Blog - DealMachine for Real Estate Investing

How Virtual Assistants Help Close Real Estate Wholesale Deals

Written by Maria Tresvalles | Sep 14, 2025 11:00:00 AM

Michael Foley is a seasoned real estate professional based in Long Island, New York. Starting his career as a solo agent nearly a decade ago, he eventually built a team and opened his own brokerage in mid-2022. Today, Michael manages brokerage operations, investing, wholesaling, flipping, and rental acquisitions.

This blog shows how Michael integrated outsourced virtual assistants (VAs) into his cold calling strategy to generate quality leads and secure a $50,000 profit on his first wholesale real estate deal. It offers practical takeaways for agents and investors looking to scale lead generation and streamline operations.

Challenges of Wholesaling Real Estate in High-Cost Markets Like New York

Cold Calling Limitations

Michael entered wholesaling in a high-value, high-regulation market. With average home prices between $600,000 and $700,000, generating consistent, high-quality leads was difficult. Cold calling thousands of potential sellers required persistence, but the sheer volume made follow-up management nearly impossible for one person.

"Finding quality is the toughest part. You have to give them a trial, evaluate performance, and sometimes pay more for experienced help," Michael shared.

Legal Complexities in New York

Unlike other states, New York real estate contracts typically require attorneys from both sides, making transactions more complex and time-consuming. Michael noted that seller-side attorneys often interfere or attempt to change previously agreed-upon terms.

In some cases, workarounds like selling the LLC were used to navigate legal pushback.

Time Constraints and Market Pressures

Michael also had to juggle brokerage responsibilities, flips, and distressed seller situations as divorces, property neglect, or business closures, requiring personalized attention and fast resolution.

Summary of Challenges

  • Sourcing quality leads in a saturated market
  • Managing thousands of cold calls and follow-ups
  • Dealing with complex legal requirements
  • Addressing distressed seller situations
  • Balancing wholesaling with other business ventures

Why Virtual Assistants Were the Game Changer

Recognizing that lead generation was a numbers game, Michael turned to virtual assistants to handle cold calling and lead intake. This move allowed his team to scale outreach, improve efficiency, and focus on closing deals.

Watch the full interview with Michael Foley to see exactly how he built a $50K wholesale deal system using virtual assistants.

How Michael Built His Real Estate Lead Pipeline Using Virtual Assistants

VA Hiring and Setup

  1. Pull Targeted Lists: Michael sources property owner lists using tools like DealMachine.
  2. Upload to Dialer: These lists are loaded into a dialer system to begin outbound calls.
  3. Cold Calling by VAs: VAs make 6,000 to 7,000 calls per month each, filtering for seller motivation, pricing, and timeline.
  4. Lead Submission to CRM: Qualified leads are submitted to Michael's CRM for tracking and further engagement.
  5. Lead Management & Appointment Setting: The acquisitions team follows up persistently. When readiness is confirmed, Michael personally schedules an appointment and meets the seller.

Michael occasionally pays a premium to secure higher-quality virtual assistants and gives each new VA a one to two-week trial to assess performance. 

He occasionally offered premium rates to attract top talent. Each VA delivered 12 qualified leads per day. He emphasized testing each hire with a 12-week trial period.

CRM Integration and Data Collection

Lists were pulled from platforms like DealMachine, then uploaded to the dialer. Once a VA identified a lead with motivation, timeline, and a price range, it was uploaded into the CRM.

This ensured the acquisitions team could track and manage the relationship through conversion.

Follow-up and Appointment Setting

Michael’s acquisitions team followed up with each lead. Regular follow-ups over weeks or months helped convert cold leads into warm opportunities. Once a seller showed interest and price alignment, Michael scheduled in-person appointments within a one-hour driving radius.

Deal Structuring and Legal Coordination

Michael offered flexible deal structures based on the seller's needs. If the property was distressed, he proposed a wholesale deal. If the seller wanted top dollar, he offered a listing through his brokerage.

Attorneys handled legal complexities, sometimes involving LLC transfers or creative closings to satisfy restrictive legal environments in New York.

Building Seller Trust

Michael focused heavily on rapport and transparency. He explained his process openly to sellers, including how leads were generated and the costs involved in repairs and operations.

For sellers with hoarding or moving challenges, he introduced flexible programs like a "leave behind" option, where owners could leave unwanted belongings behind with no hassle.

Key Benefits of Using VAs

  • High-volume lead generation
  • Improved lead tracking via CRM
  • Time saved on repetitive tasks
  • More face time with motivated sellers
  • Flexibility in structuring deals
  • More consistent pipeline with follow-ups
"It's a numbers game. A lot of leads and having someone to follow up dramatically change the business," Michael emphasized.

The Results: From Cold Lead to $50K Profit

Michael’s revamped system yielded impressive results:

  • Each VA made 6,000-7,000 calls monthly
  • Each VA generated 12 qualified leads daily
  • The first wholesale deal earned a $50,000 spread

By outsourcing lead generation, Michael freed up time for strategy, in-person meetings, and deal closures. His system also allowed for multichannel deal conversion. If a lead wasn't a fit for wholesaling, it was redirected to his brokerage team for a traditional listing.

Michael shared an example of a seller facing financial hardship due to a business shutdown. Although the property wasn’t heavily distressed, his team provided a quick solution that resulted in a $50K spread.

Sellers also benefited from personalized communication, quick responses, and multiple options tailored to their needs.

Key Takeaways for Real Estate Professionals

Outsourcing for Efficiency

Hiring VAs allowed Michael to handle large call volumes without sacrificing quality. This freed him to focus on high-value activities like closing deals.

Importance of Follow-Up

Using a CRM and a follow-up team ensured no lead went cold. Persistent follow-up turned cold contacts into closed deals.

Navigating Legal Requirements

Working with attorneys experienced in wholesale transactions helped navigate New York's unique legal hurdles. Michael emphasized the importance of wholesaler-friendly legal support.

Flexibility in Deal Structuring

Being able to offer either a listing or a wholesale deal based on the seller's needs increased conversion opportunities.

Persistence Pays Off

Deals often required multiple touchpoints over months. Michael's system ensured long-term lead nurturing.

"The hardest part is staying persistent when you're not seeing money right away. You need to treat this work as a business, not a hobby," Michael advised.

How to Scale Your Real Estate Wholesaling Business with VAs

Michael’s success story illustrates how virtual assistants can help real estate professionals scale operations without burning out. By delegating repetitive tasks, maintaining a strong CRM system, and offering flexible deal structures, Michael transformed a complex, high-value market into a space for consistent wins.

Professionals looking to boost their own real estate businesses can learn from Michael’s approach: combine smart delegation, systemization, and relationship-building to generate reliable income.

Frequently Asked Questions

Q1: What does a virtual assistant do in real estate wholesaling?

A virtual assistant handles tasks like cold calling, lead follow-up, data entry, and CRM management, helping investors scale lead generation without burning out.

Q2: How do I find a reliable virtual assistant for real estate?

You can find VAs through platforms like Upwork, OnlineJobs.ph, or real estate-specific VA companies. Look for experience in cold calling and familiarity with real estate CRMs.

Q3: Is wholesaling legal in New York?

Yes, wholesaling is legal in New York, but it comes with strict legal requirements. You often need attorneys on both sides and must structure deals carefully to remain compliant.

Q4: How many calls do I need to make to get a wholesale deal?

Results vary, but like Michael's case, VAs made 6,000-7,000 calls monthly, generating 12 qualified leads per day. It’s a numbers game that requires consistent effort.

Q5: Can virtual assistants help with more than just cold calling?

Absolutely. VAs can also help with social media marketing, lead nurturing, document prep, and appointment settingfreeing up time for high-level strategy and closings.