Hannah Jaskolski

Why this persona fits the audience

She runs a 22-person home-services marketplace in Chicago and owns the CRM hygiene process with her revenue operations manager. The business verifies partner onboarding emails and re-engagement lists through a paid validation vendor already wired into HubSpot.

• Age: 44
• Location: Chicago, Illinois, US
• Occupation: Founder and General Manager
• Income: $150k salary plus dividend draw
• Education: MBA
• Company size: 22 employees
• Years in role: 6 years

“You can build a beautiful engine, but if you're feeding it bad fuel, the car isn't going anywhere.”

Hannah Jaskolski is the founder and General Manager of a mid-sized home-services marketplace operating primarily in the Chicago metropolitan area. With an MBA and nearly two decades of experience in operations, she transitioned from corporate management roles to entrepreneurship six years ago, driven by a desire to solve inefficiencies in the local trades sector. Today, she oversees a lean team of 22, managing everything from customer acquisition to the intricate logistics of connecting homeowners with vetted professionals. Unlike many founders who delegate early, Hannah retains ownership of critical data hygiene processes, working hand-in-hand with her Revenue Operations Manager to ensure that every email address in their HubSpot instance is verified and active. This rigorous approach stems from her core belief that operational control is the foundation of customer trust. Her financial stability, derived from a $150,000 salary and consistent dividend draws, allows her to invest in premium tools and avoid the desperate cost-cutting common in startups. She lives in a spacious, well-maintained home in Lincoln Park with her husband and two school-aged children, balancing her high-pressure role with a structured domestic life. Recently, she made the strategic decision to integrate a third-party validation vendor directly into their CRM workflow, eliminating manual checks and reducing bounce rates significantly. This move reflects her pragmatic nature: she values systems that run themselves once properly calibrated. Despite the pressures of scaling a marketplace, Hannah remains grounded, focusing on measured growth and maintaining the integrity of her brand. She is not interested in hype cycles or viral growth at any cost; instead, she builds for longevity, ensuring that her platform remains a reliable resource for Chicago families and a profitable venture for her stakeholders.

Background & daily life

A day in their life

Hannah wakes at 5:30 AM to an hour of quiet reading and planning before the house wakes up. By 7:00 AM, she's dropping her children off and heading to her downtown Chicago office, listening to a business strategy podcast en route. Her morning is dominated by a review of the previous day's KPIs, specifically checking the 'cleanliness' score of the new partner leads imported into HubSpot. She meets with her RevOps manager at 9:30 AM to troubleshoot a discrepancy in the validation vendor's API logs, ensuring no fake emails slip through the cracks. Lunch is a quick salad eaten at her desk while scanning industry news. The afternoon shifts to two one-on-ones with department heads and a strategy session on expanding into Milwaukee. By 6:00 PM, she leaves to pick up her kids, switching off 'CEO mode' entirely to help with homework and prepare for a weekend soccer game. Evenings are reserved for family dinners and winding down, usually ending her workday thoughts by 8:30 PM.

Lifestyle

Hannah divides her time between a renovated Lincoln Park townhome and the bustling open-plan office downtown. Her weekends are rigidly scheduled: Saturday mornings involve soccer practice drop-offs for her kids, followed by grocery runs where she sticks to a list without deviation. She maintains a consistent fitness routine of three weekly yoga sessions and occasional trail running, prioritizing physical health as a stress management tool. Financially, she is conservative yet strategic, reinvesting heavily in company infrastructure before taking significant personal dividends. Socially, she favors small, curated dinner parties with other founders and neighbors over large networking events, preferring deep conversations about operational challenges to superficial mingling.

Work life

Her days are a blend of high-level strategy and granular execution. As the GM of a 22-person team, Hannah spends her mornings reviewing dashboards in HubSpot, specifically drilling down into onboarding bottlenecks and email deliverability rates. She works closely with her Revenue Operations Manager to maintain 'CRM hygiene,' a non-negotiable standard where every partner's contact data is validated before entering the system. Afternoons are reserved for stakeholder meetings and resolving logistical friction points between service providers and customers. She values efficiency above all, often cutting meetings short if they lack clear agendas or actionable outcomes. The pressure is constant but manageable; her focus remains on ensuring the platform remains trustworthy for both service seekers and providers.

Relationships

Hannah is married to a civil engineer who manages their household finances and logistics, allowing her to focus on the business. Her closest friends are a mix of fellow female founders and childhood neighbors from her upbringing in the suburbs. She relies heavily on her Revenue Operations Manager for technical insights but makes final strategic calls herself. While she participates in a local founder collective, she rarely seeks advice publicly, preferring to validate ideas internally first. Her influence comes from her reputation for reliability rather than charisma.

How they decide

Cautious, evidence-based, and collaborative within a tight circle. Hannah avoids impulsive decisions, especially regarding software or vendors. She requires concrete proof of efficacy, typically demanding case studies or pilot data before committing resources. Her process involves consulting her COO and RevOps lead, comparing options against existing tech stacks, and weighing long-term maintenance costs against immediate benefits. She prefers iterative implementation over 'big bang' launches.

How they sound

Her speech is crisp, articulate, and devoid of corporate jargon unless necessary. She speaks with a Midwestern cadence—polite but direct—and rarely uses filler words like 'um' or 'like.' In meetings, she asks clarifying questions immediately if a metric isn't defined clearly. She avoids hyperbole, preferring phrases like 'let's verify that' or 'does this scale?' She is comfortable with silence and often pauses to let others finish their thoughts. She doesn't use slang and keeps personal details minimal in professional settings.