Rey Sierra collaborating with team members at a table

For Sales Leaders at the Breakpoint

This isn't coaching. It's not consulting. It's diagnostic work for people who are ready to look at what's actually happening.

I work with sales leaders and top producers who've hit the ceiling that effort alone can't break through. The work is honest, direct, and built on alignment — not persuasion.

How This Works

01

The Alignment Conversation

30–45 minutes

I’m not here to pitch you anything. I’m here to understand your situation, see if there’s alignment, and give you whatever clarity I can — regardless of whether we end up working together.

  • •Review your background
  • •Understand where you are
  • •Name your breakpoint
  • •Assess fit honestly
02

The Diagnostic Phase

First 14 Days

If alignment exists, deep diagnostic work begins. This is where we identify the real friction — not the surface-level symptoms.

  • •Welcome + expectation setting
  • •First Diagnostic Call (60–90 min)
  • •First Check-in (Day 7)
  • •Foundation Review (Day 14)
03

Ongoing Development

Relationship-Based

Not transactional. Four levels of engagement: Observer, Engaged, Committed, Inner Circle. Natural progression based on trust and results, not upsells.

  • •Observer → Engaged
  • •Engaged → Committed
  • •Committed → Inner Circle
  • •Trust-based progression

This Is For You If...

  • You’re earning $100K–$600K+ and feel the ceiling
  • You’re winning externally but stretched internally
  • You’re past the hustle phase and know effort alone won’t get you to the next tier
  • You’re operating in companies doing $10–25M in revenue
  • You’re at an identity/income breakpoint (Breakpoint 2–4)
  • You’re willing to look at what’s actually happening

This Is NOT For You If...

  • You’re looking for tactics, scripts, or quick fixes
  • You need to be convinced this matters
  • You want motivation or someone to hype you up
  • You’re in the effort-converts-directly phase
  • You’re looking for a course, coaching program, or product ladder

The Alignment Assessment

What gets evaluated during the conversation:

01Income / Stage Fit
02Self-Awareness
03Coachability
04Urgency Type
05Values Alignment
06Emotional Stability
07Readiness

Strong alignment → proceed. Moderate alignment → proceed with clarity. Weak alignment → consider declining. No alignment → decline gracefully.

“

I was closing everything but couldn't get promoted. Rey helped me see that performance and trust are not the same thing. That one insight changed my career trajectory completely.

— Enterprise AE, $150K → $290K

“

What changed was my relationship with pressure. I stopped reacting and started responding. My team noticed before my numbers did — but eventually, both followed.

— Sales Manager, $280K → $450K

“

Rey doesn't motivate you. He shows you what's actually happening. I was winning but something was off — now I have the clarity to lead with confidence.

— VP of Sales, $400K → $560K

If you're navigating a transition right now, let's talk.

No pitch. No pressure. Just clarity.

"I'm not going anywhere. Neither should you."