Family in front of home petting a new puppy

What do you want to ask?

New Job? Getting Married? Building a budget? Buying a home? Having a child?

All of life's moments bring up questions, and many of them are financial. How do you think through your big money questions and who do you trust to give you advice?

OnTrajectory is here to help. We can help you build a helpful question and connect you with a licensed financial advisor to get an answer. No commitment, no strings attached. Just an honest answer or a second opinion to your important questions.

What are people saying?

Thank you for this information and please pass on my thanks to the financial advisor. I will review this information... As an aside, I have been a long time member of and user of On Trajectory and I like all the new features added over the years. Please keep up the great work. This is a powerful application and tool and very intuitive to use. Two of my friends are now users, along with my son.
Michael P
OnTrajectory Unlimited User

Build a helpful question

First of all, don’t worry! Advisors are great at helping you work through the process, so just start with what you’re feeling and go from there. Life changes often prompt new questions.

  • If you just changed jobs, consider asking about what do do with a bonus or what to do with your old 401k?
  • If you are about to get married, ask about the best ways to manage your money together or what to do with your separate accounts.
  • Maybe you just got a puppy and want to know if pet insurance is a good idea?
  • Are your investments going to give you the return you are hoping for?

Take a moment to reflect on what you feel when the topic of money comes up, then ask the why or the how behind the feeling. We’re here to help, just take the first step and believe there is peace of mind on the other side.

Get honest answers to your financial questions.

We all have questions. Some are general, like, "How do I know if I'm saving enough for retirement?" Others are much more specific, like, "I'm getting ready to retire, should I take money from my 401k first or my Roth IRA?" Maybe the question is more about caring for an aging parent or saving for a child's college education. Whatever you're question, start here and we'll get a licensed financial professional to answer your question, no judgement, no commitment.

What happens next?

Our team connects with a licensed financial professional to respond to your question. It’s up to you where to go from there. You can continue the conversation or start planning on your own with OnTrajectory. When you’re ready you can ask another question to that same advisor, or ask someone new. You are in control. We only share what you want us to share.

AskPenny, our AI Financial Guide

Ask Penny, our AI Financial Guide, to get started. Maybe you have a question about how much money to have in an emergency savings account, or when to start saving for a college education, or the best vacations for your budget? Whatever questions you have, you can Ask Penny for a judgement-free answer.

Get started by creating an OnTrajectory Account.

Why keep it to yourself? They have questions too. Invite a friend to share in a financially secure future. 


Is there a cost to me?

No, it is free, for a limited time, to submit a question to any of our services. We do have unlimited planning tools and other services to help you grow your finances.

Do you share my information?

OnTrajectory collects your information, but we only share it with others if you want us to. Most of the time users do share information with the advisor they are talking to because it helps get a much clearer answer. 

Do I have to have a plan before I ask a question?

No, helping you create a plan and get your finances on track is why we are here. No need for any advanced knowledge to get started.

What if I'm new to having a financial conversation?

We want to help you learn. We have tools that can help you, plus a team of coaches and advisors that can help you learn and grow. Don’t forget Penny, our AI financial guide, that can help you learn the basics.