star Alliance, a global luxury hotel and resort booking platform; NXT2.0, its proprietary booking and payments engine; and NextTrip Groups (formally TA Pipeline), a purpose-built group travel and meetings booking platform serving travel advisors, suppliers, and destination partners. Together, these assets enable frictionless booking across luxury FIT (Flexible Independent Travel), group travel, destination weddings, conferences, live events, and concierge-managed experiences, supported by flexible payment options such as PayDlay.

By combining premium video storytelling, creator-led social commerce, and integrated booking technology, NextTrip enables consumers to move seamlessly from inspiration to booking, while providing creators, destinations, brands, and travel partners with measurable audience engagement, demand generation, and conversion opportunities.

For more information, visit www.nexttrip.com and investors.nexttrip.com. Follow us on Linkedin and on X.

Forward-Looking Statement Disclaimer

This announcement contains certain forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, and Section 21E of the Securities Exchange Act of 1934. For example, statements regarding the Company's financial position, business strategy and other plans and objectives for future operations, and assumptions and predictions about future activities are all forward-looking statements. These statements are generally accompanied by words such as "intend," anticipate," "believe," "estimate," "potential(ly)," "continue," "forecast," "predict," "plan," "may," "will," "could," "would," "should," "expect" or the negative of such terms or other comparable terminology.

The Company believes that the assumptions and expectations reflected in such forward-looking statements are reasonable, based on information available to it on the date hereof, but the Company cannot provide assurances that these assumptions and expectations will prove to have been correct or that the Company will take any action that the Company may presently be planning. However, these forward-looking statements are inherently subject to known and unknown risks and uncertainties. Actual results or experience may differ materially from those expected or anticipated in the forward-looking statements. Factors that could cause or contribute to such differences include, but are not limited to, regulatory policies, available cash resources, competition from other similar businesses, and market and general economic factors.

Readers are urged to read the risk factors set forth in the Company's filings with the United States Securities and Exchange Commission at www.sec.gov. The Company disclaims any intention or obligation to update or revise any forward-looking statements, whether as a result of new information, future events or otherwise, except as required by law.

Contacts

NextTrip, Inc.
Richard Marshall
Director of Corporate Development
Richard.Marshall@NextTrip.com

For investor relations inquiries, please contact:

Jérôme Cliche
Oncore Network LLC
Phone: +1-302-488-9830
Email: IR@oncorenetwork.com

SOURCE: NextTrip, Inc.



View the original press release on ACCESS Newswire

FAQ

What did NextTrip (NASDAQ:NTRP) announce on September 1, 2026 about its chairman?

NextTrip announced that Chairman Don Monaco converted approximately $3.5 million of company indebtedness into preferred equity. According to NextTrip, this moves his prior revolving credit facility exposure into a long-term equity position aligned with common shareholders as the company focuses on execution and monetization.

How much debt did NextTrip’s chairman convert into equity and at what price for NTRP?

Don Monaco converted about $3.5 million of indebtedness into preferred equity convertible at $3.88 per common share. According to NextTrip, this conversion eliminates the corresponding debt obligation and sets a defined conversion price for potential future common equity issuance.

How does the debt-to-equity conversion affect NextTrip’s capital structure and NTRP shareholders?

The conversion removes approximately $3.5 million of debt tied to a revolving credit facility and replaces it with preferred equity. According to NextTrip, this reduces indebtedness and further aligns its chairman’s financial interests with existing shareholders as the company advances its growth strategy.

What was the purpose of NextTrip’s 2025 revolving credit facility now converted by the chairman?

The 2025 revolving credit facility provided working and growth capital for acquisitions, technology development and platform expansion. According to NextTrip, Don Monaco’s conversion of the outstanding balance into preferred equity transitions that funding from short-term debt into a longer-term equity investment in the company.

How does the chairman’s equity conversion relate to NextTrip’s shift from buy-and-build to execution?

The conversion supports NextTrip’s transition from assembling assets to focusing on execution, monetization and scale. According to NextTrip, insider capital has funded its buy-and-build phase, and this move underscores continued founder commitment as it targets revenue growth and integrated content-to-commerce opportunities.

What role does JOURNY TV play in NextTrip’s strategy mentioned in the NTRP announcement?

JOURNY TV provides a travel media ecosystem with an estimated reach of about 250 million viewers across 80 countries. According to NextTrip, this media reach underpins its plan to connect travel inspiration with integrated booking technology and AI-driven tools to generate commercial opportunities.