Inform Your Vote
Ward 5 Councillor Candidates for the 2026 Municipal Election Share Their Insights
Q & As
1. If elected to Council, what would be your top priority, and how will you address it?
Anthony Caputo:
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Diana Mollicone: Truck traffic – both illegal land use and the pressure growth is putting on our roads. Warehousing and logistics have grown quickly, but our infrastructure hasn’t kept pace. I’ll push to get critical road upgrades moving faster while continuing to strengthen enforcement against illegal operators. That means using every tool available to the Town, including entrance blocking and administrative penalties that don’t require us to wait years for a court outcome.
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John Muir:
2. How have your education, skills and experiences prepared you for the role of Councillor?
Anthony Caputo:
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Diana Mollicone: I’m a Professional Engineer with a Master’s degree and 10 years of experience managing design-build and construction projects. I’m used to solving problems, managing resources (internal and third-party), working under pressure and figuring out how to actually get things done. Owning Coffee Time has taught me a completely different side of leadership – employees, customers, budgets and community. I think combination will give Caledon a unique perspective at the table.
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John Muir:
3. How does the use of Strong Mayor Powers impact the role of Council? How will you move your priorities forward in a Strong Mayor environment?
Anthony Caputo:
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Diana Mollicone: Strong Mayor Powers move some decision-making away from Council, which means individual councillors need to work harder to get their priorities heard. I’ll keep Bolton’s needs front and centre, come prepared with facts and workable solutions, and do the work needed to build support around the Council table.
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John Muir:
4. How will you balance the needs of your own ward(s) with the needs of the Town as a whole?
Anthony Caputo:
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Diana Mollicone: Different areas of Caledon have different priorities, and they all deserve attention. Illegal truck yards may be concentrated around Bolton, but those trucks travel Highway 10 and on roads across the Town. Ward 5 is also the most densely populated and home to a significant share of Caledon’s business community. Supporting its infrastructure and economy benefits all of Caledon. I intend to bring that same perspective to issues affecting every ward.
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John Muir:
5. How will you balance maintaining affordable property taxes while investing in the services and infrastructure residents rely on?
Anthony Caputo:
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Diana Mollicone: Keeping taxes affordable doesn’t have to mean cutting services. It means spending smarter. I’ll prioritize infrastructure based on actual need, chase every available dollar from other levels of government and make sure growth pays its fair share instead of leaving existing residents with the bill. We also need to support and grow our commercial tax base. I run a “2$ drip coffee” business – I know you can’t spend money you don’t have.
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John Muir:
6. How will you manage growth while protecting Caledon’s agricultural lands, natural environment and water table?
Anthony Caputo:
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Diana Mollicone: We know growth is coming, so I’ll push to direct growth toward already planned settlement areas, protect prime agricultural lands and sensitive natural areas, and implement phasing so development doesn’t outpace roads, water, wastewater and other critical infrastructure. I’ll also push for stronger consideration of groundwater and surrounding impacts when major developments are reviewed.
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John Muir:
7. How will you keep residents informed and engaged, ensuring transparency and accountability at Town Hall?
Anthony Caputo:
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Diana Mollicone: I’ll use social media to break down important Town decisions into plain language and hold local town halls where people can actually ask questions comfortably. Residents may not always agree with every decision I make, but they deserve to understand how I got there, feel like they were heard and know they can reach me.
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John Muir:
8. What is one challenge facing Caledon that you believe deserves more attention? How will you move this forward?
Anthony Caputo:
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Diana Mollicone: Our youth. We talk a lot about building communities for families, but there isn’t enough here for kids once they get older, and finding that first job is getting harder. I’ve hired 31 local youth in five years at Coffee Time, and many have come back for multiple summers or stayed while pursuing other careers. I’d like to see Caledon do more with co-op, mentorship and job-ready skills while connecting willing local employers with young people looking for that first opportunity.
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John Muir:
9. How will residents know whether you have been successful at the end of your four-year term?
Anthony Caputo:
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Diana Mollicone: Don’t judge me by what I promise in 2026. Judge me by what I can show you in 2030. I want residents to be able to point to things that are genuinely better, but I also want to be held accountable to what I didn’t accomplish. I don’t think success is measured by how many motions I bring forward. It’s whether Ward 5 residents feel better served at the end of four years than they did at the beginning.
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John Muir:
10. Is there anything else that you would like voters to know about you or your priorities for Caledon?
Anthony Caputo:
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Diana Mollicone: I’m not running to become involved in this community; I already am. I’m running because I think I can take what I’ve learned as an engineer, business owner, employer, volunteer, and sponsor and put it to work on a bigger platform. I’ll do my homework, ask questions, work with people I don’t always agree with and speak up when something doesn’t make sense. All of that with respect, courtesy and integrity. My commitment to the community is here – before, during, and beyond elections.
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John Muir: