Trusted sitters who help your kids grow.
That's the STRIDE way.
Jordan M., 23
Active. Reliable. STRIDE Verified.
★ 4.9 🚗 🎓 5 yrs 🕒 Afternoons
Active. Reliable. STRIDE Verified.
Safe. Simple. Trusted.
Every sitter is part of our community — vetted, supported, and accountable.
Whether you book a Community Sitter or STRIDE Verified sitter, you get communication, reliability, and great care.
Built for families. Powered by trusted youth leaders, coaches, and experienced helpers.
STRIDE connects families with sitters who are more than babysitters — they're positive role models and mentors.
Every sitter is screened and verified.
Sitters play, teach, help, and connect.
We match families based on personality and needs.
Find the right type of help — sitters, tutors, coaches, and more. Choose the support that fits your family.
Tap a category to explore your options.
Babysitters
Junior Sitters
Nannies
Mannies
Tutors
Coaches
Pet Sitters
Special Needs
Errands
"The only service we trust."
"Feels more like a mentor than a sitter."
"Our boys love their STRIDE sitter."
Top-rated, vetted, and trusted caregivers — the STRIDE Premium tier.
32 reviews
College sitter • Loves sports & routines
Experience:
Great with routines • Loves sports and activities.
48 reviews
Energetic sitter • Great with active kids
Experience:
Trusted by multiple local families • Great with active kids.
27 reviews
Positive role model • Homework helper
Experience:
Excellent with after-school structure • Helps with homework.
Reliable local babysitters, junior sitters, and helpers in the STRIDE network.
18 reviews
Friendly sitter • Creative play & homework
Experience:
Good with younger kids • Homework and creative play.
22 reviews
Calm & patient • Strong with routines
Experience:
Great with shy kids • Strong with routines and bedtime.
15 reviews
Fun & active • Sports-focused sitter
Experience:
Sports-focused • Great with group play and outside time.
STRIDE was built from real experience supporting kids across Chicago — coaching, mentoring, and helping families day to day. Our mission is simple: connect families with trusted sitters who are active, engaging, and focused on helping kids grow with confidence.
For our most trusted, experienced sitters and specialists. Top-rated, vetted, and in high demand.
Great local babysitters, junior sitters, and helpers for everyday needs.
Need a tutor, coach, pet sitter, or errands help? Mix and match different services as your family's needs change.
Transparent pricing that keeps our community safe, vetted, and reliable
STRIDE memberships keep our sitter community safe, vetted, and reliable
Best for families who want the most trusted, experienced sitters.
Perfect for: newborns, toddlers, special-needs, picky routines.
A simple way to find reliable help.
Perfect for: older kids, weekends, flexible jobs.
Perfect for occasional help or first-time families.
STRIDE helps you get real families, safe homes, and steady requests
Perfect for: experienced sitters, coaches, tutors, nannies.
Perfect for: younger sitters, new sitters, weekend helpers.
Verified Sitters = curated, experienced, trusted.
General Sitters = newer sitters who are still great options.
Parents choose what fits their family — both tiers are valuable.
Even after families find a favorite sitter, they stay with STRIDE because we're more than a one-time match.
We're here to help you find the right fit.