I have walked in your shoes.
Architecture • Construction • Real Estate Lending
If you are on this page, you probably have a pool in your backyard that has gone from something you were excited about to something you resent. Maybe it is costing you thousands a year to maintain. Maybe it needs a repair that makes you question whether any of this still makes sense. Maybe you have just quietly stopped opening it and you are finally ready to admit what you have known for a while.
I know exactly where you are standing. I have been standing there for years.
“I grew my resentment towards that pool year after year. And then the heater needed to be replaced. That was it. It was time to go.”
I have lived in Massachusetts for 30 years. My professional background is in architecture, construction, and real estate lending — I have spent over a decade financing development projects and working at the intersection of how buildings get built and what they actually cost. I understand contractors, permit processes, and what homeowners deserve when someone is working on their property.
None of that made finding a trustworthy pool removal contractor any easier. Websites were outdated. Quotes were all over the place — sometimes by $8,000 for what I described as the same project. Half the companies never called back. The ones that did could not clearly explain the permit process, what the work actually involved, or why their number was so different from the next one.
I eventually figured it out. But only because I knew enough about construction and permitting to push back when answers did not add up. Most homeowners do not have that background. They are making a $10,000 to $20,000 decision with very little reliable information and no good way to know who to trust.
So I built the platform I wished existed.
ByeByePool is not a lead marketplace. It is not five contractors racing to your phone. It is a matchmaking service built around a single idea — you should not have to figure out who to trust on your own. We do that work before you ever hear from anyone.
Every specialist on this platform is verified for active state licensing, proper insurance, and real pool removal experience before they receive a single lead. You get matched with one person — the right one for your specific project and location. That is it. That is the whole model.
I am not writing about this from the outside looking in. I am living this decision right now, in real time, in Massachusetts. My own pool is closed for 2026. Removal is planned for spring 2027. I write about it honestly in the Founder’s Pool Diary — the math, the doubts, the moments that confirmed the decision, and what it actually feels like to go through a New England summer without opening the pool.
When you work with ByeByePool, you are working with someone who has gone through exactly what you are going through. Not a company that researched this market. A homeowner who is in the middle of it.
What we promise you.
- ✓ Every specialist is verified for licensing, insurance, and pool removal experience before they receive any lead. No exceptions.
- ✓ This service is completely free for homeowners — always. No account, no fees, no obligation. Ever.
- ✓ You are matched with one specialist, not five. Your contact information is never sold to a list of contractors.
- ✓ You will always get honest information here — including when that information is that removal may not be the right move for you right now.
- ✓ Permits are never optional on this platform. Every specialist pulls permits as a standard part of the job.
Where to start.
If you are still in research mode — which is exactly the right place to be before making a decision like this — here are the most useful resources on the site.
Have a question? Email us at hello@byebyepool.com. Every message goes to me personally. I read and respond to every one.
Ready when you are.
Free, no obligation, takes 60 seconds. Tell us about your pool and we’ll match you with one vetted specialist in your area.
Get My Free Quote →Free • No obligation • One specialist, not five
