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Pedals that stayed on your board the longest?

Not even my board has stayed on my board for too long. I guess the only reasonably consistent thing is the stuff you can't see...my FDeck HPF rides under my board and has been with me since 2012. Anything that can be made better or updated along the way will be. I have no sentimentality in pedal-land, if there's something better I'll do it.
 
Amptweaker Bass Tight Fuzz jr has been on the board the longest right when I began playing almost 3 years ago. After that, the MXR stereo chorus, bass octave deluxe and Carbon Copy are both in a close second place.

I don't see any of these leaving anytime soon.
 
Keeley Bassist Compressor
Korg Pitchblack

That's more than I need in a pinch, although I also have a Boss Flanger, a Darkglass Vintage Microtubes, which I just got, and a DOD Rubberneck Delay on my board. The Rubberneck is also a keeper, and the Darkglass seems like it. The Keeley, Korg, and Darkglass seem like they're specifically designed for idiots, which I appreciate.
 
I'm fairly late to the effects party when it comes to using what you'd consider actual 'effect type' effects on bass. I've used what I think of as "signal shapers" (i.e. preamps, compressors, EQs, filters) since forever. But things like drives, modulation, and time based effects are a relatively new thing for me.

The effect pedal I've owned and used the longest is the Catalinbread Montevillian Echo. An interesting and somewhat unique delay that has since been (sadly) discontinued.

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Here's what Catalinbread had to say about it when it was still offered on their website.

Spoiled by the various tube driven echo units we have around the shop, we wanted the Montavillian Echo to sound and feel just as BIG! So we went all out on the audio path on this thing... We took painstaking efforts to make the dry signal sound and feel better when on than with the pedal bypassed. We decided that the corksniffer OPA2134 Burr Brown opamp was the best sounding option to achieve this.

The Montavillian Echo utilizes the PT2399 chip, one of the more common delay chips used in modern delays, however, rather than slavishly following the datasheet, we threw it out and ventured out on our own, using our ears to guide us, and what we achieved is a fantastic sounding delay, with a slew of sounds in a small, easy to use footprint.

The Montavillian Echo is a "companderless" echo... This is a critically important part of the Montavillian Echo's character. So many companded echos have unattractive repeats, they sorta bubble, chirp, and become messy as the repeats get quieter… The effect ruins the illusion of SPACE and ambience. The Montavillian has no compounding, therefore the echos trail off almost forever over the horizon, disappearing into the ether rather than crash landing back to earth. The resulting echos function to provide a sonic soup, a bed of ambience to play over. The illusion of space and size that the Montavillian provides, makes it one of the few stompboxes that comes close to those big old tube echos.

Headroom and stacking abilities, often short comings of echos. We've run the Montavillian into all of our amps clean and cranked (Hiwatt, AC30, 5E3, Super Reverb, Blues Jr. etc.) we've also stacked it before our dirt pedals. We've even slammed it with numerous fuzzes and overdrives. The Montavillian handles it all with no effort. Should you need even more headroom the Montavillian can be run at 18V.

Don't be fooled by the simple 4 knob arrangement. Each knob has a great amount of range, making this seemingly simple delay very versatile.

The "TIME" knob allows for a wide range of delay times, ranging from around 60ms all the way up to over 600ms max time.

The "CUT" knob is a really neato control that I haven't seen before on an echo. It's function is to sweep from about 400Hz to about 1500Hz, lowpass filter... When the knee sweeps to the high side it gives a nice little bump in the mids right before the subtle fall off. Tuning this knob allows you to sweep from old school BBD dark filtering to a clear repeat. It gives you the power to adjust your echoes so that they sit in the mix perfectly against your dry signal. This control also functions to EQ the tonality of self-oscillations.

The "MIX" knob is traditional in the way it mixes into your dry path the amount of echo. What is not traditional the amount of boost it permits you to add... So many echo pedals out there you can hardly tune the repeat to unity with the gain. This is not at all the case with the Montavillian Echo! You can make your repeats much louder than the dry signal. This comes in really handy for short repeats for a dramatic doubling effect as well as self oscillation freakouts.

The "REPEATS" knob feeds signal from the output of the delay line to the input. This control allows for a single repeat all the way to self oscillation.

Especially effective when creating a mild slap back echo for bass, and well worth tracking down for your board IMO.
 
After being caught in a pop-up rainstorm this summer on a stage that did not drain well, my direct box that I have had for over twenty (probably closer to thirty) years took on water and finally died and I had to get a new one. No, "they just don't make them like they used to"! ;)
 
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Behringer V-Tone Bass BDI 21. First pedal I ever used for bass. At the beginning it was used for growl and tonecontrol. Then for tonecontrol. After that as a DI-Box. And today I unpacked a second one as my original one stays in the front of the chain as a DI and the second goes inside the low-pass chain of my Tyler from KMA. I really like the decent growl for the lowend.