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Are you waiting until you feel more ready before taking the next step? In this episode, I share why waiting for perfect timing could be the very thing holding you back from the opportunities you've been hoping for. I break down the mindset that helped me stop overthinking, embrace imperfect action, and trust that clarity comes through action. I also share the stories of how I landed guests like Gary Vaynerchuk and Sara Blakely, why leading with value has opened doors I never could have forced, and how setbacks that once felt like failures ultimately became stepping stones to something even bigger. Get ready to stop waiting for the perfect moment and start creating the future you want today.
In This Episode, You Will Learn:
Why waiting for perfect timing is keeping you stuck.
What a failed Perry Ellis partnership taught me about taking risks.
The networking strategy that helped me connect with Gary Vaynerchuk.
Why adding value first creates unexpected opportunities.
How building genuine relationships eventually led me to interview Sara Blakely on stage.
How setbacks redirect you toward something even better.
Why your personal brand creates opportunities before you ask for them.
The TED Talk that unexpectedly opened the door to Dr. Phil.
How consistency compounds into breakthroughs over time.
Why staying true to yourself creates lasting success.
How to trust the process when you can't yet see the outcome.
Check Out Our Sponsors:
NetSuite - If your revenues are at least in the seven figures, go to NetSuite.ai/MONAHAN.
Resources + Links
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
This experience may not be representative of other Wealthfront clients, and there is no guarantee of future performance or success. Experiences will vary. Heather Monahan and the Creating Confidence podcast (collectively "Media Partner") are not clients of Wealthfront. The Media Partner receives cash compensation from Wealthfront Brokerage for this paid endorsement placed in their podcast, creating a conflict of interest. More details available via the referral link. The Direct Deposit Plus Investing Program from Wealthfront Advisers LLC and Wealthfront Brokerage LLC provides eligible clients a 0.25% APY increase above the base APY on eligible Cash Account balances (up to an overall boosted rate of 4.30% for a limited time when including the three month 0.75% APY boost for new clients) when you direct deposit $1,000 a month, plus open, fund, and maintain an investing account. Wealthfront may change or end the program at any time and determine eligibility at its discretion. Terms apply. Full details at wealthfront.com/promo-terms.
The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC, member FINRA/SIPC. Wealthfront Brokerage is not a bank. The base APY is 3.30% on cash deposits as of January 30, 2026, is representative, subject to change, and requires no minimum. Funds in the Cash Account are swept to program banks, where it earns the variable APY. Same-day withdrawal or instant payment transfers may be limited by destination institutions, daily transaction caps, and by participating entities such as Wells Fargo, the RTP® Network, and FedNow® Service. New Cash Account deposits are subject to a 2-4 day holding period before becoming available for transfer.
Investing involves risk, including the possible loss of principal. Securities investments are not bank deposits, bank-guaranteed or FDIC-insured, and may lose value. Investment advisory services are provided by Wealthfront Advisers LLC, an SEC-registered investment adviser.
By Heather Monahan | YAP Media4.8
10581,058 ratings
Are you waiting until you feel more ready before taking the next step? In this episode, I share why waiting for perfect timing could be the very thing holding you back from the opportunities you've been hoping for. I break down the mindset that helped me stop overthinking, embrace imperfect action, and trust that clarity comes through action. I also share the stories of how I landed guests like Gary Vaynerchuk and Sara Blakely, why leading with value has opened doors I never could have forced, and how setbacks that once felt like failures ultimately became stepping stones to something even bigger. Get ready to stop waiting for the perfect moment and start creating the future you want today.
In This Episode, You Will Learn:
Why waiting for perfect timing is keeping you stuck.
What a failed Perry Ellis partnership taught me about taking risks.
The networking strategy that helped me connect with Gary Vaynerchuk.
Why adding value first creates unexpected opportunities.
How building genuine relationships eventually led me to interview Sara Blakely on stage.
How setbacks redirect you toward something even better.
Why your personal brand creates opportunities before you ask for them.
The TED Talk that unexpectedly opened the door to Dr. Phil.
How consistency compounds into breakthroughs over time.
Why staying true to yourself creates lasting success.
How to trust the process when you can't yet see the outcome.
Check Out Our Sponsors:
NetSuite - If your revenues are at least in the seven figures, go to NetSuite.ai/MONAHAN.
Resources + Links
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
This experience may not be representative of other Wealthfront clients, and there is no guarantee of future performance or success. Experiences will vary. Heather Monahan and the Creating Confidence podcast (collectively "Media Partner") are not clients of Wealthfront. The Media Partner receives cash compensation from Wealthfront Brokerage for this paid endorsement placed in their podcast, creating a conflict of interest. More details available via the referral link. The Direct Deposit Plus Investing Program from Wealthfront Advisers LLC and Wealthfront Brokerage LLC provides eligible clients a 0.25% APY increase above the base APY on eligible Cash Account balances (up to an overall boosted rate of 4.30% for a limited time when including the three month 0.75% APY boost for new clients) when you direct deposit $1,000 a month, plus open, fund, and maintain an investing account. Wealthfront may change or end the program at any time and determine eligibility at its discretion. Terms apply. Full details at wealthfront.com/promo-terms.
The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC, member FINRA/SIPC. Wealthfront Brokerage is not a bank. The base APY is 3.30% on cash deposits as of January 30, 2026, is representative, subject to change, and requires no minimum. Funds in the Cash Account are swept to program banks, where it earns the variable APY. Same-day withdrawal or instant payment transfers may be limited by destination institutions, daily transaction caps, and by participating entities such as Wells Fargo, the RTP® Network, and FedNow® Service. New Cash Account deposits are subject to a 2-4 day holding period before becoming available for transfer.
Investing involves risk, including the possible loss of principal. Securities investments are not bank deposits, bank-guaranteed or FDIC-insured, and may lose value. Investment advisory services are provided by Wealthfront Advisers LLC, an SEC-registered investment adviser.

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