Best Practices for Following Up with Potential Investors

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You had a great conversation with a potential investor. They seemed interested, asked good questions, and said they’d “think about it.” Then weeks pass. You’re not sure when or how to follow up without being annoying. So you either wait too long and lose momentum, or you follow up randomly with “just checking in” messages that go nowhere.

Here’s the reality: Follow-up determines whether interested prospects become committed investors. The difference between fund managers who consistently close investors and those who struggle isn’t the quality of their deals but the quality and consistency of their follow-up.

Here’s how to do it right.

Key Takeaways

  • Most investors require 6-8 touchpoints before committing capital – Single follow-ups fail because decision timelines span 3-6 months for new relationships
  • 48-hour response window is critical – Replying within 48 hours of investor inquiry or meeting increases conversion rates by 60-80%
  • Value-driven follow-ups outperform check-ins – Each contact should provide new information, insights, or resources rather than generic “just checking in” messages
  • Systematic cadence beats random outreach – Following a structured 30-60-90 day schedule converts 40-50% more prospects than ad-hoc follow-up
  • Personalization matters more than frequency – Three personalized touchpoints outperform ten generic messages every time

The Follow-Up Fundamentals

Before tactics, understand the core principles that make follow-up effective.

Principle 1: Speed Matters Most in the First 48 Hours

When someone expresses interest, responds to your email, or meets with you, your follow-up speed directly impacts conversion.

Response Time Impact:

  • Within 2 hours: 60-70% engagement rate
  • Within 24 hours: 40-50% engagement rate
  • Within 48 hours: 25-35% engagement rate
  • After 48 hours: 15-20% engagement rate

Set up systems to respond quickly or batch your lead follow-up to specific times daily.

Principle 2: Every Follow-Up Must Provide Value

Generic “checking in” messages get ignored. Each contact should give them something useful.

Value Types:

  • Market analysis or data relevant to their interests
  • Answers to the questions they raised
  • Case studies or examples addressing their concerns
  • Updates on fund progress or portfolio performance
  • Educational content about syndication or strategy

If you can’t identify a specific value in your follow-up, don’t send it yet.

Principle 3: Persistence Without Pressure

Most investors need multiple touchpoints, but pushing too hard backfires.

The Balance:

  • Too little: 1-2 follow-ups, then give up (misses 70% of potential conversions)
  • Too much: Daily or overly frequent contact (damages the relationship)
  • Right amount: Consistent value-driven touches over 60-90 days

Think marathon, not sprint.

Principle 4: Document Everything

Track every interaction in your CRM. Without documentation, you’ll duplicate efforts, miss follow-ups, or lose context.

Minimum Information to Track:

  • Date and type of contact (email, call, meeting)
  • Key discussion points and their questions
  • Their specific interests and concerns
  • Next planned follow-up date and action
  • Overall engagement level and fit

This information makes future follow-ups relevant and personal.

Principle 5: Segment Your Approach

Not all prospects deserve the same follow-up intensity.

Hot Prospects (High Priority):

  • Expressed a strong interest
  • Asked detailed questions
  • Meet all qualification criteria
  • Clear timeline for decision
  • Cadence: Weekly touches for the first month, then bi-weekly

Warm Prospects (Standard):

  • General interest expressed
  • Some qualification questions
  • Longer or unclear timeline
  • Cadence: Bi-weekly for the first month, then monthly

Cold Prospects (Low Priority):

  • Minimal engagement
  • Unclear fit or qualification
  • Very long timeline
  • Cadence: Monthly newsletter only until engagement increases

Focus 80% of effort on hot and warm prospects.

The 30-60-90 Day Follow-Up Framework

Use this systematic structure for prospects who show interest but don’t immediately commit.

Days 1-30: Active Engagement Phase

Day 1 (Within 2 Hours): Immediate Follow-Up

After meeting or initial contact, send:

Subject: “Great speaking with you today – here’s what we discussed”

“Hi [Name],

Really enjoyed our conversation today about [specific topic you discussed].

As promised, I’m sending:

  • [Document/resource you mentioned]
  • [Answer to the specific question they asked]
  • [Relevant case study or example]

The key points you mentioned were:

  • [Their interest/goal 1]
  • [Their concern/question 1]
  • [Their timeline consideration]

Based on that, I think [specific recommendation or next step].

Let me know if you have any questions after reviewing the materials. Happy to schedule a follow-up call to go deeper on [specific topic]: [calendar link]

[Your name]”

Purpose: Strike while the interest is hot. Demonstrate that you listened. Provide promised materials. Set a clear next step.

Day 3: Value Addition

Subject: “Thought you’d find this interesting: [specific topic]”

“Hi [Name],

Following up on our conversation on [day]. I came across [article/data/insight] about [specific topic relevant to their interest] and thought of you.

[2-3 sentences summarizing the insight and why it matters]

This relates to what you mentioned about [their specific interest or concern].

Let me know if you’d like to discuss the implications for your portfolio: [calendar link]

[Your name]”

Purpose: Add value without asking for anything. Show you’re thinking about their interests.

Day 7: Educational Content

Subject: “Answering your question about [specific topic]”

“Hi [Name],

You asked about [specific question they raised] during our call. Rather than just answering in an email, I put together a brief explanation:

[2-3 paragraphs or bullet points explaining the answer, with specific examples or data]

A lot of investors wonder about this, so I’m glad you asked. It’s an important consideration for [their situation].

If this raises more questions, let’s talk: [calendar link]

Otherwise, I’ll check back in a couple of weeks.

[Your name]”

Purpose: Address their specific questions thoroughly. Position yourself as an educator, not a salesperson.

Day 14: Social Proof

Subject: “Similar investor situation to yours”

“Hi [Name],

Quick update: I was just on a call with another investor who had similar questions about [topic they expressed interest in].

Their main concerns were:

  • [Concern 1]
  • [Concern 2]

Here’s how we addressed them: [Brief explanation]

Thought this might be relevant to your evaluation process.

Still happy to discuss if you have questions: [calendar link]

[Your name]”

Purpose: Use social proof to show others like them are engaging. Address objections indirectly.

Day 21: Check-In with New Value

Subject: “Portfolio update + your timeline question”

“Hi [Name],

Two quick things:

  1. You asked about our typical timeline from acquisition to stabilization. Our most recent property [specific example] hit stabilization 4 months ahead of schedule. Here’s what we learned: [brief insight]
  2. Where are you in your evaluation process? Still makes sense to explore this, or should I circle back at a different time?

If you’re still evaluating, I’m happy to answer any questions that have come up: [calendar link]

[Your name]”

Purpose: Provide an update with new information. Force a response with a direct question about their status.

Days 22-30: Conditional Pause or Intensify

If They’re Engaged: Continue weekly touches with increasingly specific value (deal walkthroughs, investor testimonials, specific answers to their evolving questions).

If They’re Unresponsive: Move to 60-day cadence. They’re not ready yet.

Days 31-60: Moderate Touch Phase

Day 35: Market Analysis

Subject: “[Their market of interest] update: 3 trends we’re tracking”

“Hi [Name],

Given your interest in [specific market/property type], I wanted to share three trends we’re seeing:

  1. [Trend with brief explanation]
  2. [Trend with brief explanation]
  3. [Trend with brief explanation]

Number 2 is particularly relevant to our current strategy in [market]. Here’s why: [explanation]

Curious if you’re seeing similar trends in your research?

[Your name]”

Purpose: Demonstrate ongoing expertise. Keep the conversation going without a direct ask.

Day 50: Portfolio Update

Subject: “Q[X] portfolio performance snapshot”

“Hi [Name],

Quick update on our fund performance:

  • [Metric 1 with context]
  • [Metric 2 with context]
  • [Specific property or milestone update]

The key driver this quarter was [explanation]. This validates our thesis on [investment strategy aspect].

I’ll send a more detailed report next week, but I wanted to give you the highlights.

Still thinking about joining the next fund, or should I remove you from active follow-up?

[Your name]”

Purpose: Show real performance and transparency. Force a response with a direct question about their interest.

Days 61-90: Long-Term Nurture Phase

Day 65: Case Study Deep-Dive

Subject: “How we turned around [specific property]”

“Hi [Name],

Thought you’d find this interesting: [Property name] was underperforming when we acquired it. Here’s how we fixed it:

[3-4 bullet points explaining specific actions and results]

Result: Increased NOI by [%] in [timeframe].

This is a good example of our value-add approach in action. Full case study attached if you want details.

[Your name]”

Purpose: Demonstrate competence through a specific example. Educational value regardless of investment decision.

Day 80: Timeline Check

Subject: “Quick question about timing”

“Hi [Name],

It’s been about [X weeks/months] since we first connected. I’ve shared a lot of information, and you’ve been polite in receiving it (thanks for that).

At this point, I want to be respectful of your time and mine. Could you let me know where you are?

  • Still interested, but timeline isn’t right → I’ll check back in [timeframe]
  • Need more specific information → Let’s schedule a call: [calendar link]
  • Not the right fit → No problem, I’ll stop the active follow-up

Either way, completely fine. Just want to make sure I’m being helpful rather than annoying.

[Your name]”

Purpose: Force clarity on their status. Give them an easy out. Identifies truly interested prospects.

Day 90: Final Value-Add Before Moving to Passive

Subject: “Last active follow-up from me (unless you want to continue)”

“Hi [Name],

This is my last active outreach for now. I don’t want to be that person who won’t take a hint.

Before I move you to passive updates (quarterly newsletter only), I wanted to offer one more thing:

[Specific valuable resource, consultation offer, or information relevant to their situation]

If you’d like to stay in more frequent contact, just let me know. Otherwise, I’ll shift to quarterly updates, and you can reach out if your situation changes.

Thanks for your time over the past few months.

[Your name]”

Purpose: Graceful exit from active follow-up. Often generates a response from prospects who were interested but busy.

Results from This Framework:

  • 40-60% of hot prospects convert within 90 days
  • 20-30% request to stay in active follow-up beyond 90 days
  • 30-40% gracefully exit, keeping the relationship intact for the future

Follow-Up by Prospect Stage

Different stages require different approaches. Adjust your follow-up based on where they are in the journey.

Stage 1: Initial Interest (Downloaded Content, Attended Webinar)

Approach:

  • Response within 24 hours
  • Focus on education, not selling
  • Understand their situation and goals
  • Qualify fit before investing heavy time

Sample Cadence:

  • Day 1: Welcome email with next resource
  • Day 3: Educational content related to their interest
  • Day 7: Invitation to book an exploratory call
  • Day 14: Case study or social proof
  • Move to a monthly newsletter if there is no engagement

Stage 2: Active Evaluation (Scheduled Call, Reviewing Materials)

Approach:

  • Weekly touches with specific value
  • Answer questions comprehensively
  • Provide behind-the-scenes insights
  • Address concerns proactively

Sample Cadence:

  • Within 2 hours of meeting: Meeting summary and promised materials
  • Day 3: Follow-up on the specific question they raised
  • Day 7: Additional resource addressing their concern
  • Day 14: Social proof or investor testimonial
  • Day 21: Direct question about their timeline and status
  • Continue weekly if engaged, move to bi-weekly if responses slow

Stage 3: Due Diligence (Serious Consideration, Asking Detailed Questions)

Approach:

  • Respond same-day to all questions
  • Provide comprehensive documentation
  • Facilitate reference calls with other investors
  • Address every concern directly
  • Remove friction from the commitment process

Sample Cadence:

  • Immediate responses to all inquiries
  • Daily check-ins during active due diligence
  • Proactive sharing of relevant information
  • Clear next steps after each interaction
  • Maintain momentum toward commitment

Stage 4: Ready to Commit (Verbal Yes, Completing Paperwork)

Approach:

  • Simplify the onboarding process
  • Respond immediately to questions
  • Remove any obstacles to completion
  • Set clear expectations for what happens next

Sample Cadence:

  • Same-day response to all administrative questions
  • Check in every 2-3 days on paperwork progress
  • Proactive outreach if the process stalls
  • Celebration and welcome once complete

Personalization Tactics That Work

Generic follow-ups get ignored. These personalization tactics dramatically improve response rates.

Tactic 1: Reference Specific Conversation Details

Bad: “Following up on our conversation”

Good: “Following up on your question about Phoenix demographic trends”

Always reference specific topics, questions, or concerns from your previous interaction.

Tactic 2: Acknowledge Their Unique Situation

Bad: “Our fund offers strong returns for investors.”

Good: “Given your focus on cash flow and shorter hold periods, our value-add strategy with 3-5 year timelines aligns well.”

Show you understand their specific goals and constraints.

Tactic 3: Use Their Language

If they say “passive income,” use “passive income” (not “cash flow distributions”). If they say “equity multiple,” use “equity multiple” (not “total returns”).

Mirror their terminology and communication style.

Tactic 4: Connect to Previous Interactions

“When we talked three weeks ago, you mentioned concern about [X]. I came across data that addresses this…”

Build continuity across touchpoints so each feels like a conversation continuation, not an isolated contact.

Tactic 5: Segment by Interest

Don’t send generic updates to everyone. Segment by:

  • Property type interest (multifamily vs. retail vs. industrial)
  • Geographic preferences
  • Investment size capacity
  • Risk tolerance
  • Timeline for deployment

Send relevant information to each segment.

Tactic 6: Use Video When Appropriate

For high-value prospects, record short personal video messages:

  • 60-90 seconds maximum
  • Address them by name
  • Reference your previous conversation
  • Provide a specific update or answer

Video feels more personal and often breaks through inbox noise.

What to Send in Follow-Ups

The content of your follow-up matters as much as timing. Here’s what works.

High-Value Follow-Up Content:

Market Analysis and Data

  • Demographic trends in your target markets
  • Supply and demand analysis
  • Economic indicators affecting real estate
  • Comparable sales or rent data

Why it works: Provides value regardless of investment decision. Demonstrates expertise.

Behind-the-Scenes Insights

  • Deal sourcing and evaluation process
  • Recent acquisitions and why you pursued them
  • Deals you passed on and why
  • Day-to-day fund management

Why it works: Builds trust through transparency. Educational and interesting.

Specific Answers to Their Questions

  • Detailed responses to the concerns they raised
  • Examples addressing their specific situation
  • Data supporting your strategy relevant to their interests

Why it works: Shows you listened. Directly addresses their decision-making needs.

Social Proof

  • Investor testimonials (with permission)
  • Case studies from similar investor situations
  • Recent fund commitments (general, not specific names)
  • Third-party validation (awards, media, certifications)

Why it works: Reduces perceived risk. Shows others like them are committing.

Portfolio Updates

  • Performance against projections
  • Property-level updates and milestones
  • Challenges and how you’re addressing them
  • Lessons learned and strategy adjustments

Why it works: Demonstrates transparency and competence. Shows real results.

Educational Content

  • Syndication structure explanations
  • Tax benefit breakdowns
  • Risk mitigation approaches
  • Comparison content (syndication vs. REIT vs. direct ownership)

Why it works: Helps them understand investment. Positions you as an educator.

Low-Value Follow-Up Content (Avoid):

  • “Just checking in” with no new information
  • Generic company news unrelated to their interests
  • Sales pitches without value
  • Requests for meetings without context
  • Holiday greetings as primary contact
Tools That Make Follow Up Systematic

Tools That Make Follow-Up Systematic

Manual follow-up doesn’t scale. Use technology to maintain consistency.

Essential Tools:

Customer Relationship Management (CRM)

  • Options: HubSpot (free-$50/user/mo), Pipedrive ($14-99/user/mo), Salesforce
  • Purpose: Track all interactions, schedule follow-ups, automate reminders
  • Must-have features: Task automation, email tracking, pipeline stages, mobile access

Email Automation Platform

  • Options: ActiveCampaign ($29-149/mo), Mailchimp ($13-350/mo), ConvertKit ($25-100/mo)
  • Purpose: Automated drip sequences, segmentation, template library
  • Must-have features: Segmentation, A/B testing, automation builder, CRM integration

Calendar Scheduling Tool

  • Options: Calendly ($10-16/user/mo), HubSpot Meetings (free), SavvyCal ($12+/mo)
  • Purpose: Eliminate scheduling back-and-forth, automatic reminders
  • Must-have features: Multiple meeting types, buffer times, automated reminders

Email Tracking

  • Options: Built into most CRMs, or Yesware ($15-65/user/mo), Mixmax ($34-69/user/mo)
  • Purpose: Know when prospects open emails and click links
  • Must-have features: Open tracking, link tracking, notification alerts

Video Messaging

  • Options: Loom (free-$12.50/user/mo), Vidyard (free-$300+/mo), BombBomb ($33-$49/mo)
  • Purpose: Send personalized video follow-ups at scale
  • Must-have features: Easy recording, email embedding, viewing analytics

Implementation: Start with CRM only. Once that’s working smoothly (30-60 days), add email automation. Then layer in additional tools based on needs.

Measuring Follow-Up Effectiveness

Track these metrics to improve your follow-up process.

Key Metrics:

Response Rate

  • Percentage who respond to follow-up messages
  • Target: 30-50% for hot prospects, 15-25% for warm prospects
  • Below target indicates a weak value proposition or poor personalization

Time to Response

  • Average hours/days between your follow-up and their response
  • Faster responses indicate higher engagement
  • Track the correlation between your follow-up timing and their response speed

Touchpoints to Conversion

  • Average number of follow-ups before commitment
  • Typical range: 6-10 touches
  • Helps you set realistic expectations for follow-up duration

Follow-Up to Meeting Booking Rate

  • Percentage of follow-up sequences that result in scheduled calls
  • Target: 40-60% for qualified prospects
  • Indicates whether your value-driven approach is working

Stage Progression Rate

  • Percentage moving from one stage to the next (interest → evaluation → commitment)
  • Identifies where prospects are getting stuck
  • Focus improvement on bottleneck stages

30-60-90 Day Conversion Rates

  • What percentage converts within each timeframe
  • Typical: 20% at 30 days, 40% at 60 days, 50-60% at 90 days
  • Helps set expectations for follow-up duration

Monthly Review:

  • Pull metrics from CRM
  • Identify patterns in successful conversions
  • Spot common objections or drop-off points
  • Adjust follow-up templates based on what’s working
  • Test new approaches systematically

When to Stop Following Up

Not every prospect will convert. Know when to move on.

Clear Stop Signals:

Direct Request to Stop

  • They ask to be removed from communications
  • They explicitly say not interested
  • They mention overcommitment to other opportunities

Action: Remove from active follow-up immediately. Add to the passive quarterly newsletter only if they agree.

Consistent Non-Response

  • No response after 8-10 touchpoints over 90 days
  • No email opens or clicks for 60+ days
  • Missed multiple scheduled calls

Action: Send final “breakup” email offering to stay in touch quarterly, then move to passive list.

Disqualification Indicators

  • Not actually an accredited investor
  • Investment capacity below your minimum
  • Timeline extends beyond a reasonable horizon
  • Fundamental misalignment with strategy

Action: Gracefully exit. Offer to reconnect if their situation changes.

Changed Circumstances

  • They took another job
  • Portfolio allocation no longer allows your strategy
  • Personal situation changed
  • Already committed to competing fund

Action: Acknowledge change. Offer to stay in touch for future opportunities.

The Breakup Email:

Subject: “Final note from me”

“Hi [Name],

I’ve reached out several times over the past [X] months about [fund/opportunity]. I haven’t heard back, which tells me either:

  1. Timing isn’t right for you
  2. Our strategy isn’t a fit for your portfolio
  3. My emails are ending up in spam (it happens!)

Whatever the reason, no problem at all. I don’t want to keep bothering you if this isn’t relevant.

I’m going to move you to my quarterly newsletter (just high-level updates, no sales pitches). If you don’t want even that, just let me know.

And if your situation changes and you want to revisit this conversation, my door’s always open.

Thanks for your time.

[Your name]”

This often generates responses from genuinely interested prospects who were simply busy.

Follow-Up Is Where Deals Close

Initial meetings generate interest. Follow-up converts interest into commitments.

Most fund managers lose deals not because prospects weren’t interested, but because follow-up was inconsistent, generic, or non-existent.

Implement a systematic follow-up: respond within 48 hours, provide value in every touch, maintain consistent cadence over 60-90 days, personalize based on their situation, and track everything in your CRM.

Follow-up isn’t about being pushy. It’s about being helpful, consistent, and professional over the weeks and months it takes for investors to make decisions.

Lightmark has worked with real estate entrepreneurs to raise private equity since 2012. Today, we help some of the most respected private equity firms in the US raise capital for real estate, energy, and other sectors.

Click the “Get Started” button below to learn more about the software, systems, and strategies that we use every day to raise capital for real estate fund managers, syndicators, and capital aggregators.

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