Growth-stage Chicago companies frequently have the pieces of a marketing function — a few marketers, some agencies, a budget — but no one holding them together or on the hook for pipeline. Bringing in a full-time CMO would fix the ownership problem while creating a cost and timing problem most teams are not ready for.
A fractional CMO turns "we need a marketing leader someday" into "we have one now." You embed a senior operator part-time to own the strategy, build the systems, and lead the people — with accountability for revenue and none of the full-time risk. Most Chicago companies see it as the smartest first executive marketing hire they can make.
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.
Most Chicago companies reach for a fractional CMO at a recognizable moment: growth stalls, marketing spend outpaces provable results, or a funding round exposes the lack of a real go-to-market plan. If any of that sounds like your business, the timing is right — and starting fractionally beats waiting on a full-time search.
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.
Each option trades off differently. A full-time CMO delivers dedication but demands $250k-plus and months of hiring risk. An agency delivers capacity but owns none of your strategy or results. A fractional CMO delivers what most Chicago companies actually need — senior ownership and accountability — part-time and at a fraction of the full-time cost.
Fractional CMO billing could not be simpler: a set monthly retainer scoped to the work, no equity, no long-term contract, no hidden fees. It generally lands at roughly a third to a half of what a full-time CMO would cost all-in — which is why most Chicago companies view it as leadership that pays for itself rather than an added expense.
Brennen is an operator who has built and led marketing teams from the inside — owning the number, not just advising on it. Chicago companies get senior judgment, hands-on execution, and a system the team keeps running after the engagement scales down. He works like a member of your leadership team, not a consultant who hands you a deck and disappears.
Within a quarter Brennen had our positioning, pipeline, and team pointed in one direction — and it showed.
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.