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What Founders Can Learn from a Modern Outbound Sales Team

Sani Zehra
September 19, 2024
5 min read
What Founders Can Learn from a Modern Outbound Sales Team

Picture this: You've just poured your heart and soul into building the next groundbreaking product. Your team has pulled countless all-nighters, fueled by nothing but passion and cold pizza. The product is perfect. It's revolutionary. It's going to change the world.

And then... crickets.

No flood of users. No investor-feeding frenzy. Just the uncomfortable silence of a brilliant solution in search of a problem.

Sound familiar? You're not alone. A staggering 42% of startups fail due to a lack of market need, according to CBInsights. But here's the kicker: this isn't just a product problem. It's a sales problem.

Enter the unsung heroes of the modern business world: outbound sales teams. These are the folks who don't wait for the world to beat a path to their door. They go out and create the path themselves. And as it turns out, their playbook - filled with proven outbound sales techniques - could be a game-changer for founders navigating founder-led sales in today's competitive landscape.

So, grab your metaphorical hard hat. We're about to construct a bridge between the world of modern sales development and the wild frontier of startup founding. By the time we're done, you'll have a toolkit that would make any sales veteran proud - and might just be the secret weapon your startup needs.

The Modern Outbound Sales Team Has Changed

Before we dive into the strategies, it's crucial to understand how outbound sales has transformed in recent years. As our seasoned GTM sales leader puts it:

"Outbound has completely changed since I started, 10 years ago. The entire email infrastructure is designed to PREVENT your email from getting to the person you are targeting."

This shift means that founders must approach cold outreach with a new mindset and toolset. Understanding when to double down on outbound versus inbound requires clarity on how modern prospecting actually works. It's no longer just about crafting the perfect pitch; it's about understanding and navigating the complex digital infrastructure that stands between you and your prospects.

The Parallels Between Founders and Modern Outbound Sales Teams

At first glance, founders and sales teams might seem to operate in different realms. However, a closer look reveals striking similarities:

Founder Challenge

Sales Team Parallel

Shared Skill Required

Cultivating investors

Nurturing leads

Relationship building

Handling rejection

Facing frequent "nos"

Resilience and persistence

Finding early adopters

Prospecting new customers

Lead generation skills

Refining the pitch

A/B testing messages

Continuous iteration

Studies show that it takes an average of 8 cold call attempts to reach a prospect - a reality that mirrors the persistence founders need when courting investors or landing first customers.

Let's dive into the specific strategies that founders can borrow from modern outbound sales teams to drive growth and success.

1. Master the Art of Getting Into the Inbox

In today's digital age, getting your message in front of your target audience is harder than ever. As our sales expert notes:

"Outbound sales is not an activity game anymore. It's about understanding the maze of email infrastructure so that your message can find its way to your prospect."

For founders, this means:

  • Invest time in understanding email deliverability: Learn about SPF, DKIM, and DMARC records

  • Use email warm-up tools to build sender reputation gradually

  • Regularly clean your email list to maintain high engagement rates

  • Personalize your emails beyond just using the recipient's name

With a Series A SaaS startup we advised, implementing proper email infrastructure improved their cold email deliverability by approximately 35-45%, directly translating to more meetings booked.

Our 9-step cold outreach framework breaks down exactly how to sequence these touches for maximum impact.

2. Diversify Your Multi-Channel Outreach

Modern outbound sales teams know that relying solely on email is a recipe for failure. As our expert advises:

"Email alone won't cut it anymore. To succeed in modern outbound, you need to master demand generation across various social channels."

For founders, this translates to building an omnichannel sales approach:

Channel Mix Strategy:

  • Cold email: Your foundational touchpoint

  • LinkedIn outreach: Sales reps who regularly share content are 45% more likely to exceed quota

  • Cold calling: Still effective when done strategically - see how cold calling works in the AI era

  • Video outreach: Personalized video messages can increase engagement rates by 20-30%

The key is creating a sales cadence that weaves these channels together rather than treating them as isolated activities.

3. Structure Your Sales Pipeline with Precision

Imagine trying to juggle dozens of investor conversations in your head. Sounds chaotic, right? This is where a structured sales pipeline comes in handy.

Modern sales teams rely on CRM tools to track leads through various stages. As a founder, you can adapt this approach:

Stage

Definition

Action Required

Cold

Potential investors/customers who haven't engaged

Initial outreach sequence

Working

Those you're actively in discussions with

Regular touchpoints

Qualifying

Determining mutual fit

Discovery conversations

Closing

Final stages of securing a deal

Proposal and negotiation

According to Salesforce, companies that use a CRM see an average increase of 29% in sales and a 34% boost in productivity.

Pro Tip: Use tools like Pipedrive or HubSpot CRM (which offers a free tier for startups) to visualize your pipeline. This discipline becomes critical when scaling your sales team beyond founder-led efforts.

4. Leverage Data for Targeted Prospecting

Modern outbound sales teams are data-driven, and founders should be too. Our expert warns:

"Traditional data vendors and poor CRM hygiene are recipes for failure in modern outbound. Invest in quality data sources and maintain rigorous data practices."

For founders, this means:

  • Build a clear ideal customer profile (ICP): Define exactly who you're targeting

  • Implement rigorous data hygiene: Regularly clean and update your CRM

  • Use intent data: Identify companies actively researching solutions in your space

  • Leverage AI and machine learning: Tools that predict which prospects are most likely to convert

A fintech company we worked with discovered that sharpening their buyer personas reduced wasted outreach by approximately 40-50% while improving their conversion rate by roughly 25-30%.

Understanding your total addressable market is the foundation for this data-driven approach.

5. Craft Compelling, Concise Messages

In a world of information overload, your outreach needs to stand out. Our expert advises:

"The key to effective outbound is crafting short, punchy emails that deliver value quickly. Don't obsess over subject lines at the expense of content and deliverability."

For founders, this translates to:

The Value-First Framework:

  • Focus on value: Highlight specific problems you solve, not product features

  • Keep it concise: Emails between 50-125 words have the highest response rates

  • Use social proof: Mention recognizable customers, awards, or press mentions

  • Prioritize deliverability: A brilliant subject line is useless if the email never reaches the inbox

Your value proposition should be immediately clear. Decision-makers don't have time to decode your message.

6. Embrace Strategic Follow-Up Strategy

Here's a secret from top-performing modern SDR teams: the magic often happens in the follow-up. Many founders give up after one or two attempts, but persistence (done right) pays off. In fact, 80% of sales require 5 follow-up calls after the meeting.

Recommended Follow-Up Sequence:

Touchpoint

Timing

Content Focus

Initial outreach

Day 1

Introduce yourself and value

Follow-up #1

Day 3-4

Share relevant case study

Follow-up #2

Day 7-8

New perspective on their challenge

Follow-up #3

Day 14

Connect on LinkedIn

Follow-up #4

Day 30

New developments or achievements

The key is to add value with each touchpoint, not just repeat your initial message. This approach to lead nurturing transforms cold prospects into warm conversations.

Pro Tip: Use sales automation tools to schedule your follow-up sequence in advance, ensuring consistent and timely outreach.

7. Measure, Analyze, Improve

Modern outbound sales teams are obsessed with sales metrics. For founders, this means tracking:

  • Response rates: Aim for 15-25% for cold outreach

  • Meeting conversion rates: Industry average is around 20%

  • Time to close: For deals, hires, or investments

Understanding how to measure GTM success metrics gives you the visibility needed to optimize continuously.

A/B Testing Framework:

  • Test different subject lines (question vs. statement)

  • Compare short vs. long email body copy

  • Experiment with different call-to-action phrases

With a B2B startup we advised, systematic A/B testing improved their cold email reply rates by approximately 40-50% over 90 days.

8. Invest in Training and Continuous Learning

Modern outbound sales is a skill that requires continuous development. Our expert warns:

"Hiring a team without proper training is setting yourself up for failure. In the fast-paced world of modern outbound, continuous learning is non-negotiable."

For founders, this translates to:

  • Investing in ongoing training for yourself and your team

  • Choosing the right tech stack for your outbound efforts

  • Building a high-performing SDR system that can scale

Avoiding costly hiring mistakes when building your first GTM team starts with understanding that skills matter more than pedigree in early-stage sales.

The Modern Founder as a Sales Leader

By embracing the best B2B sales strategies and tactics of top-performing modern outbound sales teams, you're not just learning a new skill. You're unlocking a powerful toolkit that can propel your startup forward on multiple fronts:

Customer Acquisition: Better outbound tactics mean finding the right customers who will champion your product.

Product Development: Every conversation is a goldmine of insights that can shape your product roadmap.

Investor Relations: The skills you develop in modern outbound translate directly to engaging with potential investors.

Team Building: As you refine your pitch and storytelling abilities, you'll become more adept at attracting top talent.

Market Positioning: Through consistent, strategic outreach, you'll gain a clearer picture of where you stand in the market.

The journey toward achieving product-market fit is accelerated when you understand how to connect with your market systematically.

Remember, the goal isn't to become a pushy salesperson. It's about becoming a skilled communicator, a relentless problem-solver, and an empathetic listener in the digital age. These are the qualities that not only close deals but build lasting relationships and foster true innovation.

Take Your Outbound Strategy to the Next Level with Phi

While the strategies we've discussed can significantly boost your startup's growth, implementing them effectively requires time, expertise, and resources that many founders simply don't have. That's where Phi's modern outbound GTM pods come in.

Phi offers a game-changing solution for startups: an augmented sales team that does more than just sell.

How Phi Transforms Your Outbound Efforts:

  • Real Connections, Real Insights: Phi's team builds genuine relationships with potential customers, understanding pain points on a deeper level

  • Valuable Feedback Loop: Insights gathered are reported back to you, providing a goldmine of market intelligence

  • Refine Your TAM: Use these insights to segment your Total Addressable Market with precision

  • Accelerate Product-Market Fit: Iterate on your product more effectively with clearer market understanding

  • Scale Without the Overhead: Leverage expertise without building an in-house sales team from scratch

By partnering with Phi, you're not just outsourcing sales - you're gaining a valuable extension of your team that contributes directly to your product strategy and market understanding.

Ready to supercharge your outbound efforts and fast-track your path to predictable revenue? Contact Phi today to learn how our augmented sales team can help your startup thrive in today's competitive landscape.

Sani Zehra

Sani Zehra

I’m a Content & SEO Specialist at Phi Consulting, where I help founders turn half-baked GTM ideas into sharp content that people actually read. Before this, I built content systems for a marketplace app, wrote AI voice agent scripts.

With an educational background in Broadcasting & Digital Media, storytelling’s been in my bones long before it became a KPI. I like clean content, clear structure and writing that doesn’t talk down to smart people.

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