Why you should bet on yourself.

LYSS

Lyss Boss

Society & Culture, Relationships

4.8 • 2.3K Ratings

🗓️ 18 September 2025

⏱️ 38 minutes

🔗️ Recording | iTunes | RSS

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Summary

In this episode, I’m diving into the importance of choosing you and really investing in yourself so you don’t end up with regrets later. I open up about my own journey of rebranding my business and my podcast, Date Yourself Instead—why I felt like it was time for a big change as I continue to grow personally and professionally.

I share some of the transformational experiences I’ve had over the past few years, what went into my decision-making process, and why authenticity has been the key to everything. For me, it all comes back to self-trust, betting on yourself, and fully aligning with your real purpose.

00:00 Introduction: The Odds of Regret

00:32 Personal Journey and Transformation

01:13 The Birth of 'Date Yourself Instead'

02:36 Rebranding: A New Era

03:46 The Decision to Rebrand

05:02 Betting on Yourself

07:46 The Power of Authenticity

09:45 Challenges and Reflections

11:08 Future-Proofing the Brand

12:35 The Importance of Self-Investment

16:11 Embracing Change and New Beginnings

35:31 Conclusion: Believing in Yourself

Transcript

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0:00.0	The odds of regret are a hundred percent when you don't choose yourself and when you don't
0:05.8	invest in yourself.
0:07.0	The odds of regret are 100% when you do not choose yourself and invest in you.
0:13.6	On today's episode, I'm going to be talking about the rebrand and what I've been doing
0:18.8	and what I've been up to.
0:19.8	I want to tell you guys why and tell you more
0:21.8	about what's been going on with me and my journey and why I've decided to fully blow up my current
0:28.5	business model and my current brand and start over again. I was on the phone with my parents
0:34.6	last night, kind of venting out and I was telling them that every few years I feel
0:40.0	like I always have to burn my identity down to the ground and start over again. Every few years
0:46.0	I change so much as a woman and I almost don't recognize myself from three years ago until now
0:54.0	I feel like a completely different
0:55.3	person a big part of that attributes to being in a long-term relationship for so many years versus
1:01.2	not now it's been almost two years I've been single for almost two years now and I've changed
1:07.6	and transformed so much as a person in that time frame from that breakup until now.
1:13.6	When I started date yourself instead, I was going through it. I was going through a lot.
1:20.2	I built that brand out of pain. I built that brand out of a really dark time in my life.
1:24.7	And now that I've come into a totally different era of my life where
1:29.1	I'm finally really grounded. I'm finally loving myself again and who I am and I love my life and
1:35.2	my routine. I've changed pretty much everything about what I do, who I surround myself with.
1:40.7	Just like every little piece of me feels so different. It just felt like the current podcast,
1:46.5	date yourself instead, even the name wasn't resonating with who I am at my core anymore.
	...

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