Plenty of Chicago, Illinois companies are one good marketing leader away from their next stage of growth — they just cannot yet justify one at $250,000 a year plus the half-year it takes to hire. That mismatch, needing senior leadership now but not being ready for a full-time executive, is exactly where they get stuck.
A fractional CMO gives you the leadership without the overhead. An experienced operator plugs into your Chicago business, owns the marketing plan end to end, and stays accountable for results — while you keep the flexibility to scale the engagement as you grow. It is senior marketing ownership, sized to where you actually are.
Brennen runs the full marketing stack as your fractional CMO: positioning and narrative first, then the demand-generation systems that fill the pipeline, then attribution so spend is defensible — and throughout, building the Chicago team, selecting tooling, and writing the playbooks that keep results compounding.
A clear go-to-market for the Chicago market and beyond — messaging your whole team can repeat.
Channels and campaigns that produce pipeline, measured to revenue instead of clicks.
The right hires, tools, and SOPs — a marketing department that runs itself.
Honest reporting that ties every dollar of spend back to pipeline and closed revenue.
A marketing budget allocated by someone accountable for the return on it.
Marketing that sales trusts and the board understands — one shared number.
The right time is usually when effort stops translating into growth. Your Chicago team is working, the invoices are getting paid, and the numbers still are not moving — because no senior operator owns the plan. Add an approaching raise or an undefendable budget, and the case for a fractional CMO makes itself.
Weeks 1–2: understand your funnel, goals, data, and the gaps holding Chicago growth back — talk to sales, customers, and the numbers.
Weeks 2–4: lock positioning, choose the channels that fit your motion, and build a 90-day roadmap tied to revenue targets.
Weeks 4–8: install the systems, make or manage the hires, launch the channels, and start producing measurable pipeline.
Weeks 8–12 and on: attribution to revenue, cut what is not working, and double down on what is — then keep compounding.
Compare them honestly and the fit becomes clear. A full-time CMO is dedicated leadership you may not yet need at full cost. An agency is execution that never answers for strategy or revenue. A fractional CMO is the executive ownership a growing Chicago company needs, delivered part-time and scaled to the stage you are actually at.
Fractional CMO rates work as a flat retainer billed monthly and scoped to your needs. A company that mainly needs strategy pays for fewer days; one that needs building pays for more. Either way it tends to run about a third to a half of a full-time CMO’s cost, which for most Chicago, Illinois businesses is leadership that comfortably pays for itself.
Brennen brings the judgment of a senior executive and the hands of an operator. Chicago companies get someone in the pipeline reviews and the hiring decisions, accountable for growth, building systems and SOPs that outlast the engagement — not a strategist who disappears once the slides are delivered.
He plugged in like a founder, took the number as his own, and turned our marketing into a real engine.
Client, B2B SaaS — CEO
A fractional CMO is an experienced chief marketing officer who leads your marketing on a part-time, ongoing basis instead of as a full-time employee. You get executive-level strategy, team leadership, and accountability for growth — at a fraction of the cost of a full-time hire, and without the long recruiting cycle or equity package.
Yes. Brennen Lesser works with Chicago, Illinois companies as a fractional CMO — both remotely and on-site as the engagement requires. That includes founder-led startups, funded scale-ups, SaaS businesses, professional-services firms, and established B2B companies across the Chicago metro.
Most fractional CMO engagements run at roughly 30–50% of a full-time CMO salary, billed as a flat monthly retainer with no equity and no long-term contract. The exact number depends on scope and how many days a month you need. For most Chicago companies that is a meaningful saving versus a full-time executive who would command $250,000 or more in total compensation.
An agency executes tactics — ads, content, email — usually against a brief you provide. A fractional CMO sits a level above that: they set the strategy, decide which channels to invest in, hire and manage the people (or agencies) who execute, and own the results. Think of it as renting a marketing leader, not renting a marketing vendor.
If you have the budget, the workload, and the revenue to support a $250k+ executive full-time, hire one. If you need senior marketing leadership now but can’t yet justify that cost — or you want to de-risk the decision before committing — a fractional CMO gives you the same caliber of leadership scaled to your stage, and can help you hire your eventual full-time CMO when the time comes.
Most Chicago engagements ramp in about two weeks. You skip the four-to-six-month executive search entirely — after a short discovery period, Brennen is embedded in your business, auditing the funnel and shipping a strategy while a full-time search would still be scheduling first-round interviews.
Typically seed-to-Series-B startups, SaaS companies, and growing B2B firms in Chicago, Illinois doing roughly $1M–$50M in revenue — companies large enough to need real marketing leadership but not yet large enough to justify a full-time CMO on payroll.
Clear positioning your whole team can articulate, a demand-generation engine measured to pipeline and revenue, honest attribution so you stop wasting spend, and a marketing team and set of systems that keep producing after the engagement scales down. The goal is a self-sustaining function, not dependence on a consultant.
Both. Brennen works with Chicago, Illinois teams remotely day-to-day and comes on-site for kickoffs, planning sessions, and key moments where being in the room matters. Modern marketing leadership doesn’t require a desk in your office five days a week.