Thomas Chesmore

Lead Financial Strategist

Thomas Chesmore is the founder and lead financial strategist at Smart Outlays. With 38 years of experience in financial services, Thomas specializes in reducing taxes, eliminating debt, and increasing spendable income for small businesses and professionals. His focus is on helping clients uncover hidden money within their finances and apply smart strategies that lead to greater cash flow without increasing their budget or risk. Thomas has been featured in US News, Boston Magazine, Fox News, and the Penny Pincher Newsletter for his expertise and innovative approach to financial planning. He is dedicated to helping clients secure a more financially stable future through personalized, strategic guidance.

Send a Message

An email will be sent to the owner

By acknowledging and submitting this consent form for SMS OPT-IN, you are granting permission to Smart Outlays to email you and/or call, text you on the phone number that you provided for purposes of Marketing, Advertising, or just General Service Usage Updates.
You hold the right to Opt-Out of either phone calls, texts, emails, or all three at any time. You can opt out by emailing us at [email protected] or by replying back to any SMS with "Stop" to be put on our Do Not Call List.
You grant permission to be contacted via phone call, text message, and/or email. Consent is not required for purchase; you may opt-out at any time. You retain the right to revoke permission at any time.

Contact Us