Behind the Scenes of a Fractional Executive’s Journey
With a focus on SaaS startups, Becky Fittro co-founded STARTUP SMART, a curated, referral-only network of vetted operators founders can trust. Based in Indiana, Becky helps founders access startup-ready professionals who can step in quickly and execute, without the risk or long-term commitment of a full-time hire too early.
"Our core offering is a curated, referral-only network of vetted operators founders can trust. These are startup-ready professionals who can step in quickly and execute, without the risk or long-term commitment of a full-time hire too early."
The Leap Into Fractional Leadership: Becky’s Career Pivot
Becky’s move into Fractional work came after a turning point in her career.
"I was laid off in 2025 and spent some time reflecting on my career, which led me to launch STARTUP SMART."
For Becky, this wasn’t just about changing her work it was about creating something aligned with how she wants to lead and support founders.
Superpower in Action: Becky’s Strength as a Fractional Executive
Every Fractional has a superpower they lean on. For Becky, it’s:
"Executing my client's vision and strategy. This means grasping their 10,000 foot view, creating a SMART plan, and delivering results."
Breaking the Myths: What Fractional Leadership Really Looks Like
Fractional roles are often misunderstood.
"A common misconception people have about what we do as a Fractional is that we are expensive and advisory-only. In fact, we are flexible to meet our clients' resources and we bring the doing-power."
Fractionals don’t just consult – they roll up their sleeves and deliver results.
Wins That Define Their Fractional Journey
One project Becky is especially proud of involved helping a founder secure funding for an AI system.
"Our first client obtained funding for his AI system that enables stronger, faster critical decision-making for high-stakes situations (e.g. clinical, military, research). The founder needed a trusted, seasoned developer to plug in where needed for the project. We scoped it, provided a vetted resource within 2 weeks, kicked off the project, and delivered successful outcomes. We built trust and strengthened the relationship and will be engaging with this client on more projects with expanded services in 2026."
Lessons from the First Few Months in Fractional Work
Becky reflects on a lesson she learned early in her Fractional journey:
"I underestimated the emotional and mental resilience a founder needs! We say 'you need grit' but what does that translate to in the day-to-day."
Becky’s Advice for New Fractionals
“Start with local networking and in-person events. This may sound counter to our big tech-driven world, but (as we experienced in 2020) nothing can replace the human connection.”
Beyond the Resume: The Real Becky
Becky’s leadership style is:
"I'm an empathetic, transformational leader and strategic-operator."
Outside of work, she loves to bake, especially with a glass of wine in hand.
One Quote That Sums It All Up
"I do what I love, and I love building connections and growing relationships."
