Common questions
Common Questions
How do I know when to stop doing my own marketing?
Three structural signals: founder hours on marketing exceed 15-20 per week consistently, the cost is visible in slowed product strategy or delayed key hires, and the playbook is clear enough that someone else could execute it given a written brief. When all three are true, the DIY phase is over. When any are missing, hiring is premature.
Should I hire in-house, retain an agency, or contract a specialist first?
Specialist contractors are usually the lowest-risk first hire when the gap is one specific function (paid ads, lifecycle email, content). Agencies are appropriate when multi-discipline execution is needed at scale. In-house hires are usually the right next step after a specialist has proven the role and produced enough work to justify a full-time position. Most founders skip the contractor step and over-hire.
How much should I budget for first marketing hire or contractor?
Specialist contractors for one channel typically run $2,000 to $8,000 per month depending on scope and seniority. Agency retainers for multi-discipline execution start at $5,000 monthly and run to $25,000 monthly. In-house mid-level digital marketers cost $90,000 to $130,000 fully loaded per year. Choose by the structure that fits the work, then budget; the budget rarely makes the structural choice for you.
What if I hire someone and they do not produce the same quality I did myself?
This is the most common DIY-to-hired transition failure. The cause is usually that the founder's playbook is in their head, not written down, and the hire is producing generic work because nobody briefed them on the specifics that made the founder's marketing work. The fix is structural: document the playbook before or shortly after the hire, run weekly review cadence for the first 60-90 days, and treat the first few months as continued playbook codification rather than expecting the hire to produce founder-quality work immediately.
Is it ever right to outsource marketing entirely?
Rarely in the early stages, often after product-market fit and a clear playbook. Pre-product-market-fit, the founder's customer contact is irreplaceable signal. Post-product-market-fit, with a written playbook and clear positioning, marketing can be operated by a structured external team (agency, fractional CMO, or full in-house function) with founder oversight rather than founder execution. Skipping the founder-led signal phase usually produces generic marketing that performs below what is possible.
How do I write the brief for the first marketing hire?
The brief should answer five questions: what specific commercial outcome the marketing function is responsible for, what channels and tactics have already been tried and what the results were, what the customer currently looks like and what messaging resonates with them, what budget is available and what cost-per-outcome metrics matter, and what authority the hire has over budget and creative decisions. If you cannot answer all five clearly, clarify them before hiring rather than hoping the hire will figure them out.
Should I hire a marketing consultant before hiring an executor?
Often yes, especially if the playbook is not yet written or the hiring brief is unclear. A diagnostic engagement clarifies what specific role to hire for, what the brief should be, and what the success metrics should look like. Hiring an executor without a clear brief usually produces 6-12 months of work that does not connect to commercial outcome, after which the executor is replaced and the cycle repeats.