Agent skill

sales-compensation

Help users design sales compensation plans. Use when someone is hiring their first sales rep, restructuring sales comp, trying to align sales incentives with business goals, or dealing with comp plan issues like sandbagging or churn.

Stars 604
Forks 81

Install this agent skill to your Project

npx add-skill https://github.com/RefoundAI/lenny-skills/tree/main/skills/sales-compensation

SKILL.md

Sales Compensation

Help the user design effective sales compensation plans using frameworks from 2 product leaders.

How to Help

When the user asks for help with sales compensation:

  1. Understand the business model - Ask about their sales cycle, ACV, and customer retention patterns
  2. Identify current problems - Determine if there are misaligned incentives or retention issues
  3. Design aligned incentives - Help them create comp plans that drive the right behaviors
  4. Consider ramp and quotas - Guide them on structuring pay for new hires

Core Principles

The standard 50/50 split is a starting point

Jason M Lemkin: "It's usually 50/50, right? 50% base, 50% bonus for a sales rep." The standard OTE structure is 50% base salary and 50% variable commission. This is a common baseline for quota-carrying roles.

Traditional comp plans are misaligned

Sahil Mansuri: "Sales comp plans are stuck in the stone ages... What we haven't done is built a modern technical sales compensation plan that actually aligns the needs and incentives of the business, the customer and the rep." Consider designing comp that rewards long-term retention and net dollar retention, not just closed deals.

Align incentives with customer success

If your business depends on customer retention, comp plans should include components tied to customer outcomes, not just initial bookings. Reps who close churny deals should earn less than those who close sticky customers.

Ramp periods matter

New sales hires need ramp periods with guaranteed draws or reduced quotas while they learn the product and market. Typical ramps are 3-6 months for SMB and 6-12 months for enterprise.

Simplicity drives behavior

Complex comp plans with many variables lead to confusion and gaming. Simple plans where reps understand exactly what actions increase their pay are more effective.

Questions to Help Users

  • "What percentage of new deals churn within the first year? Does your comp plan account for this?"
  • "Is your comp plan so complex that reps don't know how to maximize their earnings?"
  • "What behaviors are you trying to incentivize? Does your comp plan actually reward those behaviors?"
  • "How long is your sales cycle, and how does that affect cash flow for reps?"
  • "What's your ramp structure for new hires? Is it working?"

Common Mistakes to Flag

  • Incentivizing only bookings - Paying for closed deals without considering customer quality or retention
  • Over-complicated plans - Too many variables that confuse reps and enable gaming
  • No ramp protection - Expecting new hires to hit full quota immediately
  • Misaligned accelerators - Bonuses that kick in at the wrong thresholds
  • Ignoring churn - Comp plans that don't account for customers who don't renew

Deep Dive

For all 2 insights from 2 guests, see references/guest-insights.md

Related Skills

  • sales-qualification
  • product-led-sales
  • pricing-strategy

Expand your agent's capabilities with these related and highly-rated skills.

RefoundAI/lenny-skills

defining-product-vision

Help users create compelling product visions. Use when someone is writing a vision statement, defining a long-term product direction, aligning teams on the future state, or distinguishing vision from strategy.

604 81
Explore
RefoundAI/lenny-skills

fundraising

Help founders raise capital and build investor relationships. Use when someone is preparing a pitch deck, deciding whether to raise venture capital, meeting with investors, or asking about fundraising strategy.

604 81
Explore
RefoundAI/lenny-skills

giving-presentations

Help users create and deliver compelling presentations. Use when someone is preparing a talk, building a slide deck, dealing with presentation anxiety, practicing for a keynote, or asking how to be more engaging when presenting.

604 81
Explore
RefoundAI/lenny-skills

personal-productivity

Help users manage their time and tasks more effectively. Use when someone is overwhelmed with work, struggling with focus, trying to balance multiple responsibilities, or asking how to get more done.

604 81
Explore
RefoundAI/lenny-skills

media-relations

Help users build relationships with journalists and get press coverage. Use when someone is pitching reporters, preparing for media outreach, trying to get press coverage, or managing ongoing journalist relationships.

604 81
Explore
RefoundAI/lenny-skills

prioritizing-roadmap

Help users prioritize product roadmaps and backlogs. Use when someone is deciding what to build next, sequencing features, allocating resources across projects, handling stakeholder requests, or struggling with too many competing priorities.

604 81
Explore

Didn't find tool you were looking for?

Be as detailed as possible for better results