Episode 015: Small Strides Benefits Group

Episode 015: Small Strides Benefits Group

Author: Seacoast Oldies March 8, 2026 Duration: 30:01
On the latest episode of York County Conversations, we welcome Krystal Small, CEO and founder of Small Strides Benefits Group, for a conversation that blends business insight, family life, and a few unexpected nostalgic turns.

Krystal joins the show to talk about how Small Strides Benefits Group is redefining affordable and accessible healthcare benefits for workplaces. With more than 20 years of experience as an occupational therapist, Krystal brings a hands-on understanding of how healthcare systems affect real people. That perspective led her to create a benefits consulting model that focuses on preventive care, virtual healthcare access, and cost-saving solutions for employers and employees alike.

One of the most compelling parts of the discussion is how Small Strides helps businesses offer meaningful healthcare benefits at no net cost to the employer or the employee. By focusing on smarter benefit design and modern healthcare tools, Krystal’s approach allows organizations to improve employee wellness while also reducing financial strain.

But York County Conversations is never just about business.

Krystal also shares what life looks like outside the office as a busy mom of three, juggling family life with kids deeply involved in sports. The conversation turns to the familiar rhythms of family schedules, and what it’s like when your husband is also a coach.

This episode of York County Conversations highlights the people behind the businesses that shape our communities. Krystal’s mission is simple: help companies provide smarter healthcare benefits while supporting the families who depend on them.

If you’re a business owner, HR professional, or someone interested in innovative healthcare solutions, this conversation offers both practical insight and a few laughs along the way.

Listen to the full episode of York County Conversations with Krystal Small and discover how Small Strides Benefits Group is helping workplaces take small steps toward better healthcare.

Every Sunday morning at seven, or whenever you choose to listen on demand, York County Conversation offers a genuine look at the lifeblood of Southern Maine. Produced by Seacoast Oldies in collaboration with The Sanford Springvale Chamber of Commerce, this series is built on real talk with the people who make the region tick. Each episode sits down with local business owners, community organizers, and passionate residents to explore their stories. You’ll hear what inspired them to set up shop, the unique challenges and rewards of operating here, and the deep connection they feel to York County’s towns and landscape. It’s more than just a business profile; it’s about the character of the place, the history woven into its streets, and the future its inhabitants are building together. This podcast delves into the personal side of commerce and culture, revealing why these individuals are committed to this particular corner of New England. For anyone curious about the forces shaping a community, from a cherished diner to a new startup, these conversations provide an intimate, ground-level perspective. Tune in for a weekly dose of local insight and the authentic voices that define the area, all captured in a relaxed, conversational format that feels like catching up with a neighbor.
Author: Language: English Episodes: 26

York County Conversation
Podcast Episodes
Episode 012: Crusin Infusion [not-audio_url] [/not-audio_url]

Duration: 30:01
This week on York County Conversation, Katy Waterhouse joins the show to talk all things Cruisin Infusions—celebrating nearly one year at their home in Main Street Marketplace in downtown Sanford, Maine.What started as a…
Episode 012: SBA Maine [not-audio_url] [/not-audio_url]

Duration: 30:00
On this episode, we’re joined by Brad Currie, Senior Area Manager for the U.S. Small Business Administration (SBA), to talk about real-world solutions for small business owners in Maine. Brad breaks down Maine’s Next Lev…
Episode 009: Jass Boxing [not-audio_url] [/not-audio_url]

Duration: 30:02
Boxing shapes and changes young lives. Cari and Andy talk with Jass Boxing who are gearing up for their major fundraiser in Sanford. Plus, their other programs, and how every little bit helps keep the system moving.
Episode 011: Sanford-Springvale Historical Society. [not-audio_url] [/not-audio_url]

Duration: 30:26
Patti Violette and Lauryn Vonderheide join Cari and Andy to talk Sanford's past, interesting artifacts in the museum, and embracing the community's rich history.
Episode 010: Scott Taylor from SCORE [not-audio_url] [/not-audio_url]

Duration: 30:06
How Do I Use AI for My Business?In this informative and practical episode, Scott Taylor of SCORE joins us to break down how small businesses can start using AI today—no tech background required.If you’ve been wondering “…
Episode 008: Jass Boxing [not-audio_url] [/not-audio_url]

Duration: 30:02
Boxing shapes and changes young lives. Cari and Andy talk with Jass Boxing who are gearing up for their major fundraiser in Sanford. Plus, their other programs, and how every little bit helps keep the system moving.
Episode 008: Sanford Sound [not-audio_url] [/not-audio_url]

Duration: 40:56
Jack Bogard has been a successful businessman for his entire life. Today, as steward of Sanford Sound, we go back to his Midwest roots, what brought him to Maine, tell a few stories we probably shouldn't, and focus on wh…
Show 007: Great Bay Services [not-audio_url] [/not-audio_url]

Duration: 30:04
Jon Stimmel is the Executive Director for Great Bay. We talk their growing imprint within the community, how they help members live thir best lives, and how Jake The Snake found radio.
Show 006: Habitat for Humanity, York County, ME [not-audio_url] [/not-audio_url]

Duration: 30:05
Jeff Hassel, Executive Director of Habitat for Humanity, York County, ME joins Cari and Andy to talk Sanford projects, how you become a Habitat family, the power of giving back, and plans for the future.
Show 005: Alice Pearce [not-audio_url] [/not-audio_url]

Duration: 30:01
The holidays are here! Did you know Ogunquit has been doing it big for decades? Ogunquit Chamber of Commerce Executive Director Alice Pearce joined the program to talk up this year's series of events, where you get the b…