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Mike had everything lined up perfectly for his exit. His $5.2M distribution company had strong financials, diversified customers, documented systems, and he'd successfully removed himself from daily operations.

During due diligence, the buyer asked to meet with his management team. Mike scheduled the meeting with pride—he'd spent years building what he thought was a solid team.

The meeting lasted 45 minutes. Afterward, the buyer pulled me aside.

"Your client has a great business, but he doesn't have a management team—he has long-tenured employees. There's no one who can actually run this business strategically. I'd be buying a job, not a business. I'm out."

Mike was devastated. His "strong team" had just cost him a $13 million sale.

Here's what he missed: There's a massive difference between having employees and having a management team. Buyers aren't looking for people who execute tasks—they're looking for leaders who can run the business without the owner.

Today, I'm going to show you exactly what buyers want to see in a management team and how to build one—even if you think you can't afford it.

Why Management Depth Multiplies Business Value

A strong management team does three things that directly impact your sale price:

  1. Proves the business is owner-independent: If competent leaders are already running operations, the buyer knows it will continue after closing

  2. Reduces transition risk: Buyers worry less about knowledge loss when multiple people understand the business

  3. Demonstrates scalability: Professional management signals the business can grow beyond current size

THE VALUATION IMPACT:

I've seen businesses with strong management teams command 25-40% higher multiples than comparable businesses without them.

Example:
Business A: $1M EBITDA, owner-dependent → 2.5x multiple = $2.5M
Business B: $1M EBITDA, strong management team → 3.5x multiple = $3.5M

Management team worth: $1,000,000 in sale price

What Buyers Look For in a Management Team

Buyers evaluate management teams across five critical dimensions:

1. Functional Completeness

Are all critical business functions covered by competent leaders?

  • Operations/Production

  • Sales/Business Development

  • Marketing

  • Finance/Accounting

  • Human Resources (for larger businesses)

2. Decision-Making Authority

Can these people actually make decisions, or do they just implement the owner's decisions?

  • What's their spending authority?

  • Can they hire/fire?

  • Do they set strategy or just execute?

  • How much do they run independently?

3. Tenure and Stability

How long have they been with the company, and will they stay after the sale?

  • Average tenure of management team

  • Retention history

  • Succession depth (backups for key people)

  • Employment agreements in place

4. Capability and Experience

Do they have the skills to not just maintain but grow the business?

  • Relevant industry experience

  • Track record of results

  • Leadership competencies

  • Problem-solving abilities

5. Post-Sale Commitment

Will they stick around after ownership changes?

  • Retention agreements

  • Incentive alignment

  • Relationship with buyer

  • Career motivations

The Critical Roles Every Sellable Business Needs

The exact titles vary by industry and size, but here are the functional roles that must be filled:

Role

Responsibilities

When You Need It

General Manager / President / COO

Runs day-to-day operations, makes strategic decisions, manages other managers

Critical for any business over $2M revenue

Operations Manager

Oversees production/service delivery, quality, efficiency, vendor management

Essential when owner can't be in operations daily

Sales Manager / VP of Sales

Leads sales team, develops new business, manages key accounts, sets pricing

Required when owner isn't chief salesperson

Controller / CFO

Manages financials, reporting, budgeting, cash flow, works with accountants

Businesses over $3M revenue; can be part-time/outsourced

Marketing Manager

Brand management, lead generation, customer acquisition, market positioning

When marketing is a significant growth driver

HR Manager

Recruiting, onboarding, benefits, compliance, employee relations

Businesses with 25+ employees

Key Point: The owner should be above the General Manager on the org chart, not in daily operations.

Building Your Management Team: The Practical Roadmap

I hear this objection constantly: "I can't afford a full management team!"

Here's the truth: You can't afford not to have one if you want to sell your business at a premium. But you don't have to hire everyone full-time tomorrow. Here's the staged approach:

Stage 1: Your First Management Hire (Revenue $1-2M)

Position to hire: Operations Manager or General Manager (depending on your business type)

Why this role first: This person removes you from daily operations—the foundation of everything else

How to afford it:

  • Promote from within (someone already doing 70% of the job)

  • Start part-time or as a "working manager" (still does hands-on work plus management)

  • Typical compensation: $60K-$90K depending on market and business size

  • ROI: Your time freed up should generate 3-5x their cost in new business or improvements

Stage 2: Building the Core Team (Revenue $2-5M)

Positions to add:

  1. Sales Manager (if you're currently the primary salesperson)

  2. Controller or Outsourced CFO (financial management and reporting)

  3. Additional Operations leadership (if operations are complex)

Timing: Add one role every 12-18 months

How to afford it:

  • Controller/CFO: Start with outsourced/fractional (20-40 hours/month at $100-200/hour)

  • Sales Manager: Promote top salesperson, compensate with base + commission on team performance

  • Combined approach: Multiple part-time specialists vs. one full-time generalist

Stage 3: Complete Management Team (Revenue $5M+)

Goal: Full functional coverage with depth

What this looks like:

  • General Manager/President running the business

  • Functional heads for all major areas

  • Succession planning for each key role

  • Professional development and leadership training

  • Performance-based compensation tied to results

Total management team cost: Typically 8-12% of revenue

Value created: Often 25-40% higher valuation multiple

The "Promote from Within vs. Hire from Outside" Decision

One of the most critical decisions in building your management team is whether to promote loyal employees or bring in outside talent.

Promoting from Within

Advantages:

  • Already knows your business, customers, and culture

  • Proven loyalty and commitment

  • Less expensive than external hires

  • Faster onboarding and immediate productivity

  • Boosts team morale (shows advancement path)

Disadvantages:

  • May lack management experience or skills

  • Might not have strategic thinking capabilities

  • Peer relationships can complicate authority

  • Limited outside perspective or new ideas

  • May have reached their ceiling of competence

Best for: Operations, customer-facing roles, technical positions where institutional knowledge is critical

Hiring from Outside

Advantages:

  • Brings proven management experience

  • Fresh perspective and new ideas

  • Professional credentials and track record

  • Network and industry connections

  • Can handle growth immediately

Disadvantages:

  • Expensive (expect 30-50% premium over promoting)

  • Longer learning curve about your business

  • Cultural fit uncertainty

  • May not resonate with existing team

  • Higher turnover risk in first 2 years

Best for: Senior leadership (GM/President), specialized roles (CFO, Marketing), when internal bench is weak

The Hybrid Approach (Often Best)

Smart owners use a combination:

  • Promote from within for 2-3 roles where institutional knowledge matters most

  • Hire externally for 1-2 key positions that require professional management experience

  • Provide management training for internal promotions to fill skill gaps

  • Create "apprentice" structures where external hires mentor internal talent

Retention Strategies: Keeping Your Team Through the Sale

Building a great team is only half the battle—you must keep them through the sale and beyond. Here's how:

1. Retention Bonuses (Most Common)

Structure: Key employees receive bonuses tied to staying through specific milestones

Typical arrangement:

  • 50% paid at closing

  • 50% paid 12-24 months post-closing

  • Amount: 6-12 months of their salary

Who pays: Negotiable—seller, buyer, or shared

Example: Operations Manager making $85K gets:

  • $42,500 at closing (50% of annual salary)

  • $42,500 at 12-month anniversary post-closing

  • Total retention bonus: $85,000

PRO TIP: Structure retention bonuses so they're paid by the buyer post-closing. This accomplishes two things: (1) Doesn't come out of your sale proceeds, and (2) Creates immediate loyalty between your team and the new owner.

2. Equity or Phantom Equity

Structure: Key employees receive small ownership stake or profit-sharing that pays out at sale

Typical arrangement:

  • 2-5% equity split among 2-3 key people

  • Vests over 3-5 years

  • Pays out when business sells

Advantages: Aligns incentives, motivates team to increase value, shared success

Disadvantages: Complex legal structure, valuation disagreements, creates co-owners

3. Employment Agreements

Structure: Formal contracts guaranteeing employment terms, compensation, and benefits for specific period

What to include:

  • Position and responsibilities

  • Compensation (salary, bonus, benefits)

  • Term (typically 2-3 years)

  • Severance if terminated without cause

  • Non-compete and non-solicitation clauses

Benefit to buyer: Reduces risk that key people leave; provides contractual protection

4. Earnout Participation

Structure: If your deal includes an earnout (additional payment based on future performance), give management team a piece of it

Why it works: Team is motivated to hit earnout targets that also benefit them financially

Typical split: Team gets 10-20% of earnout proceeds, distributed based on role importance

Developing Leadership Skills in Your Team

Even if you have good people in place, they may need development to be ready for buyers' scrutiny. Invest in these areas:

Essential Leadership Training:

  1. Financial Literacy: Understanding P&L, budgets, ROI, key metrics

    • Enroll in financial management courses

    • Include them in financial review meetings

    • Give them budget responsibility with accountability

  2. Strategic Thinking: Moving beyond tactical execution to strategic planning

    • Involve them in annual planning process

    • Ask for strategic recommendations, not just status updates

    • Send them to industry conferences and strategic workshops

  3. Decision-Making: Making sound judgments under uncertainty

    • Gradually expand their decision authority

    • Debrief decisions together—what worked, what didn't, why

    • Create decision frameworks and criteria

  4. People Management: Leading, motivating, and developing others

    • Management training programs or coaching

    • Give them direct reports and hold them accountable

    • Performance management responsibility

Investment: $3,000-$10,000 per person annually for professional development

ROI: Immeasurable—the difference between a sellable and unsellable business

Succession Planning: The Safety Net Buyers Need

Buyers don't just want to know who's running things today—they want to know what happens if those people leave. That's succession planning.

The Succession Planning Process:

  1. Identify critical roles: Which positions, if vacant, would seriously damage the business?

  2. Document institutional knowledge: What does each key person know that others don't?

  3. Identify potential successors: For each critical role, who could step up (even if not ready today)?

  4. Create development plans: What training, experience, or mentoring do successors need?

  5. Cross-train strategically: Ensure multiple people understand each critical function

  6. Test the plan: Have successors shadow key people, take on projects, lead in key person's absence

  7. Document everything: Put succession plan in writing for buyers to review

THE BUYER QUESTION: "What happens if your Operations Manager gets hit by a bus?"

Bad Answer: "Well, we'd be in trouble. She's been with us 15 years and knows everything."

Good Answer: "We have a documented succession plan. Her assistant manager has been cross-trained for two years and could step up within 30 days. We also have all critical processes documented in our operations manual. Here's the succession planning document."

What Buyers Evaluate During Management Meetings

During due diligence, buyers will meet with your management team. Here's what they're assessing:

The Five Questions They're Really Asking:

  1. "Can they run this business without the owner?"

    • Looking for: Strategic thinking, decision-making capability, confidence

    • Red flag: Constantly referring to "what the owner thinks" or deferring decisions

  2. "Will they stay after I buy this business?"

    • Looking for: Enthusiasm about future, career motivations, loyalty indicators

    • Red flag: Disengagement, concerns about change, job-hunting signals

  3. "Do they really understand the business?"

    • Looking for: Deep knowledge of operations, customers, financials, markets

    • Red flag: Surface-level understanding, can't explain trends or challenges

  4. "Can they grow this business?"

    • Looking for: Growth mindset, ideas for improvement, capability to scale

    • Red flag: Defensive about current state, no vision for future, "we've always done it this way"

  5. "Will they work well with me?"

    • Looking for: Cultural fit, communication style, openness to change

    • Red flag: Resistance to new ideas, poor communication, defensive attitudes

Preparing Your Team for These Meetings:

  • Brief them on the buyer's background and what they're likely to ask

  • Conduct practice interviews with tough questions

  • Remind them to be positive and future-focused

  • Encourage them to share ideas and enthusiasm

  • Be clear about retention incentives and their future role

  • But most importantly: Build a team that's genuinely capable and confident

The Owner's Evolving Role: From Chief Everything to Strategic Leader

As your management team develops, your role must evolve. Here's the progression:

Stage

Owner Role

Management Team Role

Time Investment

Startup

Does everything personally

No management team

60-80 hours/week

Early Growth

Manages all departments directly

Department heads execute

50-60 hours/week

Mature Business

Oversees management team

Management runs departments

30-40 hours/week

Sellable Business

Strategic direction only

Management runs business

10-20 hours/week

Your target for selling: Stage 4—where the management team truly runs the business and you provide only strategic oversight.

Common Mistakes in Building Management Teams

Mistake #1: Hiring for Skills, Ignoring Cultural Fit

Result: Experienced manager who can't work with your team or culture. High turnover.

Fix: Assess cultural fit as rigorously as skills. Involve team in interview process.

Mistake #2: Promoting Too Fast Without Training

Result: Good employee becomes overwhelmed manager. Peter Principle in action.

Fix: Promote with training plan. Provide mentoring and support during transition.

Mistake #3: Not Giving Real Authority

Result: "Managers" in title only—still asking permission for everything. Buyers see through it.

Fix: Define clear decision authority and actually let them use it.

Mistake #4: Waiting Too Long to Invest

Result: Try to build team 6 months before selling. Team isn't proven, buyers don't trust it.

Fix: Start building management depth 3-5 years before intended exit.

Mistake #5: Ignoring Retention Until Due Diligence

Result: Buyers discover key people have no incentive to stay. Deal dies or price drops.

Fix: Implement retention agreements 12+ months before going to market.

Your Action Items This Week

  1. Draw your current org chart: Who reports to whom? Where are the gaps?

  2. Assess management completeness: Which critical roles are missing or weak?

  3. Evaluate your team's readiness: Could they meet with a buyer today and inspire confidence?

  4. Identify your first management hire: What role would add the most value?

  5. Calculate management team cost: What would a complete team cost as % of revenue?

  6. Plan retention strategy: How will you keep key people through a sale?

  7. Create succession plan outline: Who are the backups for critical roles?

Coming Next: Article #7 – Brand & Legal Infrastructure

Next, we'll cover the often-overlooked elements that can make or break a sale: your brand strength and legal/regulatory cleanliness. You'll learn:

  • Why a strong brand adds 15-25% to valuation

  • How to build a brand that's transferable (not dependent on you)

  • The critical legal documents every business sale requires

  • How to ensure leases, licenses, and contracts are transferable

  • Intellectual property protection and documentation

  • Common legal issues that kill deals at closing

These are the details that often get ignored—until they blow up your deal in the final hour.

Remember: You're not just building a management team for the buyer—you're building the leadership that will run your business while you prepare to exit. Start now, not when you're ready to sell.

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Book Shelf from Brett Vogeler: amazon.com/author/bvogeler

 Need a roadmap? Reply in the comments section or send us an email for assistance.  360 Perspective Partners offers Professional Licensed Business, Commercial and Investment Brokerage Services along with providing Professional Licensed Community Management Services in Central Florida: https://my360perspective.com/

Contact me directly at [email protected]. To see our other useful Newsletters on this topic and others: https://realestate-business-broker-guru.beehiiv.com/

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