(I typed this up as my response to another thread, but after finishing realized that I didn't want to disrupt that topic so much. But truth be told, disruption is exactly what that topic needs. The whole premise of it is, in my view, the incorrect way to look at things.
With respect to everyone, I think that using any kind of online document signer or PDF file transfer is the completely wrong approach to this.
Why? It is using new technology (the internet) to do things in an old fashioned way (create and transfer paper documents). I truly believe that the correct approach should be to have your entire vacation rental business managed completely online, with the right dedicated vacation rental management system. And the right vacation rental management system is one that would allow you to have your guests complete your booking form, including notes to you, a complete guest list, selected options and their costs, all rental charges and taxes, payment instructions, details of the arrival, departure, etc., and very importantly; separate initials on the form beside your cancellation policy, minimum age of lead guest, and acceptance of your terms and conditions (available to the guest in a linked PDF). And of course, it should do everything else you need your vacation rental management system to do.
As of this year, I will have been in the vacation rental business for a decade, and I only used a paper form for a booking once; my first one, almost ten years ago. Since then, my entire VR administration has been stored securely online, accessible from anywhere, and fully automated. I have remarkably few problems with guests, no problems getting payments (they are all done online, with reminders automatically sent out for me), and my work to process and administer a booking is practically nil. Since programming everything that I want to happen, including providing guests lock and alarm codes to adjusting my thermostats based on my booking calendar, I haven't looked at most of my day to day administration in literally years - it all happens automatically, including letting my PM know about bookings and scheduling cleanings. I interact with potential guests, basically customer service and selling, but once I have the booking they just drop into my management stream and get carried right through until they've left their glowing review online somewhere for others to see. In the meantime, the only thing I ever do with a guest is answer any unique questions they may have - which they rarely do. My system provides them with everything they need to know right when they need it, and if somebody asks a question I just setup the system to provide that info to all future guests automatically, reducing questions and providing great customer service that just gets better over time.
I didn't create this system, although I do have unique expertise and experience in using it. It was created by a tech friend of mine years ago who used to be in the VR business. He built the system for himself and marketed it to other owners. He's a much better coder than salesman however, and it is little known and little used. Which is just fine with me. It definitely gives me a huge leg up on my competition. The truth is, the system is so powerful that it intimidates many people. He has had lots of people sign up for a free version of it but never get into using it, because they get overwhelmed and don't understand the benefits of using it the way it was designed. I have had a hand in a number of features that have been added to it over the years, because I push him - encouraging him to add features to it that I need in my business, which of course have been useful to all of his other customers. And I have figured out ways to do things, and create even more automation with it, than even he envisioned with it. (An example of this is how my quote/response emails to potential guests change content based on how far out the booking is, by analyzing the dates involved and sending one set of payment information if the dates are more than eight weeks away, and a different set if they are less - soooo convenient for me!)
I have recommended this management system for years, but I also have gotten bored in doing so enthusiastically, only to have my enthusiasm met with a big yawn, or that dear-in-the-headlights look by owners who don't understand why they even need this engine powering their business. That's okay... I'm content with my life being easier, and my guests being better served, while others try to do things based on management processes that were suitable thirty years ago.
If any owners are truly interested in learning about this management system, and how to use it properly, I am glad to share the details with you, but I won't post them publicly here. Contact me through the forum (there's some way to do it, although I have never used it myself...) and I will gladly provide you with info. Full disclosure; I don't receive any commission, kickbacks, or any form of compensation for recommending this system. If you sign up for it (I think it's $15 or $20 per month, insanely worth it) all of the money goes to my friend, and he deserves every penny of it.
I realize that this sounds like a sales pitch, but to me, asking how to transfer documents online is like asking how to hitch your car to your horse. That's not what the car is for, and you're trying to use new technology in an old way. If you just invest the time in learning to drive the car, you will get where you want to go much faster, easily and conveniently. But, it does take an investment in time and learning to do things in a better, different way.
The question should not be; how do I get documents signed and transferred over the internet? The question should be; how do I use the internet to eliminate documents, paper, clutter, filing and headaches, and save time in my vacation rental business?
(I realize that I am setting myself up for the possibility of a discussion about one management system vs. another, but I would rather not see that happen here. Instead, if anyone has a question they want to ask about THIS system, post it on this thread, and I'll share the answers here. ie "Does this system do X?" or "Can you do Y? How?" Then the thread can become a repository for information about this online vacation rental management system, and if anyone wants to pursue it further they can contact me later.)