CEO Sales Guide | Intelligent Conversations

The Recruiting Strategy That Builds Winners

Written by Mike Carroll | Tue, Jul 1, 2025 @ 13:07 PM

Building a coaching culture isn't just about what happens after a hire; it's about attracting the right people from the very start, and doing it continuously. Great managers understand that recruiting isn't a reactive process triggered by an opening. It's a proactive, ongoing strategy that keeps you ahead of your team's evolution.

If you're coaching effectively, people will grow. Some will take on new roles, graduate into leadership, or get recruited for bigger opportunities. That's a sign you're doing it right. But it also means you need to be ready for what's next.

Why You Need a Continuous Recruiting Pipeline

The best sales managers are always scouting, not just filling seats. Here's why:

Your team will evolve faster than you think. 

When you create a culture of coaching and accountability, high performers don't stay in the same role forever. They advance into leadership positions, take on bigger territories, or get recruited by other companies impressed by their growth. This is proof that your coaching works.

Market conditions change rapidly. 

Economic shifts, industry disruptions, and competitive pressures can create sudden needs for specific skill sets or experience levels. A robust pipeline means you're not scrambling to fill critical gaps.

Quality candidates aren't waiting by the phone. 

The best people are already employed and thriving. Building relationships with them before you need them gives you access to talent that never hits the job market.

Hire for Culture, Not Just Skill

When you’re building a culture of coaching and accountability, it starts with who you bring in. High performance matters, but it won’t move the needle if your new hires resist feedback or don’t support the team. Recruiting must reflect the culture you want to scale.

What does that mean? Hire individuals who are:

  • Coachable – They take feedback with curiosity instead of defensiveness.
  • Growth-minded – They’re always looking to improve and are excited about learning.
  • Team-first – They care about the success of others and contribute to a collective win.

These attributes won’t always be obvious from a resume. Instead, build interview questions that test for them.

Example Interview Questions:

  • “Tell me about a time you received difficult feedback. How did you respond?”
  • “What’s a recent skill or area you’ve intentionally worked to improve?”
  • “What’s the biggest mistake you’ve made, and what did you learn from it?”
  • How do you typically help new teammates get up to speed?”

Each answer reveals a mindset beyond skills, and mindset is the foundation of a coaching culture.

Building Your Recruiting Strategy

The best recruiting pipelines are cultivated continuously, not only when you need them. Here's how to stay ahead of your team's growth:

  1. Network Like Your Future Depends on It

Build relationships, not job postings. Attend industry events, engage on LinkedIn, and maintain connections with former colleagues. Keep a simple CRM to track contacts and set quarterly check-ins, even when you're not hiring.

  1. Leverage Your Current Team

High performers know other high performers. Create a referral program and regularly ask your team: "Who's the best salesperson you've ever worked with? Are they happy where they are?"

  1. Showcase Your Coaching Culture

Use your content and social presence to demonstrate your commitment to development. Share promotion stories, highlight coaching wins, and be transparent about expectations. This attracts growth-minded candidates while repelling those who resist accountability.

Infuse Culture into the Hiring Process

Many candidates aren’t just looking for a paycheck; they’re looking for growth. That’s why it’s important to communicate your coaching culture early and clearly during interviews.

From your first interaction with a candidate, let your coaching culture shine. Share your expectations and values early. Talk about your coaching philosophy in interviews, make it clear that learning, development, and accountability are cornerstones of your team’s success.

Be explicit about how your team works. Share how weekly coaching sessions are structured. Talk about how team members support each other through peer feedback, mentoring, and onboarding.

Doing so accomplishes two things:

  1. It sets expectations before day one.
  2. It repels candidates who may not align with your culture, and that’s a good thing.

When people hear that development is a priority, it attracts candidates who value learning and self-improvement. This transparency ensures a mutual fit and discourages hires who may resist a culture of accountability.

The First 90 Days: Onboarding as Coaching

Once you’ve found the right people, the real work begins. The first 90 days are critical to reinforcing the coaching culture you’ve promised. This is where new hires form habits, internalize expectations, and begin to understand how things work.

Best Practices for Coaching-Centric Onboarding:

  • Pair new reps with mentors for cultural alignment and fast connection.
  • Introduce the “why” behind your processes, not just the “how.”
  • Set coaching agreements from week one, and track progress together.

Reinforce that fast starts happen when reps are clear on expectations and feel supported by a team invested in their success. To accelerate ramp-up time and create strong alignment, structure onboarding like a continuation of the interview, focused on values and behaviors, not just products and processes.

Set the Tone Early

Day one isn’t just for filling out HR forms. Use it as the first chance to reinforce your coaching philosophy. Make it clear that everyone is accountable for growth, including leadership. When new reps see that development is a team-wide priority, they’re more likely to engage with it enthusiastically.

Fast Starts Come from Clarity

Want reps to ramp fast? Help them understand not just what to do, but why they’re doing it. Connect their role to the team’s mission, customer outcomes, and company vision. Then show them how to succeed with clear playbooks, shadowing opportunities, and regular coaching.

When new hires understand both the why and the how, they’re more confident, motivated, and productive.

Pairing New Hires with Mentors

Peer mentorship is one of the most powerful tools in building culture. Assigning mentors to new reps helps them absorb cultural norms faster, reduces ramp time, and strengthens team bonds.

Mentors should model the behaviors you want to scale:

Curiosity, accountability, helpfulness, and consistent coaching conversations

Their role isn’t to replace the manager, but to reinforce what the manager is doing and provide extra support.

Mentorship is developmental for both new hires and mentors alike. It gives tenured reps a chance to step into leadership and contribute to the team’s future. Over time, this creates a virtuous cycle of shared learning and support.

Testing for Coachability in Interviews

If coachability is the bedrock of your culture, make sure you’re testing for it. Here are five simple interview tactics to assess coachability:

  1. Feedback Simulation – After a role-play or task, provide constructive feedback and observe the candidate’s reaction.
  2. Growth Story – Ask them to describe how they overcame a professional shortfall. Listen for self-awareness and ownership.
  3. Questioning – Coachable candidates ask smart questions about feedback, expectations, or processes.
  4. Response to Curveballs – Throw a curve in the scenario and watch how adaptable and open they are.
  5. Peer Reference Checks – Ask previous peers or managers how well the candidate handled feedback.

Coachability is more about attitude, humility, and hunger to improve than perfection.

Pipeline Management: Staying Organized and Intentional

Treat your recruiting pipeline like any other sales pipeline. Track stages, conversion rates, and timing. Create a simple system to monitor:

  • Prospects: People you've identified but haven't approached
  • Connections: Initial relationships established
  • Qualified: Candidates who align with your culture and have relevant skills
  • Engaged: Active conversations about potential opportunities
  • Ready: People prepared to move when the right opportunity arises

Review your pipeline monthly. Are you building relationships with enough high-quality candidates? Are you maintaining regular contact? Are you positioning your culture effectively?

Retention Starts with Alignment

Recruiting isn’t just about filling seats; rather, it’s about building a bench of talent that grows with you. When new hires align with your coaching culture, they’re more likely to:

  • Stay engaged
  • Advance quickly
  • Contribute to others’ growth

This creates a virtuous cycle: your team evolves into a network of peer coaches and future leaders who reinforce the very culture you’re working to build, and later on they help attract the next generation of talent to your pipeline..

Final Thoughts

Always building your recruiting pipeline is one of the highest-leverage activities a manager can focus on. The goal is simple: create a reputation where top performers know they'll get high standards and the support to meet them.

Be intentional about every relationship, hire, and cultural touchpoint. When you're always building your pipeline, you're always building your future.