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If you’ve ever tried to coordinate care for a loved one—whether it’s an aging parent, a child with special needs, or a partner recovering from surgery—you know how fragmented and overwhelming the process can be.
In the U.S. alone, 63 million people identify as caregivers, and yet, as Ashley Blackington points out, half of those providing care don’t even see themselves as such. The result? Families are left patching together support with texts, emails, voicemails, and sticky notes, all while navigating a healthcare system that rarely speaks to their needs.
Blackington, a longtime occupational therapist, saw this disconnect up close for over 15 years. Her answer is Dovetail, a connected care platform designed to bridge families, healthcare systems, and employers, turning chaos into coordinated, data-informed support.
What was the “aha” moment that led you to create Dovetail?
It wasn’t one moment, but years of seeing the same pain points over and over. In the hospital, I watched families hit a crisis—someone’s health changes, and suddenly there’s a waterfall of decisions, logistics, and communication. There was no infrastructure for caregivers, no gold standard, just a patchwork of tools and a lot of stress. Later, in private practice, I saw families trying to be proactive, but still cobbling things together. I realized there needed to be a platform that made it easier for people to coordinate care, before and after a crisis, and that’s what Dovetail is designed to do.
How does Dovetail actually work for families?
At its core, Dovetail is notes-based and built around the idea of a “flock”—your care circle. Not everyone in your flock needs access to everything, so you can be granular about what information is shared and with whom. For example, if your mother-in-law needs help with groceries but is otherwise independent, she can create a list, share it with the right person, and update it in real time. No more chasing down texts or emails. It’s about making caregiving collaborative, not overwhelming, and ensuring the care recipient is part of the conversation, not just the subject of it.
You spent 15 years as an occupational therapist before founding Dovetail. How did your clinical experience shape the company?
Immensely. I saw firsthand how the lack of coordination impacts families and patients. I worked with over a thousand families, and I interviewed more than a hundred caregivers to inform Dovetail’s development. OT is a low-tech profession, but it’s all about problem-solving and seeing the whole picture. That mindset—figuring out what you know, what you don’t, and where to find answers—has been invaluable as a founder. I also learned that while collaboration is key in healthcare, as a founder you sometimes have to be decisive and drive things forward, even if it means less groupthink at the start.
What’s been the biggest challenge in shifting from clinician to tech founder?
Everything! The learning curve is real. I had no tech background, and suddenly I was wearing all the hats—product, marketing, fundraising. There’s a lot of noise out there, and it’s easy to spend money on things you don’t need, or to feel like you need a technical co-founder to get started. I was quoted six figures to build the platform early on, which was daunting. But I realized I knew the problem better than anyone, and I could learn or ask for help on the rest. My advice: don’t be afraid to ask a million questions, and don’t waver from your mission.
How did you validate the need for Dovetail?
The validation came from caregivers, clinicians, and honestly, just about everyone I talked to. I’ve never met someone who doesn’t have a caregiving story—either they’ve been a caregiver, watched a parent be one, or know someone who has. The scale is staggering: 63 million caregivers in the U.S., and that’s just the people who identify as such. The need is everywhere, even if people don’t always see themselves in that role.
Dovetail is still new. What’s the feedback been like so far?
We launched on iOS in July and Android a few weeks ago, so it’s early days, but the feedback has been great. People appreciate having one place for everything, instead of juggling emails, texts, and group chats. It’s about reducing that mental ticker tape—“Did I check this? Did I follow up on that?”—and creating space for caregivers to breathe. We’re constantly iterating based on user feedback, smoothing out the flow, and planning new integrations.
You also host the AND/BOTH podcast. How has that influenced your work with Dovetail?
The podcast started during the pandemic, when I was home with four kids and craving adult conversation. I wanted to hear stories about the layered, messy parts of caregiving and identity. It’s become my favorite thing—interviewing people who’ve built businesses or communities because they didn’t want others to feel alone. It’s a reminder that behind every product or company, there’s a real, human story.
What’s your vision for Dovetail in the next few years?
I want Dovetail to be part of the entire continuum of care—from a new diagnosis or life change, all the way through. We’re working on integrating with healthcare systems and benefits providers, because 60 percent of caregivers are employed and there’s a huge impact on productivity and well-being. My long-term goal is that when someone gets that 2 a.m. call from the ER, they know Dovetail is there to help them navigate what comes next. I never want anyone to feel alone or unsupported.
If you could give yourself one piece of advice on day one, what would it be?
Don’t waver. There will be nights when you wonder what you’ve started, but trust that you know what you’re doing. It won’t always be clear or simple—or cheap!—but keep going, one foot in front of the other.
The opinions expressed here by Inc.com columnists are their own, not those of Inc.com.
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Maura Walters
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