The STR Sisterhood

Elevating Your Entrepreneurial Game with Stephanie Figueros


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Join me as I sit down with Stephanie Figueros, who’s made the transition from employee to entrepreneur! Stephanie opens up about her incredible journey from the medical field to becoming an Airbnb powerhouse with a multi-market short-term rental portfolio.


Stephanie doesn’t hold back as she shares the highs and lows of managing properties remotely, why creating strong systems and processes is key, and how she leads with intention and vision. 


Whether you're just getting started in the short-term rental world or you're a seasoned investor, Stephanie’s advice on mindset and embracing your inner entrepreneur is golden. This episode is packed with actionable takeaways for anyone in real estate or entrepreneurship, so get ready to be inspired and take notes!


HIGHLIGHTS AND KEY POINTS:


[02:10] A short introduction about our guest Stephanie Figueros

[02:54] Stephanie’s transition from being a registered nurse to real estate journey in STR

[05:01] Stephanie shares about her first short-term rental and how she found its market

[06:23] An overview of Stephanie’s current portfolio

[07:29] How Stephanie conducts her annual property visits and the importance of maintaining relationships with her cleaning team

[11:20] Stephanie shares her journey of expanding her short-term rental portfolio

[13:12] Stephanie highlights the most challenging aspect of managing properties remotely across different market

[15:05] Stephanie's strategies for building connections in different markets to find a reliable team

[17:17] How Stephanie developed her systems and the tools she uses in her daily operations

[21:11] Stephanie’s journey in building a virtual assistant agency

[24:02] Key leadership gaps and the importance of ongoing training and treating team members as individuals

[26:16] The importance of empowering of Virtual Assistants (VAs) in a business setting

[31:04] How Nursing shaped Stephanie’s leadership skills

[33:19] Stephanie shares how she effectively balances multiple ventures

[38:16] The lightning round


Golden Nuggets:


  • “Systems and processes are one of the best ways that we can make our teams work as efficiently as possible.”
  • “I feel like a lot of people just aren't as organized. And the more organized we make ourselves, the more we can breathe.”
  • “Imperfect action is more important than no action at all. But I would honestly wish I was way more organized from the get go and just really understood business first.”
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    The STR SisterhoodBy Stacey St. John

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