Choosing Your Path - Lifestyle, Growth, or Exit
Part of Playbook 8: Your Long-Term Vision - From Business to Legacy
By the end of this chapter, you'll have actionable steps and a clear framework to move forward — no matter where you're starting from.
You've built a working business. Clients are paying you. Revenue is predictable. The existential fear of "can I actually do this?" has been replaced by a more interesting question: "what do I want this business to become?"
This is the decision point where many business owners get stuck. They're so focused on the day-to-day that they never look up and ask: where am I going? The answer matters -- because the choices you make now about pricing, hiring, and investment will shape what your business looks like in three to five years.
There's no wrong answer. But there is a right answer for you -- based on what kind of life you want to live, how much risk you're comfortable with, and what genuinely motivates you.
The Three Fundamental Paths
Before we dive into each path, understand this: you're not signing a contract here. Most entrepreneurs blend elements from multiple paths, and your direction can shift as your business matures and your priorities change. But having a primary direction gives you a decision-making framework. Without one, you'll say yes to everything and build nothing coherent.
Think of it like choosing a destination on a road trip. You can take scenic detours, stop at interesting places, and even change course entirely -- but you need an initial direction or you'll just drive in circles burning fuel.
Path 1: The Lifestyle Business
What it looks like:
- You serve 8-15 clients who deeply value your work
- You earn $150,000-$250,000/year personally
- You work 30-40 hours per week and control your own schedule
- You have no employees, or maybe one part-time assistant and a few specialized contractors
- You raise prices steadily as your reputation grows
- You take vacations without the business collapsing
Who this is right for: People who value freedom, autonomy, and depth over scale. If your goal is to have a great life while doing meaningful work for clients you respect, this path can get you there within 2-3 years.
The lifestyle path isn't "settling." It's a deliberate choice to optimize for quality of life. Many lifestyle business owners earn more per hour than executives at large companies -- and they answer to no one.
What Makes a Lifestyle Business Work
The key to a sustainable lifestyle business is high value per client. You can't serve 10 clients and earn $200,000 if each client is paying $5,000 a year. The math only works when each client relationship generates $15,000-$30,000 or more annually -- through retainers, recurring projects, or premium pricing.
This means your niche needs to be narrow enough that you're clearly the best option, and the problem you solve needs to be valuable enough that clients will pay premium rates. Generic "business consulting" won't get you there. "Regulatory compliance strategy for mid-size healthcare SaaS companies" will.
The lifestyle business also requires ruthless boundaries. You need to be comfortable saying no to clients who don't fit, no to projects that pull you away from your core expertise, and no to the temptation to "just take one more client" when you're already at capacity.
Here's a real scenario: Marcus spent 18 years in federal cybersecurity before his agency underwent a massive restructure. He built a consulting practice focused on helping healthcare organizations meet HIPAA and FedRAMP requirements. Within 18 months, he had 11 steady clients paying an average of $18,000 per year each. He works Monday through Thursday, takes Fridays off, coaches his daughter's softball team, and earns more than he did as a GS-14. That's a lifestyle business done right.
The Hidden Advantages of Staying Small
There are structural advantages to keeping your business small that most growth-obsessed entrepreneurs miss:
- No management overhead. Every person you manage costs you 5-10 hours a week in oversight, communication, and problem-solving. That's time you could spend serving clients or living your life.
- No office lease. Work from home, from a coffee shop, from a beach in Portugal. Your overhead stays near zero.
- Higher profit margins. A solo consultant billing $200,000 with $15,000 in expenses keeps $185,000 before taxes. A firm billing $500,000 with two employees and an office might keep $100,000.
- Client intimacy. Your clients get you -- not a junior associate. That creates loyalty and referrals that a larger firm struggles to match.
- Optionality. You can pivot, take sabbaticals, or change direction without disrupting anyone else's livelihood.
Path 2: The Growth Business
What it looks like:
- You hire contractors and eventually employees to deliver your services
- You build systems and processes that let others serve clients at your standard
- Revenue grows to $500,000-$1,000,000+ per year
- You transition from doing the work yourself to leading, selling, and strategizing
- Your brand becomes bigger than just your personal name
Who this is right for: People who are energized by building teams, who enjoy the complexity of management, and who want to see their expertise help hundreds or thousands of people rather than just a handful.
The growth path is harder, riskier, and more stressful -- but it can create something that outlasts you. If the idea of training other people to deliver your methodology excites you more than it exhausts you, this might be your path.
The Growth Business Reality Check
Before you commit to this path, ask yourself these honest questions:
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Do you actually enjoy managing people? Not "can you manage people" -- do you enjoy it? Growth means you'll spend 50-70% of your time on people management, sales, and strategy. If you'd rather be heads-down doing the technical work, this path will make you miserable.
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Can your service be systematized? Some expertise is deeply personal and hard to transfer. If your clients hire you specifically for your judgment, intuition, and relationships, it's hard to scale that through other people. If your service follows a repeatable process with clear steps, it's much more scalable.
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Are you willing to make less money short-term to make more long-term? Growth requires investment. Your first hire might cost $60,000-$80,000 before they generate a dollar of revenue. You'll need better tools, more marketing, and possibly office space. Your personal income may drop for a year or two before it rises above what you'd earn solo.
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Can you handle the stress of payroll? When it's just you, a slow month means you tighten your belt. When you have employees, a slow month means someone might not get paid. That weight is real, and it never fully goes away.
Here's what growth looks like in practice: Sarah left a VP role at a fintech company and started consulting on financial operations for startups. After two years as a solo consultant, she hired her first analyst. A year later, she had three consultants delivering her methodology. By year four, her firm billed $1.2 million and she personally earned $350,000 -- more than her VP salary, but with significantly more responsibility and stress than her lifestyle-business peers.
Path 3: The Exit Business
What it looks like:
- You build a business with strong recurring revenue, a scalable model, and documented processes
- You attract interest from investors, strategic acquirers, or private equity firms
- You eventually sell the business for a significant lump sum -- often 3-5x annual revenue
- You use the proceeds to start something new, retire, or invest
Who this is right for: A smaller number of readers -- those who are building with scale in mind from the beginning and are willing to give up ownership in exchange for a larger payday.
Most readers of this series will choose Path 1 or Path 2 -- and that's completely fine. The exit path requires a specific kind of business model, significant scale, and a willingness to think like an investor. It's not better or worse; it's just different.
What Makes a Business Sellable
If you're even considering this path someday, it helps to know what acquirers look for:
- Recurring revenue. One-time project fees are less valuable than monthly retainers or subscription-based services. A business with $40,000/month in recurring revenue is worth far more than one with $500,000 in annual project-based income.
- Systems and documentation. Can someone else run this business without you? If the answer is yes, it's worth something. If the answer is no, you don't have a sellable business -- you have a job.
- Client diversification. If 50% of your revenue comes from one client, that's a risk factor that kills valuations. Aim for no single client representing more than 15-20% of revenue.
- Brand equity. A business that has a recognized name, a content library, and a reputation in its niche is worth more than a personal brand attached to a single person.
- Growth trajectory. Acquirers pay for future earnings, not past performance. Steady growth of 20-30% per year for three consecutive years signals a healthy, growing business.
Most service businesses in the consulting space sell for 2-4x annual profit or 1-2x annual revenue. So a business generating $500,000 in annual profit might sell for $1-2 million. That's life-changing money, but it requires years of deliberate building.
Industry-Specific Guidance
If you came from Government:
Many former government professionals thrive on Path 1 -- the lifestyle business. After years of bureaucracy, the freedom and autonomy of running a small, profitable consulting practice can be deeply satisfying. You control your time, choose your clients, and answer to yourself.
Government professionals also have a unique advantage for Path 3: if you build a firm that wins government contracts, the recurring nature of those contracts and the barriers to entry make your firm very attractive to acquirers. Government services firms are frequently acquired by larger defense and professional services companies.
If you came from Big Tech (FAANG or similar):
Tech professionals often gravitate toward Path 2 or Path 3 because the growth mindset is deeply ingrained. If you enjoy building systems and teams, the growth path lets you apply those skills to your own business. If you dream of a liquidity event, the exit path is familiar territory.
One pattern we see often: tech professionals start on Path 1, realize they're bored without the complexity of building something larger, and transition to Path 2 within a year or two. If that resonates, don't fight it. Let your natural energy guide you.
If you came from Healthcare:
Healthcare consultants often build strong lifestyle businesses because the work is specialized and the client relationships are long-lasting. A focused practice serving healthcare organizations can generate $200,000+ annually with a manageable workload.
The growth path also works well in healthcare because the demand for compliance, regulatory, and operational consulting consistently outstrips supply. If you can hire and train other healthcare professionals to deliver your methodology, the market will absorb the capacity.
If you came from Finance:
Finance professionals are natural Path 2 or Path 3 builders. You understand margins, scalability, and exit multiples intuitively. The danger for finance professionals is over-analyzing and under-acting. You might spend months building perfect financial models when you should be talking to clients and building revenue.
If you choose Path 1, own it fully. There's no shame in a lifestyle business that generates $250,000 a year with minimal stress. Not everything needs to be optimized for scale.
The Hybrid Approach
Here's something the business books don't always tell you: the paths aren't mutually exclusive. Many successful business owners start on one path and incorporate elements of others as they evolve.
A common and highly effective hybrid: Build a lifestyle business for the first two years. Get your income stable, your systems documented, and your reputation established. Then, if you feel the pull toward growth, start hiring selectively in Year 3. You'll be expanding from a position of strength rather than desperation.
Another hybrid: Build a growth business but cap it intentionally. Grow to $500,000-$750,000 in revenue with a small team, then stop. Don't pursue every growth opportunity. Instead, optimize for profit, quality of life, and sustainability. This gives you the team support and revenue of a growth business with much of the freedom of a lifestyle business.
Exercise: Map Your Vision to a Path
Imagine your life five years from now. Spend at least 15 minutes on this -- don't rush it.
Write a short paragraph (or more) describing your ideal workday:
- What time do you wake up?
- What's the first thing you do?
- How many hours do you work?
- How many clients do you serve?
- Do you have a team? If so, how big?
- How much do you earn?
- Where do you live?
- What does your work environment look like?
- What gives you the most satisfaction?
- What have you stopped doing that used to drain you?
Now map that vision to one of the three paths. Be honest with yourself. If your ideal day involves heads-down expert work with no management responsibilities, that's Path 1. If it involves leading a team and building systems, that's Path 2. If it involves building something to sell, that's Path 3.
Write down your primary path and one sentence explaining why it matches the life you want. Put it on your wall. This is your compass for the decisions that follow in the rest of this playbook.
Key Takeaways:
- There are three valid paths: Lifestyle (freedom), Growth (scale), and Exit (liquidity)
- There's no right answer -- the best path is the one that matches the life you want
- Choose your path deliberately rather than defaulting into one by accident
- The paths aren't mutually exclusive -- many successful owners blend elements from multiple paths
- Understanding what makes a business sellable is useful even if you never plan to sell
- Your industry background naturally aligns with certain paths, but don't let that limit you
Industry-Specific Calibration
Select your background to see how concepts apply to you:
Finance Background
Finance professionals have a natural advantage on all three paths because they understand unit economics, cash flow, and valuation. If you're drawn to the exit path, your financial background helps you build a business that's attractive to acquirers from day one.
Government Background
Many former government professionals thrive on Path 1 — the lifestyle business. After years of bureaucracy, the freedom and autonomy of running a small, profitable consulting practice can be deeply satisfying. You control your time, choose your clients, and answer to yourself.
Healthcare Background
Healthcare consultants often build strong lifestyle businesses because the work is specialized and the client relationships are long-lasting. A focused practice serving healthcare organizations can generate $200,000+ annually with a manageable workload.
Big Tech (Faang Or Similar) Background
Tech professionals often gravitate toward Path 2 or Path 3 because the growth mindset is deeply ingrained. If you enjoy building systems and teams, the growth path lets you apply those skills to your own business. If you dream of a liquidity event, the exit path is familiar territory.
Practical Exercises
Imagine your life five years from now. Write a short paragraph describing your ideal workday. How many hours do you work? How many clients do you serve? Do you have a team? How much do you earn? Where do you live? What gives you the most satisfaction? Then map that vision to one of the three paths. That's your direction.
Key Takeaways
- There are three valid paths: Lifestyle (freedom), Growth (scale), and Exit (liquidity)
- There's no right answer — the best path is the one that matches the life you want
- Your industry background naturally aligns you with certain paths — lean into that
- Choose your path deliberately rather than defaulting into one by accident
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