The Biggest Mistakes New Telehealth Entrepreneurs Make (And How to Avoid Them)

The Biggest Mistakes New Telehealth Entrepreneurs Make (And How to Avoid Them)

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Dr. Charlene Haymond, DNP, APRN, FNP-CJuly 12, 2026 11 min read

The path from clinician to telehealth CEO is full of avoidable pitfalls. Understanding the most common mistakes — and the thinking behind them — is the fastest way to build something that lasts.

The Pattern Is Predictable

After 25+ years in healthcare — as a clinician, practice founder, and business educator — Dr. Charlene Haymond has observed a consistent pattern: highly skilled healthcare professionals launch telehealth practices with genuine passion and often significant capital, only to struggle or fail for reasons entirely unrelated to their clinical ability.

The mistakes are not random. They cluster around a small number of predictable failure points. This article names them — not to discourage, but to equip you to avoid them.

Mistake #1: Operating as a Clinician Instead of a CEO

This is the foundational mistake that creates the conditions for every other mistake on this list.

Clinical training is designed to produce exceptional individual practitioners. It teaches you to focus on the patient in front of you, to follow established protocols, and to rely on your supervisor's organizational systems. None of those habits are wrong in a clinical context. They are all wrong in a business context.

A CEO thinks in systems, not sessions. A CEO makes decisions based on data, not intuition. A CEO builds infrastructure that allows the organization to function without their personal involvement in every task.

The Solution: The most important investment you can make in your telehealth business is the deliberate development of your CEO identity. This is not a personality change — it is a professional role expansion. The TELEHEALTH Method™ begins here, with "Think Like a CEO," because without this shift, no operational framework will fully take hold.

Mistake #2: Skipping the Business Plan

"I know what I want to build" is not a business plan.

A business plan is not a document you write to impress a banker. It is the strategic tool that forces you to think through — in writing, with numbers — the assumptions behind your entire enterprise.

Founders who skip the business planning phase consistently:

  • Underestimate startup capital requirements
  • Launch without a clear patient acquisition strategy
  • Make technology decisions based on vendor marketing rather than operational fit
  • Discover competitive and regulatory obstacles after committing resources
  • Have no baseline against which to measure early performance

The Solution: Write a business plan. It does not need to be 40 pages. It does need to answer: Who is your patient, what is your service, how will you reach them, what will it cost, and what will you generate in return? The Executive Workbook includes structured business planning exercises designed specifically for healthcare practice founders.

Mistake #3: Underestimating Regulatory Complexity

Healthcare is one of the most heavily regulated industries in the United States. Telehealth adds another layer of complexity — multi-state licensing, evolving prescribing regulations, payer-specific coverage rules, and HIPAA requirements that differ in a virtual care context.

New telehealth entrepreneurs routinely underestimate:

  • The time required to obtain multi-state licenses (90–180 days per state)
  • The cost and complexity of maintaining HIPAA compliance
  • The regulatory differences between states for specific clinical services
  • The implications of prescribing via telehealth (particularly controlled substances)
  • Corporate Practice of Medicine (CPOM) restrictions in target markets

The Solution: Engage a healthcare attorney before you make structural decisions. Engage a credentialing specialist before you begin payer enrollment. Build your compliance program before you see your first patient — not after you receive your first audit notice. Consider working with a consultant who has navigated these systems before.

Mistake #4: Making Technology Decisions Based on Price Alone

Technology is the operational backbone of a telehealth practice. A poor EHR selection, an unreliable video platform, or a billing system that doesn't match your payer mix will create problems that compound daily.

The most common technology mistakes:

Choosing the cheapest option available. Technology that doesn't work costs far more in staff time, patient experience degradation, and revenue leakage than the money "saved" on the monthly subscription.

Selecting tools that don't integrate. Disconnected technology systems require manual data entry, create documentation gaps, and increase compliance risk. Evaluate integration capability before you sign.

Delaying EHR selection. Some founders operate on paper or consumer tools early, planning to "switch later." Switching EHRs is one of the most disruptive operations a practice can undertake. The costs — in time, staff training, data migration, and temporary productivity loss — are significant.

The Solution: Evaluate technology against your clinical workflow, your patient population, and your payer mix — not against the vendor's marketing materials. The Executive Resource Library includes technology evaluation frameworks and technology stack guides for telehealth practice founders.

Mistake #5: No Patient Acquisition System

Many new practice owners assume that if they build a quality practice, patients will find them. This is rarely true — and the assumption is expensive.

Patient acquisition is a system. It requires:

  • A clearly defined target patient and referral source
  • A professional digital presence that communicates credibility and accessibility
  • A repeatable process for converting inquiries into appointments
  • A patient experience that generates referrals and retention

Without this system, even a clinically excellent practice will struggle to grow beyond its founder's personal network.

The Solution: Build your patient acquisition infrastructure before you launch. Know your channels — whether referrals, SEO, social media, or direct outreach — and invest in them consistently. The Telehealth CEO™: Enterprise Edition includes a full chapter on patient engagement and acquisition strategy.

Mistake #6: Underpricing Services

Clinicians are trained to think about the value of a service in clinical terms — not economic ones. The result is a widespread tendency to underprice services out of a misguided sense of accessibility or a fear of being "too expensive."

This mistake has cascading consequences:

  • Insufficient revenue to cover operational costs
  • Inability to hire support staff, which forces the founder to perform administrative work
  • Burnout from high patient volume at low revenue per encounter
  • No capital for growth investment

The Solution: Know your numbers. Calculate your cost per patient encounter (including your own time at its true market value), your overhead costs, and the revenue required to reach your income and growth goals. Price to sustain a viable business — because a practice that isn't financially sustainable helps no one.

Mistake #7: Trying to Do Everything Alone

Healthcare professionals who launch solo practices often maintain a solo mindset long after their practice has outgrown it. They hesitate to delegate, avoid spending on support, and treat every task as something they must personally handle.

This pattern produces:

  • Founder bottlenecks in every process
  • Inability to scale beyond personal capacity
  • Burnout
  • A practice that cannot function in the founder's absence

The Solution: Build systems that enable delegation from day one. Hire support — administrative, billing, clinical — at the first viable opportunity. The capacity to lead an organization requires removing yourself from the execution of tasks that others can perform. This is systems thinking. It is a learnable skill.

The Leadership Mindset That Prevents All of These Mistakes

Every mistake on this list has a common root: the absence of a CEO framework for thinking about the business.

The TELEHEALTH Method™ was developed precisely to provide that framework — a structured, sequential approach to building, leading, and sustaining a telehealth enterprise that accounts for the clinical, regulatory, operational, and human dimensions of healthcare leadership.

If you are a healthcare professional building a telehealth practice and want to avoid these mistakes before they cost you:

The mistakes are predictable. That means they are avoidable. Start with the right framework, and you won't have to learn these lessons the hard way.

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