Health and Medicare open enrollment is here. Pick a time and I'll call you
Call or text (615) 659-1923 · jacob@jacobdrakeinsurance.com
Health coverage explained in plain language, at no cost to you.
I'm Jacob Drake, an independent health insurance agent. I work with individuals and families, people on Medicare, the self-employed, and church staff across seven states. Tell me your situation, and I'll lay out your real options and help you enroll. There is no fee for my help, ever.
Or call or text (615) 659-1923
Independent agent · Licensed in TN, AL, AR, IN, KY, NC, and VA · NPN 16627547
Independent health and Medicare agent in Middle Tennessee
I'm a licensed health insurance agent based in Tennessee, helping families in Columbia, Spring Hill, Thompson's Station, Franklin, Brentwood, Dickson, and Centerville. I am also licensed to serve clients in Alabama, Arkansas, Indiana, Kentucky, North Carolina, and Virginia.
I work independently, which means I am not tied to any one company's lineup. I will walk you through your options, explain the trade-offs in plain language, and help you enroll in whatever actually fits. My help costs you nothing. There is no fee to shop, to talk through your options, or to enroll.
Your local agent, not a call center
After years of navigating the health system alongside my wife through a long and exhausting battle with Long COVID, I understand better than most what it feels like to need answers and not find them, and how much it matters to have someone in your corner who truly cares. That is what drew me to this work.
My path has been anything but conventional. Having earned degrees from Belmont, Duke Divinity, and the Yale Institute of Sacred Music, I spent years in pastoral ministry, serving churches, leading communities, and walking alongside people through some of life's hardest moments. That formation shapes how I approach every client conversation: with patience, honesty, and a commitment to actually listening. Insurance, like ministry, is ultimately about people. And people deserve more than a policy. They deserve a guide.
I learned this system from the inside because I had to: deductibles, networks, formularies, what gets denied and why. Now I do it for other families. Clear answers, no pressure, and someone who has been there.
Not local? That's fine. Most of my work happens by phone and email.
How I can help
Independent guidance across the coverage that matters. Here's where I most often help the families and individuals I serve.
Individual & Family Health
ACA Marketplace and individual major-medical plans for people without employer coverage. Open enrollment for 2027 coverage runs November 1 to January 15.
Medicare
Help choosing a Medicare plan when you turn 65, plus a yearly review to make sure it still fits. Medicare Open Enrollment runs October 15 to December 7.
Supplemental Coverage
Accident, critical illness, and hospital indemnity plans to fill the gaps a medical plan leaves behind.
Dental & Vision
Standalone dental and vision coverage for individuals and families who want the extras handled.
Life Insurance
Term and whole-life options to protect the people who depend on you, sized to your budget.
Self-Employed & Small Business
Coverage strategies for freelancers, the self-employed, and small teams building a benefits plan.
Medicare help for Tennessee, Alabama, Arkansas, Indiana, Kentucky, North Carolina, and Virginia. Jacob Drake, Licensed Insurance Agent, NPN 16627547. We do not offer every plan available in your area. Currently we represent 0 to 5 organizations which offer 0 to 54 products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.
Schedule a personalized consultation
No call centers and no phone trees. Pick a time that works for you and I'll call you myself, ready to listen and ready to help.
Or just send me the basics
I answer these myself, usually within a few hours. Nothing you send here obligates you to anything.
This website is an advertisement for insurance. Jacob Drake is a licensed insurance agent (National Producer Number 16627547), licensed in TN, AL, AR, IN, KY, NC, and VA. Contact: (615) 659-1923 · jacob@jacobdrakeinsurance.com. We do not offer every plan available in your area; any information provided is limited to those plans we do offer. Plan availability and premiums vary by state and ZIP code. Nothing on this site is an offer of coverage. Eligibility and rates are determined by the issuing insurer.
If something isn't a fit, I'll say so.