2023 Woman of Influence: Ashley Terrell


Ashley Terrell is a master at connecting people and businesses with solutions that not only scale value, but also create lasting relationships. Terrell is the chief revenue officer at Milestones. She has helped bring the Milestones homeowner management solution to over 300,000 real estate and mortgage professionals in under 12 months. 

Terrell brings a wealth of proptech industry knowledge to the Milestones team and isn’t afraid to roll up her sleeves to get any job done. She is relentless in her pursuit to bring the best solutions to her partners and clients, and challenges her team members to constantly push beyond the norm. She coordinated partnerships with the California Association of Realtors, the Miami Association of Realtors, top-producing brokerage RE/MAX Results and Town Square Mortgage to name a few. She is a sought-after expert, speaker and panelist, having been featured on numerous podcasts, videos and marquee events. Her extraordinary commitment to success and growth has been instrumental to Milestones’ success.


Ashley Terrell


Chief Revenue Officer

Company Name:



Real Estate

3d rendering of a row of luxury townhouses along a street

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