Outsourcing Operations with Jen Dillard | Ep 066 episode artwork

EPISODE · Apr 22, 2025 · 50 MIN

Outsourcing Operations with Jen Dillard | Ep 066

from Real Estate Team OS · host Ethan Beute | Follow Up Boss

The JDRE Team was growing quickly in the relatively small and highly competitive market of Hood River, Oregon.But when their Director of Operations and Marketing Manager separated from the organization, team leader Jen Dillard found herself back in a challenging, undesirable, and familiar spot - wearing all the hats and doing all the things, but none of them especially well.Jen shares the process of getting operations and marketing back on track, as well as how she started her business from scratch after moving to a town where she knew no one, how to work with an outsourced operations team, and how she landed an exclusive builder relationship she’s servicing with her team.Watch or listen to this conversation with Jen for:- What is and isn’t coachable about drive, hunger, and passion, plus questions to ask to close that gap- The path from property management and condo conversions in Seattle to starting over in a small market where she knew no one- Why co-owning a brokerage didn’t work for her- Three specific things she did to build a business in a brand new market (including one that was “like a Seinfeld episode”)- How she started a team with an engaging coffee barista and when she finally added admin- The wrong way to hire staff and the pain it can create- Her options to rebuild operations after the departure of two key staff members- How she turned her operations solution into a business of its own- How communication, visibility, and strategy work when you outsource operations- Which systems and process were especially helpful to outsource- Two themes she’s hearing from team leaders via coaching and networking- Why Hood River isn’t as much a second-home market as it was when she arrived- How being “pleasantly persistent” landed her an exclusive relationship with a builder and how that opportunity plays out within her team- Advice for agents thinking about starting a team or joining a teamAt the end, hear about a “beautiful mess” and frivolous rewards. Also: “Go Hawks!”EOS conversation mentioned in this episode:- https://realestateteamos.com/episode/eos-principles-scale-faster-real-estate-harvey-yerginJen Dillard - http://instagram.com/jendillardReal Estate Team OS:- https://www.realestateteamos.com- https://linktr.ee/realestateteamos- https://www.instagram.com/realestateteamos/

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Outsourcing Operations with Jen Dillard | Ep 066

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