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Working with Virtual Assistants: Questions We Ask Property Investors For a Tailored VA Solution

Writer's picture: Cristina OsborneCristina Osborne

What questions do we ask a property investor business owner in order to arrive at a more tailored recommendation and help prioritise what to automate or outsource first?


Property Investor Tailored VA Solution
Working with Virtual Assistants: Questions We Ask Property Investors For a Tailored VA Solution

1. Business Model, Investment Strategy & Operations

  • Do you focus on buy-to-let, HMO, serviced accommodation, flips, or commercial properties?

  • How many properties do you currently own or manage?

  • Are you managing properties yourself, or do you have a team/property manager?

  • What are your biggest challenges in managing your portfolio?


2. Time & Productivity Pain Points

  • What tasks take up most of your time but don’t generate direct revenue?

  • Which activities drain your energy the most?

  • What tasks do you find yourself repeatedly doing that could be automated?

  • Are you currently using any software or tools? If so, which ones?


3. Tenant & Property Management

  • Do you personally handle tenant inquiries, maintenance, and rent collection?

  • How often do you deal with late rent payments and disputes?

  • Are you manually coordinating repairs, or do you use a platform to manage them?

  • Would you like to automate tenant screening, rent collection, or maintenance requests?


4. Financial & Compliance Management

  • Do you track property finances manually, or do you use software?

  • How do you currently handle tax prep and bookkeeping?

  • Do you struggle with staying on top of cash flow and rent collection?

  • Would outsourcing expense tracking, invoicing, and bank reconciliations help you?


5. Lead Generation & Marketing

  • How do you currently market your services, packaged deals, serviced accommodation listings etc? (e.g., listings, social media, paid ads)

  • Are you manually posting ads and responding to leads, or do you use automation?

  • Would you like to outsource content creation, social media, or lead generation?

  • Do you have a CRM system in place to track leads and follow-ups?


6. Team & Delegation

  • Do you currently have a VA, admin, or property manager?

  • Would you prefer hiring an in-house assistant or using a virtual assistant?

  • Have you outsourced any tasks before? If yes, what worked well (or didn’t)?


7. Growth & Scaling Goals for Property Investors

  • Are you looking to expand your portfolio in the next 6-12 months?

  • What’s the biggest bottleneck stopping you from scaling right now?

  • If you could free up 10+ hours a week, what would you focus on instead?


If working with virtual assistants is part of your key business growth strategy that you want to implement for 2025, speak to our VA Client Manager by email on info@thepropertyva.co.uk or use our Quick Hire VA Booking tool on our website - www.thepropertyva.co.uk

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