What is the Property Management Bootstrappers Podcast?

Real Conversations About Property Management & Entrepreneurship

A program designed to bring you up to the minute ideas and concepts to understand what it takes to succeed in business and life. We bring knowledge from other industries and apply it to the investment property management business, ensuring our audience always learns something new.

We invite the best authors, thinkers, and business people to the show and we pick their brains in their areas of expertise. We interview our guests and gain key insights that can help our audience in their own path to success.

You will find here: ideas, knowledge and best practices in a relaxed and fun conversation. No pretense. Our guests get real and share successes as well as failures. If you are looking for an unvarnished look at entrepreneurship and business development, this is the show for you.

We believe the property management community can learn so much from the cutting edge ideas and practices used in other industries and arenas. Bootstrappers gives us an opportunity to harness that knowledge in a fun and approachable way. Selfishly, we wanted a platform to ask people that we admire about their lives and experience. Bootstrappers is an opportunity to have those interesting conversations and learn along with our audience.

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Meet the Property Management Bootstrappers

Gwenn and Jeremy have been business partners and married for over 15 years. In business and in life they are constantly teasing and interrupting each other while remaining each other’s biggest fans.

Property Management Bootstrappers Show investigates the guests’ lives and careers while also digging into how Gwenn and Jeremy manage to balance starting, and running businesses and making time for family life. Dig into the no holds barred discussion with new episodes each week!

Gwenn Aspen

Gwenn Aspen

President of Anequim

Gwenn Aspen is the co-founder and CEO of Anequim LLC. Anequim helps property management companies be more efficient and successful through a variety of service offerings. From sourcing and managing professional remote labor from Mexico, to Rent Manager Call Center and Anequim Office Services, Anequim is able to provide game changing results to its clients. She is also co-host of the Bootstrappers Show which releases bi-weekly episodes on Apple Podcasts, Spotify and Youtube. Gwenn was a founder of Wistar Group property management company in Omaha, Nebraska which manages 1,200+ doors which sold to Pure in 2021. Gwenn has a background in the healthcare industry and is a graduate of the University of Michigan.


Jeremy Aspen

Anequim COO

Jeremy Aspen is the CFO of Anequim LLC, which he co-founded in 2016. Anequim LLC helps property management companies become more profitable through its various offerings  including virtual assistants, 24/7 call center and accounting services. He also founded Omaha based property management company Wistar Group in 2006 and acted as its President until it sold to Pure in 2021. His career began in international supply chain, an industry that required methodical and precise execution of processes in order to deliver automotive, technology, manufacturing and retail throughout the world.

Jeremy Aspen