How to do Cold Outreach on LinkedIn as a Founder
Sep 18, 2025
You've set up your SaaS company, built a product that solves real problems, but now comes the challenging part - finding customers. You consider your options:
Cold email? Open rates are dropping, inboxes are flooded, and Google's latest spam filters are brutal.
LinkedIn? Everyone seems tired of connection requests followed by a sales pitch.
And doing all of this manually? That takes forever.
I get it. As founders, we face a constant dilemma: how to reach potential customers without coming across as just another person trying to sell something.
Despite the challenges, LinkedIn remains the most powerful B2B prospecting channel available today. With over 900 million professionals, LinkedIn is 277% more effective than Facebook/Twitter for lead generation (Salesbread). And while cold email response rates hover around 8.5%, top-quartile LinkedIn outreach can achieve up to 50% reply rates (Paddle).
The key isn't some magic template or aggressive automation tool. It's a strategic, repeatable system built on personalization, value, and efficient management.
Let me show you how.
The Foundation: Setting Yourself Up for a "Yes"
1. Optimize Your Profile: Your Digital Handshake
Before sending a single message, make sure your profile is ready to impress. This isn't optional - a good photo alone increases response rates by 40% (Kondo Blog).
Professional Photo: It doesn't need to be professionally taken, but it should be clear, recent, and show you in a professional light.
Compelling Headline: Don't just put "Founder at [Company]". Focus on the outcome you provide. Example: "Helping SaaS founders reduce churn by 30%" instead of "CEO at ChurnBuster."
Banner Image: Use this space to highlight achievements, testimonials, or your value proposition.
About Section: Tell your story, but focus on how you solve your customers' pain points. Include a clear call to action like a link to your calendar or website.
2. Define and Find Your Ideal Customer Profile (ICP)
You can't personalize if you don't know who you're talking to. Get specific about who benefits most from your solution.
Build Your Target List:
Use LinkedIn Sales Navigator for advanced filtering by company size, role, geography, and keywords.
Leverage Boolean search for precision targeting.
Pro Tip from Reddit: Search for industry events on LinkedIn and look through attendee lists. As one user noted, "if the event is new and your client is attending it, it means that they actually use LinkedIn" - so you have a higher chance of getting a response.
3. Warm Up Your Prospects: From Cold to Lukewarm
Before sending a connection request, engage with their content:
Leave thoughtful comments on their recent posts
Like and share their content
Join and participate in the same LinkedIn Groups
This simple act makes your name familiar and demonstrates that you've done your homework, reducing the "cold" factor significantly.
The Art of the Message: Crafting Outreach That Converts
1. The Connection Request: Getting Your Foot in the Door
The goal here is simple: get your connection accepted. Keep it short, friendly, and non-salesy.
As one founder shared on Reddit: "Don't overcomplicate the notes." Here are three effective templates:
Industry Peer: "Hi [First Name], I noticed we're both in the [industry/profession]. Would love to connect!"
Content Appreciation: "Hi [First Name], your recent post on [topic] was insightful. Let's connect!"
Event Follow-Up: "Hi [First Name], saw you're attending [event name]. Would be great to connect with fellow attendees."
2. The First Message: The Conversation Starter
This is where many founders go wrong - sending a sales pitch immediately after connecting. Instead:
Timing Matters: As one Reddit user advised, "Don't message them instantly." Sometimes people will reply to your connection note first, giving you a natural opener.
Keep It Brief: Remember this Reddit wisdom: "nobody wants to read a novel lol." Keep your initial messages under 500 characters.
Try the CCQ Method (Salesbread): Compliment, Commonality, Question.
Example: "Hi [First Name], thanks for connecting. Loved your recent post on customer onboarding (Compliment). We're also focused on reducing churn at my startup (Commonality). Curious, what's been your biggest challenge with user retention lately? (Question)."
Address a Specific Pain Point:
"Hi [First Name], I noticed [Company] recently [initiative]. Companies at this stage often face [challenge]. Is this something on your radar?"
The best approach? Ask about their challenges. As one founder noted, "what worked best for me and got me most of the replies, is asking them a question about the problems they face."
3. The Follow-Up Sequence: Staying Top-of-Mind Without Being Annoying
Don't give up after one message. Initial messages have a 37.5% response rate, but the first follow-up can yield another 31.5% (Salesbread).
Spacing is Key: Use the Fibonacci sequence (1, 2, 3, 5, 8 days apart) for follow-ups - persistent but not pushy.
Follow-Up Templates:
The Gentle Check-In: "Hi [First Name], just checking in on my previous message. Any thoughts?"
The New Value-Add: "Hi [First Name], came across this [article/resource] about [their challenge] and thought of you: [link]. Hope it's helpful!"
The Final Follow-Up (The Breakup): "Hi [First Name], seems like now might not be the right time. I believe [your solution] could really help with [challenge], but I'll leave it with you. Feel free to reach out if anything changes."
Systematize and Scale: Managing Your Outreach Effortlessly
As a founder, your LinkedIn inbox quickly becomes a chaotic mix of hot leads, candidates, partners, and spam. Without a system, critical opportunities get lost in the noise.
This is where a tool like Kondo can transform your outreach process. Kondo brings the "Inbox Zero" philosophy to LinkedIn, turning your messaging into a streamlined workflow:
1. Organize Conversations with Labels & Split Inboxes
Instead of one messy inbox, create custom labels like Hot Lead
, Follow Up Q3
, or Potential Partner
. Assign labels with the 'L' shortcut and view each category in its own clean, focused inbox.
This organization ensures you never lose track of important conversations and can prioritize your outreach efforts effectively.
2. Manage Follow-Ups with Reminders (Snooze)
Forget external calendars or spreadsheets for tracking follow-ups. When you need to follow up later, simply hit 'H' and tell Kondo when to remind you (e.g., "in 3 days," "next Tuesday").
The conversation disappears and resurfaces at the top of your inbox exactly when needed, making your Fibonacci follow-up sequence effortless to implement.
3. Standardize Messaging with Snippets
Save all your outreach templates as Snippets in Kondo. Type ';' and the snippet name (e.g., ;followup1
) to instantly insert your message, personalized with variables like {firstName}
.
This eliminates repetitive typing and ensures consistency in your messaging, while still maintaining the personal touch that makes outreach effective.
4. Process Messages at Lightning Speed with Keyboard Shortcuts
Fly through your inbox using keyboard shortcuts:
J
/K
to navigate messagesE
to Archive completed conversationsH
for Reminders (follow-ups)L
to Label important conversationsI
to open profiles for more context
These shortcuts bring the efficiency of modern email tools like Superhuman to your LinkedIn workflow, saving precious time that you can reinvest in your business.
Measure and Refine: Turning Data into Deals
The best outreach systems improve over time through careful measurement and refinement:
Key Metrics to Track
Invite Acceptance Rate: Aim for 25%-40%. If lower, your targeting might be off or your profile needs work.
Response Rate: Shoot for 20% or higher. If it's low, your messaging isn't resonating.
Positive Reply Rate: The percentage of responses that express interest. This is your most important metric.
The Power of A/B Testing
Don't guess what works - test it:
Test different connection request messages
Test different first messages (e.g., CCQ method vs. Pain Point method)
Track the results and double down on what wins
Your Playbook for Predictable Growth
As one founder honestly shared on Reddit: "no method will bring you 100% success rate." However, by following this value-driven, systematic approach—and using tools like Kondo to execute it efficiently—you can transform LinkedIn from a source of frustration into your most reliable channel for customer acquisition.
A successful LinkedIn outreach strategy isn't about spamming. It's a system:
Prepare: Optimize your profile and know your ideal customer.
Personalize: Warm up leads and craft bespoke messages.
Provide Value: Lead with help, not a pitch.
Persist: Follow up systematically.
Perfect: Measure your results and refine your approach.
Remember - effective outreach is about building relationships, not just making sales. When you approach LinkedIn with that mindset, and pair it with the right tools and systems, you'll stand out from the crowd of founders still stuck in the "connect and pitch" trap.
Start implementing this playbook today, and watch your LinkedIn outreach transform from random acts of messaging to a predictable engine for business growth.
Frequently Asked Questions
What is the best way to start a conversation on LinkedIn?
The best way to start a conversation on LinkedIn is by asking a question about a challenge your prospect faces, rather than immediately pitching your product. This approach, known as the CCQ (Compliment, Commonality, Question) method, focuses on building rapport first. For example, after connecting, you could mention a recent post they shared (Compliment), relate it to your own work (Commonality), and then ask an open-ended question about their biggest challenge in that area (Question). This turns a cold outreach into a genuine conversation.
How often should I follow up on LinkedIn without being annoying?
To follow up effectively without being annoying, space out your messages using a pattern like the Fibonacci sequence (1, 2, 3, 5, 8 days apart). This method ensures persistence while respecting your prospect's inbox. Remember, the first follow-up message can yield as much as a 31.5% response rate, so a systematic, non-pushy follow-up plan is crucial for success.
Why is my LinkedIn connection request acceptance rate so low?
A low connection request acceptance rate (below 25%) often indicates issues with your profile or targeting. Ensure your profile is fully optimized with a professional photo, a value-driven headline (e.g., "Helping SaaS founders reduce churn"), and a compelling "About" section. If your profile is strong, your targeting may be too broad. Refine your Ideal Customer Profile (ICP) using tools like Sales Navigator to ensure you're reaching out to the right people.
What are the most important metrics to track for LinkedIn outreach?
The three most important metrics to track for LinkedIn outreach are your Invite Acceptance Rate, Response Rate, and Positive Reply Rate. While acceptance and general response rates tell you if your profile and initial messages are working, the Positive Reply Rate is the most critical metric as it measures how many conversations are actually turning into potential opportunities.
Is it better to send a personalized note with a LinkedIn connection request?
Yes, it is generally better to send a short, personalized, and non-salesy note with your connection request. The goal is simply to get the connection accepted, not to make a sale. A simple note mentioning a shared industry, appreciating a recent post, or noting a mutual event attendance can significantly increase your acceptance rate by providing context and showing you've done minimal research.
How can I manage a large volume of LinkedIn conversations effectively?
Managing a large volume of LinkedIn conversations requires a systematic approach, often supported by a dedicated tool. Instead of relying on a chaotic inbox, use a system that allows you to label conversations (e.g., Hot Lead
), set follow-up reminders, and use templates or snippets for common messages. This turns your inbox into an organized workflow, ensuring no opportunity gets lost and you can manage your outreach efforts efficiently as you scale.

Looking to streamline your LinkedIn messaging workflow? Try Kondo to organize your LinkedIn inbox, set follow-up reminders, and speed through your outreach with keyboard shortcuts and snippets.