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First thing I would try is adding a Gain or Boost block at the very beginning of the signal chain. You want something that will raise the input level of the fretless to something similar to the active bass while not affecting the tone. Try the Gain block in the Volume/Pan category or the Boost Comp in the Dynamics Legacy category. Experiment with the settings.

Connect your Helix to your Mac via usb. Check the Audio configuration of your Mac to make sure that it’s using the Helix as its audio device; this should happen automatically but check to make sure. At this point you should hear both your guitar and the tutorial through your wired headphones. Use the Mac and/or Helix volume controls to balance the levels. Voila. There is no wireless headphone capability in Helix. You will need to use a wireless adapter for that. Once you get this working you can proceed to starting to learn how to use Helix itself. To start, check the Video tutorials available underneath the Support link at the top of this page. Start with the most basic, of course. Reading the manual is also a good idea.

UPDATE: Instructions for installation further down the page Not sure if any of you folks out there are in Linux-land, but after an SSD failure yesterday I took the opportunity to rebuild my machine with a clean version of Ubuntu 17.10 and WINE (I record using Reaper). Instead of using the Windows version of Reaper, I installed the Linux native version, and then spent the evening futzing about in a last attempt to get Helix Native working. The result... That's Helix Native running under WINE inside Reaper running natively (with lin-vst as the wrapper). It works fantastically well; even patches which would max out a hardware Helix are using just 3% of the available CPU capacity (it's an i7 6700), with no additional latency compared to other amp sims. I is a happy camper :) I couldn't find any info about the process other than the maintainer of lin-vst dropping some hints (and he missed out some major gotchas). Is there any appetite for a guide on how to install it, or is it just me who wants this and nobody else cares?

Apologies for the massive delay, guys. Real life (and trying to herd the rest of my band into recording the album) has got in the way ;) Anyway, here are the instructions for installing and using Helix Native on Linux (the process works with Ubuntu 17.10, but also 18.04 and hopefully later versions), specifically with the Windows version of Reaper: Once that's done, reboot (if you missed that step) to get the lowlatency kernel running and run Cadence; you'll need to configure your interface (usually just click Configure, select the interface from the dropdown, then set the number of inputs and outputs and configure the buffer for your desired sample rate and buffer size - it's all in there). Fire up Reaper and open the Tools -> Preferences dialog, select Device in the left hand side, and select WineASIO as the driver, then select the inputs/outputs you want as you would if this was running in Windows. Create a track, open the FX dialog, choose Helix Native and you're off! This is also the start of the process for getting it to work with natively Linux-based DAWs (using the lin-vst wrapper), but I'm afraid that's going to have to wait for another day. EDIT: For what it's worth, when I originally did this I had the same problem as @eprincen with keystrokes not being accepted by the Native window. However, with the latest version of everything (Native included), it works flawlessly.