Best Jayla Siciliano Podcasts (2024)

1
Jayla Siciliano's Path from Shark Tank to Real Estate 34:45

2d ago34:45

34:45

This week Avery is joined by Jayla Siciliano, CEO of Atlas Vacations and host of the Seed Money podcast, who shares her experience appearing on Shark Tank in season five. She describes the behind the scenes of Shark Tank and the lasting impact of the exposure gained from the show. Jayla also shared the story of how her foray into real estate began …

1
Shark Tank Winner Jayla Siciliano Pivots Into Luxury STRs 47:53

18d ago47:53

47:53

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Jayla Siciliano, former Shark Tank entrepreneur, shares her experience on the show and the challenges she faced in building her wine company. She discusses the im…

1
The Biggest Paperwork Pitfalls and How to Avoid Them w/ Darby Wong 39:14

3h ago39:14

39:14

When you build a business, you aren’t just creating a product, you’re also setting up a legal entity. The legal side of things can be daunting (and expensive), especially when you intend to raise capital in the near or far future. Before you can even think of approaching investors, first-time founders have to make sure they have the legal ducks in …

1
Fear is the Final Frontier: How to Move Past It w/ Aiden Chase 55:08

3d ago55:08

55:08

Fear is something everyone struggles with - whether you’re trying to raise seed money or (believe it or not) a billionaire who has already had success. No wonder they call fear the final frontier! We often focus on the tangible aspects of entrepreneurship, but the mental and emotional stuff play a huge role in our success. In fact, if we don’t work…

1
Using a Design-Centric Approach to Maximize Profits with Ishita & Harshad Lalan 35:54

9d ago35:54

35:54

In this episode, host Avery Carl interviews Ishita and Harshad Lalan, the founders and owners of Ishita Interiors. The couple shares their journey into the world of STRs as investors and how their background in design and engineering has shaped their success in the industry. Ishita and Harshad discuss their unique approach to STR design, focusing o…

1
Stages of Funding: 8 Ways to Raise Seed Money 20:10

10d ago20:10

20:10

In the journey of starting a company, realizing that you need to raise money is par for the course. Maybe you need to test your product’s viability, increase your stock, or grow your team…these steps require funding. Venture capital is the path many entrepreneurs take, but there are actually 7 other ways to get the funding you need. Each method has…

1
Maximizing Your Property's Potential with Neighbor CEO Joseph Woodbury 26:02

16d ago26:02

26:02

On this episode, Avery is joined by Neighbor CEO and founder Joseph Woodbury. Joseph shares how Neighbor provides a unique opportunity to maximize income from short term and long term rentals. Joseph also addresses common concerns, such as the types of items allowed and the security measures in place to ensure high-quality renters. He emphasizes th…

1
To Raise Money or Not to Raise Money? How to Make the Right Decision w/ Ashley Chang 31:38

17d ago31:38

31:38

Raising money through investors is the default for growing a company, but it might not be the right move for everyone. Taking the VC route is like walking through a one-way door - once you make that decision it sets you on a specific trajectory. That’s why more entrepreneurs are being thoughtful about the decision, and even opting out of raising mo…

1
How we increased RevPAR 30% for Del Carmen Hospitality 51:38

22d ago51:38

51:38

Apply for our revenue management service at https://freewyldfoundry.com/rpm/. Jairo Osorno, founder of Del Carmen Hospitality, shares his journey in the short rental business, from starting with a single unit to managing 51 listings. He discusses the challenges of the master leasing model, the impact of COVID-19, and the importance of revenue manag…

1
Mastering Real Estate Investments While Creating Legendary Family Lives with Jim Sheils 34:53

23d ago34:53

34:53

This week Avery is joined by Jim Sheils, real estate investor who specializes in the build-to-rent model. They discuss the advantages of Build-to-Rent, emphasizing its efficiency in reducing maintenance costs and increasing tenant retention compared to older properties. Jim highlights the importance of starting small, and the necessity of understan…

1
Every STR operator has to focus on Revenue Management in 2024 56:46

26d ago56:46

56:46

Apply for our revenue management service at https://freewyldfoundry.com/rpm/. In this conversation, Eric Moeller and Jasper Ribbers discuss the recent developments and updates related to Freewyld, including real estate, hospitality, revenue management, and the launch of Freewyld Foundry. They also delve into the importance of guest experience, bran…

1
The 5 Stages of Funding: How to Make Your Mindset Unshakeable 34:44

24d ago34:44

34:44

The process of raising money is as much a mental one as it is a financial one. Before we start finding and pitching to investors or even structuring our deals, there’s a step we can’t skip, working on our mindset. There’s no sugar-coating it - getting funded is one of the hardest things you’ll do. You’ll get told your idea doesn’t doesn’t work. You…

1
AJ Osborne on Overcoming Adversity and Building a Self-Storage Empire 55:40

1M ago55:40

55:40

In this episode, Avery sits down with AJ Osborne, a self-storage investing mogul and the founder of Cedar Creek Capital. AJ shared his incredible journey from insurance sales to becoming a leading figure in the self-storage industry, and how this asset class played a crucial role during a life-altering personal crisis. AJ emphasizes the concept of …

1
Business is Equal Parts Art and Science: How to Trust Your Gut w/ Diana Wilson 51:34

1M ago51:34

51:34

The process of building a company, getting funded and bringing a product to market isn’t just data-driven. It’s gut-driven too. The numbers matter, but when you’re building a product without market acceptance, you have to trust your intuition and persevere when you’re told it won’t work. In many ways, taking an entrepreneurial risk is a lot like ta…

1
Diving Deep into House Hacking with Craig Curelop 27:41

1M ago27:41

27:41

In this episode, Avery is joined by Craig Curelop to talk about the house hacking strategy and how it can change the tragectory of your life. They discuss the different approaches to househacking, how fluctuating interest rates have impacted house hacking, the most ideal markets for house hacking and more. How to connect with Craig: https://www.the…

1
Why I Walked Away From The Company Mark Cuban Invested In 43:16

1M ago43:16

43:16

Building a company, going on Shark Tank, raising $1 million dollars and working with Mark Cuban. Sounds like an entrepreneur’s dream, right? Well, that’s what I thought, until I walked away from it. It was the hardest decision I’ve ever made, but also the best one. When you build your own company, it becomes an extension of you, so stepping away is…

1
Bryan Cataldi Returns: The Completion of a Multi Cabin Rehab Project 34:33

2M ago34:33

34:33

In this episode, Avery is joined by guest Bryan Cataldi for a follow-up on his journey of rehabbing a seven-cabin development in the Smokey Mountains. Brian shares his experiences from the project, highlighting the hard work and dedication required in the short term rental business. They discuss some impressive rental stats, his rehabbing strategy …

1
Everything You Need to Prep For An Investor Meeting w/ Keir Dillon 53:10

2M ago53:10

53:10

In the path to getting funding for your idea, meeting with investors is the most important checkpoint. You only have one shot at a first impression, so the more dialed in your presentation is, the more successful you’ll be. From pitch decks to financials, there’s a ton of work that goes into preparing for that face-to-face with a potential funding …

1
Mitigate Risk and Keep Your STR Properties Safe 40:55

2M ago40:55

40:55

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Vincent Niemeth, a safety expert in the short-term rental field, shares his insights on safety and liability in the industry. He emphasizes the importance of gues…

1
The Six-Minute Money Machine: Unlocking STR Success with Philip Kennard 36:40

2M ago36:40

36:40

In this episode, Avery sits down with Philip Kennard, the founder of FutureStay, a property management operating system designed for the modern rentalpreneur. Philip shares his journey from a tech-savvy teenager to a successful entrepreneur who stumbled into the short-term rental industry by necessity. He emphasizes the importance of building the r…

1
Make “Boring” Cool: The Secret to Disrupting A Tired Category w/Josh Walker 46:59

2M ago46:59

46:59

The best products disrupt tired categories and breathe new life into done-to-death ideas, but is it still possible? Every year, there are fewer categories to disrupt, especially in clothing-based niches. How can you compete when people can easily buy knock-offs, dupes and cheap goods all over the internet? By going premium, identifying an emerging …

1
Investing in Turnkey Real Estate Properties 33:45

2M ago33:45

33:45

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Zach Leimaster, founder and CEO of Rent to Retirement, discusses how he helps people retire early with turnkey rentals. He explains that turnkey rentals involve i…

1
Nick's Airbnb Nightmare story 36:47

2M ago36:47

36:47

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Nick Libertin shares his experience of his short-term rental property burning down and the challenges he faced with insurance coverage. He emphasizes the importan…

1
Maximizing Efficiency and Guest Satisfaction Using Smart Property Technology with Angel Piontek 27:14

2M ago27:14

27:14

In this episode, Avery interviews Angel Piontek, the head of marketing at Point Central, a smart home technology company. They discuss various smart devices for short-term rentals, including smart locks, smart thermostats, and a few you might not have considered before, such as water sensors, door and window sensors, and smart noise monitors. Angel…

1
My Shark Tank Story (and How It Almost Didn't Happen) 27:17

2M ago27:17

27:17

Years later, people still ask about this story. So here it is. Pitching to a group of influential investors is a nerve-wracking experience, and that’s even before you have to do it on national TV! It’s not just a business presentation - you have to be entertaining, compelling, relatable and likable. I found that out when I appeared on Shark Tank. A…

1
Underwrite STR Properties with STR Insights 32:14

2M ago32:14

32:14

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Kenny Bedwell, founder and CEO of SDR Insights, shares his expertise on analyzing short-term rental properties. He emphasizes the importance of understanding the …

1
Mastering the Art of Wholesaling Real Estate with Jamil Damji 45:41

2M ago45:41

45:41

In this week's episode, Jamil Damji joins Avery to share his journey of self-teaching in real estate wholesaling for over 20 years and how it has shaped his unique approach to the business. They discuss the importance of ethics in real estate as well as the importance of relationships. Jamil shares his extensive experience in real estate wholesalin…

1
Storytelling Is The Secret to Successful Seed Funding w/Dan Negroni 51:36

2M ago51:36

51:36

The world of seed funding runs on two currencies - money and connection. Investors aren’t just paying attention to the financials, they are looking for a compelling story that makes them connect with us and then want to get on board. Crafting our story is a step we can’t skip in the early stages of our businesses. The more clarity we have on it, th…

1
How to develop a revenue management mindset 28:09

2M ago28:09

28:09

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Mike Savage, the founder of Synergy Stays, about revenue management in the short-term rental industry. They discuss the…

1
Mid Term Rental Strategies 31:49

2M ago31:49

31:49

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Ziona McIntyre, author of '30-Day Stay: A Real Estate Investor's Guide to Mastering the Medium-Term Rental', discusses strategies for finding and managing mid-ter…

1
Dissecting AirDNA's Latest Updates with Jamie Lane 57:44

2M ago57:44

57:44

In this episode, Jamie Lane from AirDNA joins Avery to discuss the recent changes in AirDNA's interface and pricing. Jamie shares insights on how AirDNA tracks short-term rental data worldwide, providing insights on revenue, occupancy, amenities, and more. He highlights the significance of local expertise, as well as the importance of understanding…

1
Seed Money- What Blew My Mind About Early-Stage Funding 9:53

3M ago9:53

9:53

Early-stage fundraising may be a stressful stage in business, but it can also be the most invigorating and exciting time. The determination, drive, conviction, and guts it takes to get seed money is a powerful life force. It’s not just an opportunity to get the resources we need. It’s a chance for investors to access your awesomeness, and absorb th…

1
Seed Money Trailer 1:43

3M ago1:43

1:43

Seed Money is where everyday people learn how to raise capital and get the funding you need to FINALLY turn your amazing idea into reality! Whatever your idea is.. product app real estate deal …or maybe you want to build or expand your small business… if you’re struggling to get people to believe in your vision and you don’t need a billion dollar d…

1
Cultivating a Healthy Relationship with Money with Lisa Chastain 32:45

3M ago32:45

32:45

In this episode, Lisa Chastain joins the Avery to delve into personal finance and building healthy relationships with money. Lisa emphasizes her mission to empower women to become financial powerhouses by developing a healthy relationship with money and debt. Their conversation emphasizes the need for clarity, mindset shifts, and practical systems …

1
Guest marketing with Stay-Fi 30:31

3M ago30:31

30:31

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Arthur Colker, the founder of Stay-fi, a guest Wi-Fi marketing tool. They discuss how short-term rental operators can c…

1
Exploring the Sarasota and Bradenton Market with John and Christina McNaught 26:33

3M ago26:33

26:33

This week Avery is joined by two Short Term Shop agents in the Sarasota and Bradenton area, John and Christina McNaught. They go through a brief overview of owning properties in this market, such as what the seasonality is like, what types of properties perform best, why it's crucial to have an agent who is familiar with the area and more. Check ou…

1
The state of the STR industry with Rent Responsibly 40:11

3M ago40:11

40:11

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Dave Krauss, the co-founder of Rent Responsibly, an organization that supports the short-term rental industry. They dis…

1
How Virtual Assistants Can Transform Your Business with Daniel Ramsey 35:32

3M ago35:32

35:32

This week Avery is joined by MyOutDesk CEO, Daniel Ramsey. They discuss the relevance of virtual assistants in the short term rental industry, emphasizing the non-stop nature of this business and the need for support that can handle tasks at any hour. They also discuss the benefits of having a virtual assistant and touch on why delegation is crucia…

1
Diversifying Your Portfolio with Franchising: Insights from FranBridge CEO Jon Ostenson 33:09

3M ago33:09

33:09

This week Avery is joined by franchising expert, Jon Ostenson. They discuss the similarities between real estate investing and franchising, such as building cash flows, enjoying tax benefits, and creating long-term assets. John points out that many real estate investors are turning to franchises to diversify their portfolios, especially in the curr…

1
Sabrina Guler on Building a Short Term Rental Empire with TechVestor 35:19

4M ago35:19

35:19

This week Avery is joined by Sabrina Guler, Techvestor COO and Co-founder. Avery and Sabrina highlight the misconception that the short-term rental business is a passive investment. They also emphasize the importance of making the right investment decisions upfront, such as choosing the right property and considering renovations and amenities. Sabr…

1
Live Let Thrive with Steven Suarez 1:09:46

4M ago1:09:46

1:09:46

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download Hosted on Acast. See acast.com/privacy for more information.

1
Maximizing Your College Savings Plan at Any Stage with Brad Baldridge 38:17

4M ago38:17

38:17

In this episode of The Short Term Show, the host welcomes Brad Baldridge, a financial advisor specializing in college planning. Brad shares his insights and strategies for navigating the increasingly expensive world of college education, such as putting your kids on payroll. They also discuss the challenges families face and the need for proper pla…

1
Revenue Management Strategies 36:14

4M ago36:14

36:14

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Jordan Locke, the founder of RevParty Consulting, about revenue management strategies for short-term rentals. They disc…

1
Sailing around the world funded by property investing 34:07

4M ago34:07

34:07

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Jordan Locke, the founder of RevParty Consulting, about revenue management strategies for short-term rentals. They disc…

1
The Myth of Market Saturation with Shawn Moore 50:58

4M ago50:58

50:58

In this episode, Avery is joined by Shawn Moore, a seasoned investor in the vacation rental industry. Sean has been investing in real estate for over 24 years and has a wealth of experience in the vacation rental space. They discussed the importance of choosing the right market for vacation rentals and how it can greatly impact the success of your …

1
Ricky Carruth on Market Trends and Investment Tactics 46:31

4M ago46:31

46:31

In today's episode, Avery has the pleasure of speaking with Ricky Carruth, a seasoned real estate professional with over 20 years of experience in the industry. They delved into the importance of having a backup plan when investing, learning from Ricky's own experience of losing everything in the 2008 crash. Ricky provided insights on current marke…

1
How Steven went from near bankruptcy to building a thriving STR business 42:42

5M ago42:42

42:42

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In this episode, Jasper Ribbers interviews Steven Suarez, the founder of Argest Rentals, about his experiences in property management and the challenges he faced …

1
Navigating Retirement Strategies and Creating STR Hub with Christianne Crump 31:26

5M ago31:26

31:26

This week Avery sits down with Christianne Crump of STRhub.com. Christianne Shares her story of getting into real estate which began as a newly wed, when she and her husband followed a more traditional investment path and lost a lot. They had a similar experience a few years later and that ultimately led them to switch their strategy for life after…

1
Exploring the Outer Banks Market with Meg Minetree 26:11

5M ago26:11

26:11

This week Avery is joined by Meg Minetree, a Short Term Shop agent in the Outer Banks! They discuss the recent and sustained growth in the OBX market as well as touch on some more market specific details like the future of insuring beach homes, the accessibility of OBX and more. Check out our 10 episode deep dive on the Outer Banks here: https://li…

1
Experiential design is where the money is at on Airbnb 37:14

5M ago37:14

37:14

>>> Watch our free Revenue Management training at https://www.getpaidforyourpad.com/cfm-replay >>> FREE E-Book: 5 Most Common Airbnb Revenue Management Mistakes >>> Click here to download In today's episode of Get Paid for Your Pad, I had the pleasure to talk to Heather Loduca & Erin Donnelly, the founders of Pink Wall Designs, straight out of Cana…

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Jayla Siciliano Podcasts

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