Some days I feel confident and then other days I'm worried about a ton of things like (what if I get ripped off).

@Nathan Gesner Yes, I'm fairly confident if we were to hold long term, we'll do just fine. 

With regard to renovations, I always suggest taking incremental steps to bigger renovations or partnering with someone who has already done a renovation at that level.I've been known to just go for the big rehabs for my personal investments here in Chicago , and during that process, it's always more stressful than it needs to be...As far as navigating the competition, I've found the best thing I can do is get EXTREMELY CLEAR  on what I am looking for; then I am confident pulling the trigger quicky. 

Why it works: Social proof reduces hesitation and builds confidence in your services.These simple strategy can help ease your lead generation and nurture process, making it easier to focus on what you do best—closing deals!

Are there specific tools, presentations, or approaches that help them feel more confident in taking that first step?

@Josh H. it sounds like you have experience, you know your numbers, and have confidence. 

I currently own a successful short-term rental in Fort Lauderdale and have identified a new property nearby that I’m confident will perform well.

Options like a unique amortization schedule or a 3/2/1 or 2/1 stepdown interest rate could provide initial relief to get you through the renovation phase while giving the seller confidence in a structured payoff plan.To determine an entry point, consider reducing the price based on the current NOI.

Stick to areas you know well; this familiarity can greatly reduce risk and boost your confidence when making purchasing decisions. 2.

A property manager who fosters a positive relationship with tenants can create a more stable, low-maintenance rental experience for the owner.Expectations can definitely vary by property type or asset class.